Organic Compound Patents (Class 131/276)
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Patent number: 4428387Abstract: Described is the use for augmenting or enhancing the aroma or taste of smoking tobaccos and smoking tobacco articles of methyl substituted pinyl oxopentenes and mixtures of same defined according to the structure: ##STR1## wherein Z represents methylidene defined according to the structure: ##STR2## ethylidene defined according to the structure: ##STR3## or ethylenyl defined according to the structure: ##STR4## wherein one of the dashed lines represents a carbon-carbon single bond and the other of the dashed lines represents no bond; wherein n is 0 or 1, and m is 0 or 1 with the sum of n+ m being equal to 1; wherein X represents carbinol having the structure: ##STR5## or ketone having the structure: ##STR6## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.Type: GrantFiled: March 26, 1982Date of Patent: January 31, 1984Assignee: International Flavors & Fragrances Inc.Inventors: Braja D. Mookherjee, Robert W. Trenkle, Robin K. Wolff, Richard M. Boden, Takao Yoshida
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Patent number: 4427708Abstract: Described are cyclohexenyl-alpha-alkyl acrolein derivatives defined according to the generic structure: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent hydrogen or methyl with the proviso that one, two or three of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent methyl; wherein R.sub.5 represents methyl or ethyl; wherein one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represents a carbon-carbon single bond; wherein the wavy lines represent the "cis" or "trans" juxtaposition of the moieties hydrogen, R.sub.5, cyclohexenyl and carboxaldehyde about the carbon-carbon double bond useful for augmenting or enhancing the aroma or taste of foodstuffs or chewing gums.Type: GrantFiled: June 16, 1983Date of Patent: January 24, 1984Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Philip T. Klemarczyk, Robert P. Belko
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Patent number: 4424378Abstract: Described are methyl substituted pinyl oxopentenes and mixtures of same and uses thereof in augmenting or enhancing the aroma or taste of consumable materials including foodstuffs, chewing gums, toothpastes, medicinal products, chewing tobaccos, perfume compositions, perfumed articles (including perfumed polymers, solid or liquid cationic, anionic, nonionic or zwitterionic detergents, fabric softener compositions, fabric softener articles, optical brightener compositions, and cosmetic powders), colognes, smoking tobacco compositions and smoking tobacco articles including cigars, cigarettes and integrated and separated filters therefor.Type: GrantFiled: July 8, 1982Date of Patent: January 3, 1984Assignee: International Flavors & Fragrances Inc.Inventors: Braja D. Mookherjee, Robert W. Trenkle, Robin K. Wolff, Richard M. Boden, Takao Yoshida
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Patent number: 4424379Abstract: Described are cyclohexenyl-alpha-alkyl acrolein derivatives defined according to the generic structure: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent hydrogen or methyl with the proviso that one, two or three of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent methyl; wherein R.sub.5 represents methyl or ethyl; wherein one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represents a carbon-carbon single bond; wherein the wavy lines represent the "cis" or "trans" juxtaposition of the moieties hydrogen, R.sub.Type: GrantFiled: July 16, 1982Date of Patent: January 3, 1984Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Philip T. Klemarczyk, Robert P. Belko
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Patent number: 4421125Abstract: Described for use in augmenting or enhancing the aroma or taste of smoking tobacco compositions or smoking tobacco articles are mixtures of 1-ethoxy-1-ethanol acetate having the structure: ##STR1## (also hereinafter referred to as "E") and acetaldehyde (also hereinafter referred to as "A") the range of weight ratios, "E":"A" being from 50:50 down to 5:95.Type: GrantFiled: March 26, 1982Date of Patent: December 20, 1983Assignee: International Flavors & Fragrances Inc.Inventor: Richard M. Boden
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Patent number: 4413639Abstract: Described is a process for augmenting or enhancing the aroma or taste of a smoking tobacco composition or smoking tobacco article component comprising the step of adding to a smoking tobacco composition or at least a portion of a smoking tobacco article, an aroma or taste augmenting or enhancing quantity of at least one compound defined according to the structure: ##STR1## wherein one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines is a carbon-carbon single bond; wherein the wavy line: is a carbon-carbon single bond or no bond at all; wherein Z represents hydrogen, --CH.sub.2 --, or C.sub.2 -C.sub.4 acyl; with the proviso that when the wavy line: is no bond at all, Z represents hydrogen or C.sub.2 -C.sub.4 acyl and when the wavy line: is a carbon-carbon single bond, then Z represents --CH.sub.2 --.Type: GrantFiled: June 24, 1982Date of Patent: November 8, 1983Assignee: International Flavors & Fragrances Inc.Inventor: Richard M. Boden
