Abstract: Described are the uses of methyl-isoeugenol having the structure: ##STR1## n-dodecanol having the structure: ##STR2## and 1-(2-butenoyl)-2,6,6-trimethyl-1,3-cyclohexadiene having the structure: ##STR3## taken alone or taken in combination as attractants house flies (Musca domestica L. (Diptera:Muscidae)) and Stored Products Moths. The methyl-isoeugenol, n-dodecanol and 1-(2-butenoyl)-1,3-cyclohexadiene taken alone or in combination find utility primarily as bait enhancers for acute toxins and/or trapping devices.
Type:
Grant
Filed:
June 30, 1988
Date of Patent:
August 22, 1989
Assignees:
International Flavors & Fragrances Inc., The University of Florida
Inventors:
Richard A. Wilson, Jerry F. Butler, Donald Withycombe, Braja D. Mookherjee, Ira Katz, Kenneth R. Schrankel
Abstract: Described are animal control compositions and methods; which compositions comprise citronellyl nitrile, citronellol and, optionally, methyl terpenyl ether, lemon oil, caryophyllene, isopulegol, isopulegyl acetate and quinine or one or more of its salts. The compositions can be used "as is" or in the form of a "controlled release" composition whereby the citronellyl nitrile, citronellol and, optionally, methyl terpenyl ether, lemon oil, caryophyllene, isopulegol, isopulegyl acetate and quinine or one or more of its salts are intimately admixed (alone or with adjuvants including but not limited to other volatile, odorous ingredients) with a polymeric substance such as polyethylene in the form of pellets or functional articles, e.g., garbage bags.
Abstract: Described is the schiff base reaction product of methyl anthranilate having the structure: ##STR1## with ethyl vanillin having the structure: ##STR2## a compound having the structure: ##STR3## and uses thereof in augmenting or enhancing the aroma of perfume compositions, perfumed articles including perfumed polymers and colognes. The schiff base having the structure: ##STR4## also has unexpected, unobvious and advantageous utilities for its deodorancy properties in addition to having valuable properties as a fragrance material.
Type:
Grant
Filed:
June 3, 1988
Date of Patent:
August 1, 1989
Assignee:
International Flavors & Fragrances Inc.
Inventors:
Braja D. Mookherjee, Robert W. Trenkle, Nicholas Calderone, Ronald S. Fenn
Abstract: Described are animal control compositions and methods; which compositions comprise citronellyl nitrile, citronellol alpha-terpinyl methyl ether and lemon oil and, optionally, caryophyllene, isopulegol, isopulegyl acetate, one or more norbornyl alkyl ethers, one or more 3,4,5,6,6-pentamethyl hexanol-2 derivatives and quinine or one or more of its salts. The compositions can be used "as is" or in the form of a "controlled release" composition whereby the citronellyl nitrile, citronellol, alpha-terpinyl methyl ether and lemon oil and, optionally, the caryophyllene, isopulegol, isopulegyl acetate, one or more norbornyl alkyl ethers, one or more 3,4,5,6,6-pentamethyl hexanol-2 derivatives and quinine or one or more of its salts are intimately admixed (alone or with adjuvants including but not limited to other volatile, odorous ingredients) with a polymeric substance such as polyethylene in the form of pellets or functional articles, e.g., garbage bags.
Type:
Grant
Filed:
June 29, 1987
Date of Patent:
July 11, 1989
Assignee:
International Flavors & Fragrances Inc.
Inventors:
Ira Katz, Donald A. Withycombe, deceased, Marie R. Hanna
Abstract: Described is a process for augmenting or enhancing the aroma or taste of a foodstuff or chewing comprising the step of intimately admixing with a foodstuff or chewing gum base an aroma or taste augmenting or enhancing quantity of a composition of matter prepared by reacting canthoxal having the structure: ##STR1## with methyl anthranilate to produce a composition of matter containing a compound having the structure:
Type:
Grant
Filed:
June 3, 1988
Date of Patent:
June 20, 1989
Assignee:
International Flavors & Fragrances Inc.
