7461-75-8

Usage

Group

Aromatic compounds

Derived from

Benzene

Characteristic features

Presence of two methoxy (CH3O) groups and a pentadecyl (C15H31) group attached to the benzene ring

Common uses

a. Fragrance ingredient in perfumes, soaps, and cosmetics
b. Chemical intermediate in the synthesis of other organic compounds

Industrial applications

Used in the manufacturing of fragranced products

Known for

Strong aromatic properties and used as a scent enhancer

Upstream product

• 33597-07-8 (+/-)-1-hydroxy-1-(2.3-dimethoxy-phenyl)-pentadecane 
• 7461-74-7 2,3-dimethoxy-Δ^1'-pentadecenylbenzene 
• 60-29-7 diethyl ether 
• 88303-25-7 tetradecylmagnesium bromide 
• 3893-01-4 2,3-dimethoxybenzyl chloride 
• 492-89-7 3-pentadecylcatechol 
• 77-78-1 dimethyl sulfate 
• 64-17-5 ethanol 
• 7647-01-0 hydrogenchloride 
• 4549-31-9 1,7-dibromoheptane 
• 57-10-3 1-hexadecylcarboxylic acid 
• 112-71-0 1-Bromotetradecane 
• 854660-71-2 1,2-dimethoxy-3-non-8-ynyl-benzene 
• 86-51-1 2,3-dimethyoxybenzaldehyde 

Downstream Products

• 492-89-7 3-pentadecylcatechol 
• 16825-58-4 hydrourushiol monomethyl ether 
• 76014-95-4 Bis(trimethylsilyl)-3-pentadecylcatechol 
• 73881-19-3 1,2-diacethyl-3-pentadecylbenzene 
• 87328-81-2 (S)-2-tert-Butoxycarbonylamino-propionic acid 2-((S)-2-tert-butoxycarbonylamino-propionyloxy)-6-pentadecyl-phenyl ester 

Relevant academic research and scientific papers

Compositions for prevention/prophylactic treatment of poison ivy dermatitis

The present invention, in one or more embodiments, comprises water-soluble derivatives of 3-n-pentadecylcatechol (poison ivy urushiol saturated congener) and/or 3-n-heptadecylcatechol (poison oak urushiol saturated congener) as compositions for the prevention and/or prophylactic treatment of contact dermatitis caused by poison ivy and poison oak. The present invention is also directed towards processes for making such compounds. Disclosed are compounds which are effective for tolerizing and desensitizing a subject against allergens contained in plants of the Anacardiaceae and Ginkgoaceae families comprising water soluble urushiol esters of general formula (I) tolerizing and desensitizing mammals, including humans, to allergens contained in plants of the Anacardiaceae and Ginkgoaceae families is attained by administering a composition containing at least one water soluble urushiol ester compound.

Nonallergenic urushiol derivatives inhibit the oxidation of unilamellar vesicles and of rat plasma induced by various radical generators

Urushiols consist of an o-dihydroxybenzene (catechol) structure and an alkyl chain of 15 or 17 carbons in the 3-position of a benzene ring and are allergens found in the family Anacardiaceae. We synthesized various veratrole (1,2-dimethoxybenzene)-type an

LONG CHAIN PHENOLS FROM THE BURMESE LAC TREE, MELANORRHOEA USITATE

Key Word Index - Melanorrhoea usitate; Anacardiaceae; lac tree; sap; composition; long-chain phenols. Twenty eight constituents of the sap of the Burmese lac tree, Melanorrhoea usitate have been identified.The sap consist of homologues of thitsiol (ca 20

Synthesis and antiallergenic properties of 3-n-pentadecyl- and 3-n-heptadecylcatechol esters

A synthetic procedure is described for the preparation of 3-n-pentadecyl- and 3-n-heptadecylcatechols and their acetate and alaninate esters. The Wittig reagent prepared from 2,3-dimethoxybenzyltriphenylphosphonium bromide (III) was coupled with 1-tetrade

Long-chain Phenols. Part 18. Conversion of Anacardic Acid into Urushiol

(15:0)-Anacardic acid (6-pentadecylsalicylic acid), prepared by reduction of unsaturated anacardic acid from Anacardium occidentale, has been converted into anacardic alcohol (6-pentadecylsalicylic alcohol) and thence by oxidation at carbon into anacardaldehyde.Phenolic oxidation of anacardic alcohol led to 8-pentadecyl-1-oxaspiroocta-5,7-dien-4-one, itself readily convertible photochemically, but less so thermally, into anacardaldehyde.Reaction of thionyl chloride with anacardic acid led mainly to the anhydride, which by hydride reduction gave anacardaldehyde less satisfactorily.Dakin oxidation of anacardaldehyde furnished (15:0)-urushiol (3-pentadecylcatechol) identical chemically and from argentation t.l.c. with the hydrogenated natural product from Rhus vernicifera. (15:0)-Cardanol (3-pentadecylphenol) has been detected in hydrogenated urushiol.The composition of the unsaturated constituents of urushiol from Rhus vernicifera and Rhus toxicodendron and its mode of formation have been discussed.An improved synthesis of (15:0)-urushiol has been devised based on an organo-lithium route.Aromatic methyl ether and ester formation in this series is greatly facilitated by phase-transfer catalysis.

Vesicant Principles of Poison Ivy and Related Plants: Synthesis of the Urushiols, 1,2-Dihydroxy-3-benzene and 1,2-Dihydroxy-3-pentadecylbenzene

New syntheses of 1,2-dihydroxy-3-benzene (1) and 1,2-dihydroxy-3-pentadecylbenzene (4), vesicant principles of Poison Ivy (Rhus radicans) and other species of Anacardiaceae, are described starting from 1,2-dimethoxybenzene (7).The lithiation of 1,2-dimethoxybenzene (7) has been re-examined and the yield of the product, 2,3-dimethoxyphenyl-lithium (8), re-determined.The reaction of the aryl-lithium with 1,7-dibromoheptane has been studied by g.l.c., using tributyltin chloride as a quenching reagent.The extracts of two plants of the Anacardiaceae family, Semecarpus vitiensis Engl. and Melanorrhoea beccari Engl., have been examined for the presence of urushiols.The bark of the latter has been found to contain gallic acid.