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Patent number: 4405820Abstract: Described is the novel compound genus defined according to the structure: ##STR1## wherein R.sub.1 is selected from the group consisting of methyl and isopropyl alcohol and wherein the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds useful in augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes, perfumed articles (including solid or liquid anionic, cationic, nonionic or zwitterionic detergents) smoking tobacco or smoking tobacco articles.Type: GrantFiled: March 2, 1982Date of Patent: September 20, 1983Assignee: International Flavors & Fragrances Inc.Inventor: Richard M. Boden
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Patent number: 4402989Abstract: Novel odorant and/or flavorant mixtures are provided by fermentation of ionone type compounds with microorganisms of the genera Botryodiplodia, Botryosphaeria, or Lasiodiplodia.Type: GrantFiled: August 31, 1981Date of Patent: September 6, 1983Assignee: Givaudan CorporationInventor: Victor Krasnobajew
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Patent number: 4396781Abstract: New compounds of formula ##STR1## wherein symbol R represents a lower alkyl radical and use thereof as perfuming and flavoring ingredients. Process for the preparation of the said compounds.Type: GrantFiled: November 30, 1979Date of Patent: August 2, 1983Assignee: Firmenich SAInventors: Wolfgang Giersch, Gunther Ohloff
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Patent number: 4391999Abstract: Described is the novel compound genus defined according to the structure: ##STR1## wherein R.sub.1 is selected from the group consisting of C.sub.1 -C.sub.3 alkyl useful in augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes, perfumed articles (including a solid or liquid anionic, cationic, nonionic or zwitterionic detergents) smoking tobacco and smoking tobacco articles.Type: GrantFiled: July 16, 1982Date of Patent: July 5, 1983Assignee: International Flavors & Fragrances Inc.Inventor: Richard M. Boden
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Patent number: 4391284Abstract: Described is the use in modifying, augmenting or enhancing the aroma or taste of smoking tobacco products of mono-oxomethyl substituted polyhydrodimethanonaphthalene derivatives having the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond; wherein R.sub.1, R.sub.1 ', R.sub.1 ", R.sub.1 '", R.sub.1 "", R.sub.3, R.sub.5, R.sub.5 ', R.sub.5 ", R.sub.5 '", R.sub.5 "" and R.sub.6 represent hydrogen or methyl with the provisos:(i) at least four of R.sub.1, R.sub.1 ', R.sub.1 ", R.sub.1 '" and R.sub.1 "" are hydrogen; and (ii) at least four of R.sub.5, R.sub.5 ', R.sub.5 ", R.sub.5 '" and R.sub.5 "" represent hydrogen;and wherein Z represents one of the moieties:(i) carboxaldehyde having the structure: ##STR2## (ii) alkylene dioxy or dialkoxy methyl having the structure: ##STR3## (iii) hydroxy methyl having the structure: ##STR4## (iv) acetoxymethyl having the structure: ##STR5## and wherein R.sub.7 and R.sub.8 taken separately represent C.sub.Type: GrantFiled: March 2, 1982Date of Patent: July 5, 1983Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Marie R. Hanna, Richard J. Tokarzewski, Robert P. Belko, Hugh Watkins, Manfred H. Vock
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Patent number: 4390557Abstract: Novel odorant and/or flavorant mixtures are provided by fermentation of ionone type compounds with microorganisms of the genera Botryodiplodia, Botryosphaeria, or Lasiodiplodia.Type: GrantFiled: August 28, 1981Date of Patent: June 28, 1983Assignee: Givaudan CorporationInventor: Victor Krasnobajew
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Patent number: 4390556Abstract: Novel odorant and/or flavorant mixtures are provided by fermentation of ionone type compounds with microorganisms of the genera Botyrodiplodia, Botryosphaeria, or Lasiodiplodia.Type: GrantFiled: August 28, 1981Date of Patent: June 28, 1983Assignee: Givaudan CorporationInventor: Victor Krasnobajew
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Patent number: 4385073Abstract: Described is the use of 4,4A,5,6-tetrahydro-7-methyl-2-(3H)-naphthalenone having the structure: ##STR1## in substantially pure liquid or pure crystalline form for augmenting or enhancing the aroma or taste of consumable materials including foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos, smoking tobaccos, smoking tobacco articles, perfumes, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softeners, fabric softener articles, perfumed polymers, hair preparations and the like.Type: GrantFiled: March 26, 1982Date of Patent: May 24, 1983Assignee: International Flavors & Fragrances Inc.Inventors: Alan O. Pittet, Ranya Muralidhara, Manfred H. Vock, Domenick Luccarelli, Jr., Frederick L. Schmitt, Joaquin F. Vinals, Jacob Kiwala