Inventors:
Braja D. Mookherjee, Robert W. Trenkle, Nicholas Calderone, Keith P. Sands, Myrna L. Hagedorn
Abstract: Described are schiff base reaction products of alkyl anthranilates having the structure: ##STR1## wherein R.sub.3 represents methyl or ethyl; helional having the structure: ##STR2## and aldehydes having the generic structure: ##STR3## wherein R represents a hydrocarbyl or hydroxy hydrocarbyl moiety including the aldehydes:(a) pinoacetaldehyde having the structure: ##STR4## (b) pinoisobutyraldehyde having the structure: ##STR5## and (c) lyral, a mixture of compounds having the structures: ##STR6## and derivatives there and organoleptic uses thereof in augmenting or enhancing the aroma or taste of consumable materials including perfume compositions, colognes, perfumed articles, foodstuffs, chewing gums and beverages.
Type:
Grant
Filed:
March 4, 1988
Date of Patent:
June 13, 1989
Assignee:
International Flavors & Fragrances Inc.
Inventors:
Braja D. Mookherjee, Robert W. Trenkle, Nicholas Calderone, Lisa Schreck, Keith P. Sands
Abstract: Described are schiff base reaction products of alkyl anthranilates having the structure: ##STR1## wherein R.sub.3 represents methyl or ethyl and aldehydes of the generic structure: ##STR2## wherein R represents unsaturated hydrocarbyl and alkoxy hydrocarbyl moieties or mixtures of aldehydes having the structures: ##STR3## wherein R.sub.1 and R.sub.2 are different alkoxy hydrocarbyl moieties and hydrocarbyl moieties including the aldehydes:(a) bergamal having the structure: ##STR4## (b) floralozone having the structure: ##STR5## (c) pino acetaldehyde having the structure: ##STR6## (d) pino isobutyraldehyde having the structure: ##STR7## (e) melonal having the structure: ##STR8## and (f) canthoxal having the structure: ##STR9## and organoleptic uses thereof in augmenting or enhancing the aroma or taste of consumable materials including perfume compositions, colognes, perfumed articles, foodstuffs, chewing gums and beverages.
Type:
Grant
Filed:
June 3, 1988
Date of Patent:
April 25, 1989
Assignee:
International Flavors & Fragrances Inc.
Inventors:
Braja D. Mookherjee, Robert W. Trenkle, Nicholas Calderone, Keith P. Sands, Myrna L. Hagedorn
Abstract: Described are ethyl norbornyl alkyl ethers of our invention defined according to the generic structure: ##STR1## wherein R represents 1-C.sub.2, 1-C.sub.4 or 1-C.sub.6 straight chain lower alkyl and organoleptic uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including but not limited to bleach compositions, solid or liquid anionic, cationic, nonionic or zwitterionic detergents, perfumed polymers, fabric softener compositions, fabric softener articles, cosmetic powders and hair preparations. Also described is a process for preparing such ethyl norbornyl alkyl ethers of our invention by means of reaction of compounds defined according to the structure: ##STR2## and/or compounds defined according to the structure: ##STR3## in admixture with compounds having the structure: ##STR4## with hydrogen in the presence of a hydrogenation catalyst.
Type:
Grant
Filed:
June 30, 1988
Date of Patent:
April 18, 1989
Assignee:
International Flavors & Fragrances Inc.
Inventors:
Mark A. Sprecker, Margo Androulakis, Marie R. Hanna
Abstract: Described are the uses of dimethyl disulfide having the structure: ##STR1## and dibutyl succinate having the structure: ##STR2## taken alone or taken in combination as attractants for mosquitos (Culicidae). The dibutyl succinate and dimethyl disulfide taken alone or in combination find utility primarily as bait enhancers for acute toxins and/or trapping devices.
Type:
Grant
Filed:
August 29, 1986
Date of Patent:
April 4, 1989
Assignees:
International Flavors & Fragrances Inc., The University of Florida
Inventors:
Richard A. Wilson, Jerry F. Butler, Donald Withycombe, Braja D. Mookherjee, Ira Katz, Kenneth R. Schrankel
Abstract: Described are the uses of N,N-diethyl-m-toluamide having the structure: ##STR1## and the ethyl ester of 2-methyl-3-pentenoic acid having the structure: ##STR2## taken alone or in combination as attractions for mosquitos (Culicidae). The N,N-diethyl-m-toluamide and the ethyl ester of 2-methyl-3-pentenoic acid taken along or in combination find utility primarily as bait enhancers for acute toxins and/or trapping devices.