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Patent number: 4384007Abstract: Described for augmenting or enhancing the aroma or taste of foodstuffs, chewing gums, toothpastes, chewing tobaccos and medicinal products are certain prins reaction products and derivatives thereof of diisobutylene defined according to the generic structure: ##STR1## wherein one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represents a carbon-carbon single bond and wherein R represents hydrogen or acetyl.Type: GrantFiled: June 24, 1982Date of Patent: May 17, 1983Assignee: International Flavors & Fragrances Inc.Inventor: Richard M. Boden
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Patent number: 4375428Abstract: Novel odorants, having the formula ##STR1## wherein R represents sec. butyl, tert. butyl or cyclohexyl. A process for preparing the novel odorants from novel intermediates and fragrance compositions containing the odorants are also taught.Type: GrantFiled: September 17, 1980Date of Patent: March 1, 1983Assignee: Givaudan CorporationInventors: Daniel Helmlinger, Peter Naegeli
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Patent number: 4375001Abstract: Novel esters, of the general formula ##STR1## wherein R represents C.sub.1-4 -alkyl or C.sub.2-4 -alkenyl and one of the three broken lines represents an additional bond,are disclosed. Also disclosed are novel odorant and/or flavoring compositions containing esters of formula I, a process and intermediates for the manufacture of the esters of formula I and the use of esters of formula I as odorant and/or flavoring substances.Type: GrantFiled: June 4, 1980Date of Patent: February 22, 1983Inventors: Givaudan Corporation, Hanspeter Schenk
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Patent number: 4363331Abstract: The preparation and use as odorant and/or flavorant of compounds having the formula: ##STR1## wherein R represents a butyl, but-2-on-yl or 1,3-butadienyl group.Type: GrantFiled: August 28, 1981Date of Patent: December 14, 1982Assignee: Givaudan CorporationInventors: Roman Kaiser, Dietmar Lamparsky
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Patent number: 4360032Abstract: Described is the use of augmenting or enhancing the aroma or taste of smoking tobacco or smoking tobacco articles comprising the step of intimately admixing with smoking tobacco or a portion of a smoking tobacco article at least one substance selected from the group consisting of:(i) the compound having the structure: ##STR1## (ii) the compound having the structure: ##STR2## (iii) a mixture of compounds having the structures: ##STR3## (iv) a mixture of compounds having the structures: ##STR4##Type: GrantFiled: February 27, 1981Date of Patent: November 23, 1982Assignee: International Flavors & Fragrances Inc.Inventors: Robert W. Trenkle, Braja D. Mookherjee, Frederick L. Schmitt, Manfred H. Vock, Joaquin F. Vinals, Jacob Kiwala
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Patent number: 4359059Abstract: Aromatic substances to be applied to tobacco to improve aroma characteristics are prepared by exposing an alcoholic extract, which contains diterpenes and has been isolated from the surface resin of fresh tobacco plants, parts or from gum originating from tobacco flowers, to ultraviolet light and oxygen.Type: GrantFiled: March 5, 1981Date of Patent: November 16, 1982Assignee: B.A.T. Cigaretten-Fabriken GmbHInventors: Ursula Brummer, Volker Heemann
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Patent number: 4359412Abstract: Described is the genus of compounds defined according to the structure: ##STR1## wherein one of the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds; wherein the wavy line represents a carbon-carbon single bond or no bond; wherein when the wavy line represents a carbon-carbon single bond, Z represents methylene and when the wavy line represents no bond, Z represents hydrogen or C.sub.2 -C.sub.Type: GrantFiled: May 28, 1981Date of Patent: November 16, 1982Assignee: International Flavors & Fragrances Inc.Inventor: Richard M. Boden
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Patent number: 4357949Abstract: Described are compounds having the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond and wherein R.sub.2 is methyl or hydrogen; R.sub.6 is methyl or hydrogen; R.sub.1, R.sub.3 or R.sub.7 represent methyl or hydrogen, with the proviso that one of R.sub.1, R.sub.3 and R.sub.7 represents methyl and the other two of R.sub.1, R.sub.3 and R.sub.7 represent hydrogen; wherein R.sub.4 and R.sub.5 are the same or different and each represents hydrogen or C.sub.1 -C.sub.3 lower alkyl.Type: GrantFiled: May 28, 1981Date of Patent: November 9, 1982Assignee: International Flavors & Fragrances Inc.Inventors: Philip T. Klemarczyk, Frederick L. Schmitt, Edward J. Granda, Domenick Luccarelli, Jr.
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Patent number: 4357360Abstract: Described in the use for augmenting or enhancing the aroma or taste of foodstuffs of compounds defined according to the generic structure: ##STR1## wherein R.sub.1 represents hydrogen, methyl or acetyl and wherein R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are the same or different and each represents hydrogen, methyl or ethyl.Type: GrantFiled: October 13, 1981Date of Patent: November 2, 1982Assignee: International Flavors & Fragrances Inc.Inventors: Kenneth K. Light, Joseph A. McGhie, Futoshi Fujioka, Takao Yoshida
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Patent number: 4351347Abstract: Described are processes and compositions for augmenting or enhancing the flavor and/or aroma of consumable materials including foodstuffs, chewing gums, medicinal products, toothpastes, perfumes, colognes and perfumed articles using as the essential ingredient at least one norbornyl ether having the structure: ##STR1## wherein R is one of acetyl, propionyl, allyl or isopropyl.Type: GrantFiled: October 13, 1981Date of Patent: September 28, 1982Assignee: International Flavors & Fragrances Inc.Inventor: Mark A. Sprecker
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Patent number: 4351346Abstract: Aromatic substances to be applied to tobacco to improve aroma characteristics are prepared by exposing an alcoholic extract, which contains carotenoids and may additionally contain diterpenes and has been isolated from fresh tobacco plants, to ultraviolet light and oxygen. Additionally, aromatic substances may be produced from xanthophyll containing plant extracts by the same method.Type: GrantFiled: March 5, 1981Date of Patent: September 28, 1982Assignee: B.A.T. Cigaretten-Fabriken GmbHInventors: Ursula Brummer, Volker Heeman
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Patent number: 4347858Abstract: Described is a process for augmenting or enhancing the aroma or taste of a smoking tobacco composition or at least a portion of a smoking tobacco article comprising the step of intimately admixing with a smoking tobacco composition or at least a portion of a smoking tobacco article, an aroma or taste augmenting or enhancing quantity of at least one compound defined according to the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond; R.sub.1 ', R.sub.2 ', R.sub.3 ', R.sub.4 ', R.sub.6 ' and R.sub.7 ' are each selected from the group consisting of hydrogen and methyl and R.sub.5 ' is C.sub.1 -C.sub.4 alkyl with the provisos that;1. one of R.sub.1 ', R.sub.2 ', R.sub.6 ' and R.sub.7 ' is methyl and the other of R.sub.1 ', R.sub.2 ', R.sub.6 ' and R.sub.7 ' represents hydrogen;2. R.sub.3 ' and R.sub.4 ' are not both methyl;3. when the dashed line is a carbon-carbon double bond, R.sub.1 ', R.sub.3 ' and R.sub.4 ' are not all hydrogen when R.Type: GrantFiled: September 17, 1981Date of Patent: September 7, 1982Assignee: International Flavors & Fragrances Inc.Inventors: Philip T. Klemarczyk, James M. Sanders, Manfred H. Vock, Joaquin F. Vinals, Frederick L. Schmitt, Edward J. Granda
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Patent number: 4348416Abstract: Described for use in foodstuffs, chewing gums, toothpastes, medicinal products flavor and aromas, smoking tobacco flavor and aroma and perfume, cologne and perfumed article aroma augmenting, modifying, enhancing and imparting compositions and as foodstuffs, chewing gums, toothpastes, medicinal products, tobacco, perfume and perfumed article and cologne aroma imparting materials are mixtures of 1-ethoxy-1-ethanol acetate having the structure: ##STR1## (also hereinafter referred to as "E") and acetaldehyde (also hereinafter referred to as "A"), the range of weight ratios, E:A being from 50:50 down to 5:95.Type: GrantFiled: July 29, 1981Date of Patent: September 7, 1982Assignee: International Flavors & Fragrances Inc.Inventor: Richard M. Boden
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Patent number: 4347857Abstract: Described for use in foodstuffs, chewing gums, toothpastes, medicinal products flavor and aromas, smoking tobacco flavor and aroma and perfume, cologne and perfumed article aroma augmenting, modifying, enhancing and imparting compositions and as foodstuffs, chewing gums, toothpastes, medicinal products, tobacco, perfume and perfumed article and cologne aroma imparting materials is 1-ethoxy-1-ethanol acetate having the structure: ##STR1##Type: GrantFiled: July 6, 1981Date of Patent: September 7, 1982Assignee: International Flavors & Fragrances Inc.Inventor: Richard M. Boden