Type:
Grant
Filed:
March 17, 1987
Date of Patent:
March 28, 1989
Assignees:
International Flavors & Fragrances Inc., The University of Florida
Inventors:
Richard A. Wilson, Jerry F. Butler, Donald Withycombe, Braja D. Mookherjee, Ira Katz, Kenneth R. Schrankel
Abstract: Described are the N,N-diethyl-m-toluamide having the structure: ##STR1## and the ethyl ester of 2-methyl-3-pentenoic acid having the structure: ##STR2## taken alone or taken in combination as attractants for house flies (Musca domestica L. (Diptera:Muscidae)). The N,N-diethyl-m-toluamide and ethyl ester of 2-methyl-3-pentenoic acid taken alone or in combination find utility primarily as bait enhancers for acute toxins and/or trapping devices.
Type:
Grant
Filed:
March 17, 1987
Date of Patent:
February 28, 1989
Assignees:
International Flavors & Fragrances Inc., The University of Florida
Inventors:
Richard A. Wilson, Jerry F. Butler, Donald Withycombe, Braja D. Mookherjee, Ira Katz, Kenneth R. Schrankel
Abstract: Described are 2-alkanoyl-2-(1-penten-1-yl) cyclohexanones of my invention defined according to the structure: ##STR1## wherein R represents methyl or ethyl; a process for preparing same and organoleptic uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including but not limited to solid or liquid anionic, cationic, nonionic or zwitterionic detergents, perfumed polymers, fabric softener compositions and fabric softener articles. Also described are intermediates useful in carrying out the process for producing such 2-alkanoyl-2-(1-penten-1-yl) cyclohexanones of my invention defined according to the structure: ##STR2## wherein R represents methyl or ethyl.
Abstract: Described are the schiff base reaction products of alkyl anthranilates having the structure: ##STR1## wherein R" represents ethyl or methyl with ketones and aldehydes defined according to the structure: ##STR2## wherein R' represents methyl or hydrogen and R represents one of the moieties: ##STR3## including compounds defined according to the generic structure: ##STR4## wherein R, R' and R" are defined, supra. Also described are uses of such schiff base reaction products in augmenting or enhancing the aroma or taste of consumable materials including perfume compositions, perfumed articles (including perfumed polymers, detergents and fabric softeners), colognes, foodstuffs, chewing gums, toothpastes, medicinal products and chewing tobaccos. The schiff base reaction products of our invention also have unexpected, unobvious and advantageous utilities for their deodorancy properties in addition to having valuable properties as fragrance materials and as flavor materials.
Type:
Grant
Filed:
March 22, 1988
Date of Patent:
February 21, 1989
Assignee:
International Flavors & Fragrances Inc.
Inventors:
Braja D. Mookherjee, Robert W. Trenkle, Nicholas Calderone, Keith P. Sands
Abstract: Described are the uses of methyl-isoeugenol having the structure: ##STR1## n-dodecanol having the structure: ##STR2## and 1-(2-butenoyl)-2,6,6-trimethyl-1,3-cyclohexadiene having the structure: ##STR3## taken alone or taken in combination as attractants house flies (Musca domestica L. (Diptera:Muscidae)) and Stored Products Moths. The methyl-isoeugenol, n-dodecanol and 1-(2-butenoyl)-1,3-cyclohexadiene taken alone or in combination find utility primarily as bait enhancers for acute toxins and/or trapping devices.
Type:
Grant
Filed:
November 14, 1986
Date of Patent:
January 31, 1989
Assignees:
International Flavors & Fragrances Inc., The University of Florida
Inventors:
Richard A. Wilson, Jerry F. Butler, Donald Withycombe, Braja D. Mookherjee, Ira Katz, Kenneth R. Schrankel
Abstract: Described are the uses of dimethyl disulfide having the structure: ##STR1## and dibutyl succinate having the structure: ##STR2## taken alone or taken in combination as attractants for sand flies (Psychodidae), house flies and beetles (Coleoptera). The dimethyl disulfide itself is specifically useful as an attractant for house flies and the dibutyl succinate is specifically useful as an attractant for Coleoptera and Psychodidae. The dibutyl succinate and dimethyl disulfide taken alone or in combination find utility primarily as bait enhancers for acute toxins and/or trapping devices.