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Patent number: 4342320Abstract: New tricyclic carbonyl derivative, viz. cis-10,10-dimethyl-tricyclo[7.1.1.0.sup.2,7 ]undec-2-en-4-one, and its use as flavoring and perfuming material.Type: GrantFiled: May 28, 1981Date of Patent: August 3, 1982Assignee: Firmenich, S.A.Inventor: Alan F. Thomas
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Patent number: 4339467Abstract: Described are compounds having the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond; wherein X represents the moieties: ##STR2## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.8 and R.sub.9 represent hydrogen or methyl with the proviso that (i) at least three of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent hydrogen and (ii) when the dashed line is a carbon-carbon single bond and X is: ##STR3## then one of R.sub.1, R.sub.2, R.sub.3 or R.sub.4 is methyl and the other represents hydrogen; wherein R.sub.5 represents hydrogen, MgZ or Li; wherein Z represents chloro, bromo or iodo and wherein R.sub.Type: GrantFiled: June 25, 1981Date of Patent: July 13, 1982Assignee: International Flavors & Fragrances Inc.Inventor: Takao Yoshida
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Patent number: 4337212Abstract: Described are substituted tricyclodecane derivatives having the generic structure: ##STR1## wherein Y is a moiety having a structure selected from the group consisting of: ##STR2## wherein one of the dashed lines represents a carbon-carbon single bond and the other of the dashed lines represents a carbon-carbon double bond; wherein R.sub.1 and R.sub.2 represent hydrogen or methyl with the proviso that one of R.sub.1 and R.sub.2 is hydrogen and the other of R.sub.1 and R.sub.2 is methyl; wherein R.sub.3 is hydrogen, C.sub.1 -C.sub.3 acyl, C.sub.3 or C.sub.4 alkyl or C.sub.3 or C.sub.4 alkenyl; wherein R.sub.4, R.sub.5 and R.sub.6 represent hydrogen or methyl with the additional proviso that one of R.sub.4, R.sub.5 and R.sub.6 is methyl and the other two of R.sub.4, R.sub.5 and R.sub.6 is hydrogen.Type: GrantFiled: September 25, 1981Date of Patent: June 29, 1982Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, John B. Hall
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Patent number: 4336164Abstract: Described is the novel compound genus defined according to the structure: ##STR1## wherein R.sub.1 is selected from the group consisting of methyl and isopropyl alcohol and wherein the dashed lines represents a carbon-carbon double bond and each of the other of the dashed lines represent carbon-carbon single bonds useful in augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes, perfumed articles (including solid or liquid anionic, cationic, nonionic or zwitterionic detergents) smoking tobacco or smoking tobacco articles.Type: GrantFiled: April 9, 1981Date of Patent: June 22, 1982Assignee: International Flavors & Fragrances Inc.Inventor: Richard M. Boden
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Patent number: 4333481Abstract: Described for use in foodstuffs, chewing gums, toothpastes, medicinal products flavor and aromas, smoking tobacco flavor and aroma and perfume, cologne and perfumed article aroma augmenting, modifying, enhancing and imparting compositions and as foodstuffs, chewing gums, toothpastes, medicinal products, tobacco, perfume and perfumed article and cologne aroma imparting materials is 1-n-butoxy-1-ethanol acetate having the structure: ##STR1##Type: GrantFiled: July 29, 1981Date of Patent: June 8, 1982Assignee: International Flavors & Fragrances Inc.Inventor: Richard M. Boden
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Patent number: 4331570Abstract: Described are compounds having the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond and wherein R.sub.2 is methyl or hydrogen; R.sub.6 is methyl or hydrogen; R.sub.1, R.sub.3 or R.sub.7 represent methyl or hydrogen, with the priviso that one of R.sub.1, R.sub.3 and R.sub.7 represents methyl and the other two of R.sub.1, R.sub.3 and R.sub.7 represent hydrogen; wherein R.sub.4 and R.sub.5 are the same or different and each represents hydrogen or C.sub.1 -C.sub.3 lower alkyl.Type: GrantFiled: May 28, 1981Date of Patent: May 25, 1982Assignee: International Flavors & Fragrances Inc.Inventors: Philip T. Klemarczyk, Frederick L. Schmitt, Edward J. Granda, Domenick Luccarelli, Jr.