Type:
Grant
Filed:
June 27, 1986
Date of Patent:
January 31, 1989
Assignees:
International Flavors & Fragrances Inc., The University of Florida
Inventors:
Richard A. Wilson, Jerry F. Butler, Donald Whithycombe, Braja D. Mookherjee, Ira Katz, Kenneth R. Schrankel
Abstract: Described are 2-alkanoyl-2-(1-penten-1-yl) cyclohexanones of my invention defined according to the structure: ##STR1## wherein R represents methyl or ethyl; a process for preparing same and organoleptic uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including but not limited to solid or liquid anionic, cationic, nonionic or zwitterionic detergents, perfumed polymers, fabric softener compositions and fabric softener articles. Also described are intermediates useful in carrying out the process for producing such 2-alkanoyl-2-(1-penten-1-yl) cyclohexanones of my invention defined according to the structure: ##STR2## wherein R represents methyl or ethyl.
Abstract: Described is a process for preparing 4,4A,5,6-tetrahydro-7-methyl-2-(3H)-naphthalenone having the structure: ##STR1## and intermediates useful in such process defined according to the structure: ##STR2## wherein one of R.sub.3 or R.sub.4 is hydrogen and the other of R.sub.3 or R.sub.4 is acetyl; and one of R.sub.1 or R.sub.2 is methyl and the other of R.sub.1 or R.sub.2 is acetoxy, said compound defined according to the structure: ##STR3## being useful in augmenting or enhancing the aroma or taste of consumable materials including foodstuffs, chewing gums, medicinal products, chewing tobaccos, toothpastes, 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 and perfumed polymers.
Type:
Grant
Filed:
April 15, 1982
Date of Patent:
December 27, 1988
Assignee:
International Flavors & Fragrances Inc.
Inventors:
Alan O. Pittet, Ranya Muralidhara, Myrna L. Hagedorn
Abstract: Described is a novel process for preparing dihydromyrcenol defined according to the structure: ##STR1## or the acetate thereof comprising the steps of: (i) hydrogenating .alpha.-pinene to form .alpha.-pinane;(ii) pyrolizing the resulting .alpha.-pinane to form a mixture of hydrocarbons including dihydromyrcene (or, in the alternative, forming substantially the same mixture of hydrocarbons by other well known means);(iii) reacting the resulting pinane pyrolyzate or like mixture with hydrogen chloride gas in the presence of an acid catalyst, e.g., Lewis acid or protonic acid, to form a mixture of tertiary chlorides; then(iv) reacting the mixture of tertiary chlorides with water or acetic acid int he presence of a hydroxylation catalyst defined according to the formula:M.sub.P X.sub.Qwherein M represents an element selected from the group consisting of Zn, Ca, Mg, Mn and Co; wherein X represents O or an anion, e.g.
Type:
Grant
Filed:
July 31, 1984
Date of Patent:
December 13, 1988
Assignee:
International Flavors & Fragrances Inc.
Inventors:
Mark A. Sprecker, Stephen R. Wilson, Leonard Steinbach, Thomas O'Rourke
Abstract: Described are 2-alkanoyl-2-(1-penten-1-yl) cyclohexanones of my invention defined according to the structure: ##STR1## wherein R represents methyl or ethyl; a process for preparing same and organoleptic uses thereof in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including but not limited to solid or liquid anionic, cationic, nonionic or zwitterionic detergents, perfumed polymers, fabric softener compositions and fabric softener articles. Also described are intermediates useful in carrying out the process for producing such 2-alkanoyl-2-(1-penten-1-yl) cyclohexanones of my invention defined according to the structure: ##STR2## wherein R represents methyl or ethyl.
Abstract: Described are organoleptic compounds having 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 represent the same or different hydrogen, methyl or ethyl.
Type:
Grant
Filed:
June 24, 1982
Date of Patent:
November 1, 1988
Assignee:
International Flavors & Fragrances Inc.
Inventors:
Kenneth K. Light, Joseph A. McGhie, Futoshi Fujioka, Takao Yoshida