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Patent number: 4327749Abstract: Described is a process for preparing several substituted or unsubstituted cycloalkyl acyl alkanoates defined according to the generic structure: ##STR1## wherein R.sub.1 and R.sub.2 taken together complete a cycloalkyl moiety or methyl, dimethyl or trimethyl substituted cycloalkyl moiety containing five or six carbon atoms in the ring and wherein R.sub.3 is C.sub.1 -C.sub.3 lower alkyl and R.sub.4 is methyl or hydrogen by reacting a compound having the generic structure: ##STR2## in an aqueous silver-ion containing solution having a weakly acidic pH at elevated temperatures.Type: GrantFiled: March 25, 1980Date of Patent: May 4, 1982Assignee: International Flavors & Fragrances Inc.Inventors: Ronald P. Schreck, Kenneth K. Light, John B. Hall, Frederick L. Schmitt, Manfred H. Vock, William L. Schreiber, Joaquin F. Vinals, Jacob Kiwala
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Patent number: 4326997Abstract: Alicyclic ketone and alcohol derivatives having the structure: ##STR1## wherein the dotted line represents a carbon-carbon double bond or a carbon-carbon single bond; wherein Z is ##STR2## and wherein each of R.sub.1, R.sub.2, R.sub.3, R.sub.4, and R.sub.5 is hydrogen or lower alkyl are useful as odor-modifying ingredients in perfumes and perfumed products and as flavor-modifying ingredients in foodstuffs and tobacco products.Type: GrantFiled: October 8, 1980Date of Patent: April 27, 1982Assignee: Fritzsche Dodge & Olcott Inc.Inventors: Brian J. Willis, Robert G. Eilerman, John M. Yurecko, Jr.
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Patent number: 4326996Abstract: The present invention relates to substituted cyclohexane derivatives having the structure: ##STR1## wherein the dotted line may be a carbon-carbon double bond or a carbon-carbon single bond; wherein R.sub.1,R.sub.2,R.sub.3, R.sub.4,R.sub.5,R.sub.6,R.sub.7 and R.sub.8 may be hydrogen or lower alkyl; wherein Z may be any of the following: ##STR2## wherein R.sub.9 may be hydrogen or lower alkyl; and wherein R.sub.10 and R.sub.11 are lower alkyl. This invention also provides methods of preparing and using the compounds as odor-modifying ingredients in perfumes and perfumed products, and as flavor-modifying ingredients in foodstuffs and tobacco products.Type: GrantFiled: January 30, 1980Date of Patent: April 27, 1982Assignee: Fritzsche Dodge & Olcott Inc.Inventors: Brian J. Willis, Robert G. Eilerman
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Patent number: 4324704Abstract: Described is a process for preparing hydrogenated derivatives of 2,6,6-trimethyl cyclohexene derivatives by means of treating said derivatives with hydrogen in the presence of a supported palladium catalyst such as palladium-on-calcium carbonate or palladium-on-barium sulfate in the presence of a quinoline activator. The resulting products are useful for their organoleptic properties as foodstuff flavorants and flavor enhancers, perfume composition ingredients, perfumed article ingredients and tobacco flavorants and flavor enhancers.Type: GrantFiled: February 27, 1981Date of Patent: April 13, 1982Assignee: International Flavors & Fragrances Inc.Inventors: Robert W. Trenkle, Braja D. Mookherjee, Frederick L. Schmitt, Manfred H. Vock, Joaquin F. Vinals, Jacob Kiwala
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Patent number: 4321164Abstract: Described are 2,4,6-Trimethylcyclohexanemethanol derivatives having the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond and R is hydrogen or acetyl. The 2,4,6-Trimethylcyclohexanemethanol and derivatives thereof are useful in perfumery and foodstuff, medicinal product and smoking tobacco flavors.Type: GrantFiled: October 9, 1980Date of Patent: March 23, 1982Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Frederick L. Schmitt, Manfred H. Vock, Joaquin F. Vinals, Jacob Kiwala
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Patent number: 4321255Abstract: Described is the use in augmenting or enhancing the aroma or taste of foodstuffs, chewing gums, toothpastes or chewing tobaccos comprising the step of adding to a foodstuff, toothpaste, chewing gum or chewing tobacco an aroma or taste augmenting or enhancing quantity of at least one acylated diisoamylene derivative defined according to the structure: ##STR1## wherein R.sub.4 ' represents C.sub.1 -C.sub.3 lower alkyl; wherein one of the dashed lines is a carbon-carbon double bond and the other of the dashed lines represent carbon-carbon single bonds.Type: GrantFiled: September 4, 1980Date of Patent: March 23, 1982Assignee: International Flavors & Fragrances Inc.Inventor: Richard M. Boden
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Patent number: 4320771Abstract: Described is the use for augmenting or enhancing the aroma or taste of smoking tobaccos and smoking tobacco articles of a derivative of a 2-oxabicyclo [2.2.2]octane which is 1,3,5,5-tetramethyl-2-oxabicyclo [2.2.2]octane.Type: GrantFiled: August 7, 1980Date of Patent: March 23, 1982Assignee: International Flavors & Fragrances Inc.Inventors: Mark A. Sprecker, Frederick L. Schmitt, Manfred H. Vock, Joaquin F. Vinals, Jacob Kiwala
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Patent number: 4320772Abstract: Described are compounds having the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond; wherein X represents the moieties: ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent hydrogen or methyl with the proviso that (i) at least three of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represent hydrogen and (ii) when the dashed line is a carbon-carbon single bond and X is: ##STR3## then one of R.sub.1, R.sub.2, R.sub.3 or R.sub.4 is methyl and the other represents hydrogen; wherein R.sub.5 represents hydrogen, MgX, MgR.sub.7, CdR.sub.7, ZnR.sub.7, Na, K or Li; wherein X represents Chloro, Bromo or Iodo; wherein R.sub.6 represents hydrogen or methyl; and wherein R.sub.Type: GrantFiled: August 29, 1980Date of Patent: March 23, 1982Assignee: International Flavors & Fragrances Inc.Inventor: Takao Yoshida
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Patent number: 4319586Abstract: Described are processes for augmenting or enhancing the aroma or taste of a smoking tobacco comprising the step of intimately admixing with smoking tobacco an aroma or taste augmenting or enhancing quantity of at least one substance selected from the group consisting of:A. A composition of matter consisting essentially of cis-3-hexenal, cis-3-hexenyl-cis-3-hexenoate, trans-2-hexenal, and cis-3-hexenol;B. A composition of matter consisting essentially of cis-3-hexenal, cis-3-hexenyl-cis-3-hexenoate, cis-3-hexenyl formate and trans-2-hexenal;C. A composition of matter consisting essentially of cis-3-hexenal, cis-3-hexenyl-cis-3-hexenoate, cis-3-hexenol, cis-3-hexenyl formate and trans-2-hexenal; andD. Cis-3-hexenyl methyl ether.Also described are smoking tobacco compositions produced according to the above process.Type: GrantFiled: July 17, 1980Date of Patent: March 16, 1982Assignee: International Flavors & Fragrances Inc.Inventors: Cynthia J. Mussinan, Braja D. Mookherjee, Manfred H. Vock, Frederick L. Schmitt, Edward J. Granda, Joaquin F. Vinals, Jacob Kiwala
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Patent number: 4319591Abstract: Smoking compositions having improved taste and odor are prepared by incorporation into the composition of minor amounts of proteins and protein hydrolysates, at least 80% of the weight of which is derived from aliphatic and heterocyclic amino acids.Type: GrantFiled: January 23, 1978Date of Patent: March 16, 1982Assignee: Celanese CorporationInventors: Charles H. Keith, Bruce D. Karstedt
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Patent number: 4318900Abstract: Alkyl-substituted alicyclic carboxylic acids, esters and amides are disclosed having the property of stimulating the cold receptors of the nervous system of the human body to produce a cold sensation and are used for this purpose in a variety of edible and topical preparations.Type: GrantFiled: August 11, 1980Date of Patent: March 9, 1982Assignee: Wilkinson Sword LimitedInventors: David G. Rowsell, David J. Spring, Roger Hems
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Patent number: 4318934Abstract: Described are compounds defined according to the structure: ##STR1## taken alone or in admixture wherein one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines are carbon-carbon single bonds; wherein R.sub.1 represents C.sub.1 -C.sub.4 alkyl; R.sub.2 represents C.sub.1 -C.sub.4 alkyl; Z represents oxygen or sulfur; R.sub.3 represents hydrogen, MgX, Li, C.sub.1 -C.sub.3 lower alkyl or C.sub.1 -C.sub.3 lower acyl; and wherein X represents chloro, bromo or iodo and uses thereof in augmenting or enhancing the aroma and/or taste of consumable materials such as perfume compositions, colognes, perfumed articles, e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions or dryer-added fabric softener articles, smoking tobaccos, chewing gums, chewing tobaccos, medicinal products or toothpastes.Type: GrantFiled: December 4, 1980Date of Patent: March 9, 1982Assignee: International Flavors & Fragrances Inc.Inventor: Richard M. Boden
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Patent number: 4315952Abstract: Described is the genus of compound having the structure: ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.3 lower alkyl; R.sub.2, R.sub.3, R.sub.4 and R.sub.5 represent the same or different hydrogen or C.sub.1 -C.sub.3 lower alkyl; X and Y represent the same or different oxygen or sulfur; and one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represent carbon-carbon single bonds as well as methods for augmenting or enhancing the aroma and/or taste of consumable materials including foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos, perfume compositions, perfumed articles, smoking tobaccos and smoking tobacco articles using such dioxolanes, oxathiolanes and dithiolanes. The perfumed articles include solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions dryer-added fabric softener articles, hair preparations, deodorant compositions, as well as bleaching compositions containing the same.Type: GrantFiled: December 4, 1980Date of Patent: February 16, 1982Assignee: International Flavors & Fragrances Inc.Inventor: Richard M. Boden
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Patent number: 4315945Abstract: Described is a process for augmenting or enhancing the aroma or taste of foodstuffs or chewing gums comprising the step of adding to a foodstuff or chewing gum at least one norbornyl ether defined according to the structure: ##STR1## wherein the "OR" moiety is at the "5" or "6" position of the norbornyl moiety and wherein R is one of acetyl, propionyl or allyl.Type: GrantFiled: March 25, 1981Date of Patent: February 16, 1982Assignee: International Flavors & Fragrances Inc.Inventor: Mark A. Sprecker
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Patent number: 4315953Abstract: Described is a process for augmenting or enhancing the aroma or taste of raspberry flavored foodstuffs comprising the step of adding to a foodstuff, an aroma augmenting or enhancing quantity of certain 2,6,6-trimethylcyclohexene derivatives.Type: GrantFiled: February 27, 1981Date of Patent: February 16, 1982Assignee: International Flavors & Fragrances Inc.Inventors: Robert W. Trenkle, Braja D. Mookherjee, Frederick L. Schmitt, Manfred H. Vock, Joaquin F. Vinals, Jacob Kiwala
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Patent number: 4312888Abstract: Described is a process for augmenting or enhancing the aroma or taste of a foodstuff or chewing gum comprising the step of adding to a foodstuff or chewing gum an aroma augmenting or enhancing quantity of a product comprising a major proportion of compounds defined according to the structure: ##STR1## wherein the dashed line is either a carbon-carbon single bond or a carbon-carbon double bond and each of the R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.6 and R.sub.7 represents hydrogen or methyl with the proviso that one of R.sub.1, R.sub.2, R.sub.6 and R.sub.7 is methyl and each of the other of R.sub.1, R.sub.2, R.sub.6 and R.sub.7 is hydrogen and R.sub.3 and R.sub.4 are not both methyl; wherein R.sub.5 represents C.sub.1 -C.sub.Type: GrantFiled: November 13, 1980Date of Patent: January 26, 1982Assignee: International Flavors & Fragrances Inc.Inventors: Philip T. Klemarczyk, James M. Sanders, Manfred H. Vock, Joaquin F. Vinals, Frederick L. Schmitt, Edward J. Granda