1653-40-3

Usage

Uses

6-Methylheptanol is a volatile compound used as flavor and fragrance agent.

Synthesis Reference(s)

The Journal of Organic Chemistry, 36, p. 2902, 1971 DOI: 10.1021/jo00818a045

InChI:InChI=1S/C8H18O/c1-8(2)6-4-3-5-7-9/h8-9H,3-7H2,1-2H3

Upstream product

• 75-21-8 oxirane 
• 7429-94-9 isohexylmagnesium bromide 
• 503-30-0 trimethylene oxide 
• 107-82-4 i-pentyl bromide 
• 119614-32-3 6-methylhept-5-en-2-yn-1-ol 
• 34452-36-3 6-methyl-hept-2-yn-1-ol 
• 50-00-0 formaldehyd 
• 626-88-0 1-bromo-5-methylpentane 
• 64-17-5 ethanol 
• 2519-37-1 methyl 6-methylheptanoate 
• 870-63-3 prenyl bromide 
• 626-89-1 4-Methyl-1-pentanol 
• 929-10-2 isooctanoic acid 

Downstream Products

• 55504-80-8 (6-Methyl-heptyloxysulfonyl)-phenyl-acetic acid 
• 68900-43-6 6-Methylheptyl-phenyl-sulfid 
• 131-20-4 phthalic acid diisooctyl ester 
• 105-96-4 di-iso-octyl adipate 
• 1311143-52-8 C₃₀H₃₇BrO₈ 
• 68109-80-8 C₁₅H₂₂O₂ 
• 5810-88-8 bis(2-ethylhexyl) phosphorodithioic acid 

Relevant academic research and scientific papers

Novel bioactive sulfated alkene and alkanes from the Mediterranean ascidian Halocynthia papillosa

Three sulfated alkene and alkanes - (R)-2,6-dimethylheptyl sulfate (1), 6-methylheptyl sulfate (2a), and (E)-5-octenyl sulfate (3a) - with cytotoxic activity in vitro, have been isolated from the Mediterranean ascidian Halocynthia papillosa. The structure

Improved syntheses of high hole mobility phthalocyanines: A case of steric assistance in the cyclo-oligomerisation of phthalonitriles

It has been shown that the base-initiated cyclo-oligomerisation of phthalonitriles is favoured by bulky α-substituents making it possible to obtain the metal-free phthalocyanine directly and in high yield. The phthalocyanine with eight α-isoheptyl substituents gives a high time-of-flight hole mobility of 0.14 cm2·V -1·s-1 within the temperature range of the columnar hexagonal phase, that is 169-189 °C.

Novel fatty acid methyl esters from the actinomycete Micromonospora aurantiaca

The volatiles released by Micromonospora aurantiaca were collected by means of a closed-loop stripping apparatus (CLSA) and analysed by GC-MS. The headspace extracts contained more than 90 compounds from different classes. Fatty acid methyl esters (FAMEs) comprised the major compound class including saturated unbranched, monomethyl and dimethyl branched FAMEs in diverse structural variants: Unbranched, α-branched, γ-branched, (ω-1)-branched, (ω-2)-branched, α-and (ω-1)-branched, γ-and (ω-1)-branched, γ-and (ω-2)-branched, and γ-and (ω-3)-branched FAMEs. FAMEs of the last three types have not been described from natural sources before. The structures for all FAMEs have been suggested based on their mass spectra and on a retention index increment system and verified by the synthesis of key reference compounds. In addition, the structures of two FAMEs, methyl 4,8-dimethyldodecanoate and the ethyl-branched compound methyl 8-ethyl-4-methyldodecanoate were deduced from their mass spectra. Feeding experiments with isotopically labelled [ 2H10]leucine, [2H10]isoleucine, [2H8]valine, [2H5]sodium propionate, and [methyl-2H3]methionine demonstrated that the responsible fatty acid synthase (FAS) can use different branched and unbranched starter units and is able to incorporate methylmalonyl-CoA elongation units for internal methyl branches in various chain positions, while the methyl ester function is derived from S-adenosyl methionine (SAM).

METHOD OF SYNTHESIZING HIGHER-MOLECULAR ALCOHOL

A clean process for efficiently producing, from ethanol as a raw material, higher-molecular alcohols having an even number of carbon atoms, such as 1-butanol, hexanol, octanol, and decanol and a mixture of these. The higher-molecular alcohols are yielded from ethanol as a starting material with the aid of a calcium phosphate compound, e.g., hydroxyapatite Ca10(PO4)6(OH)2, tricalcium phosphate Ca3(PO4)2, calcium monohydrogen phosphate CaHPO4·(0-2)H2O, calcium diphosphate Ca2P2O7, octacalcium phosphate Ca8H2(PO4)6·5H2O, tetracalcium phosphate Ca4(PO4)2O, or amorphous calcium phosphate Ca3(PO4)2·nH2O, preferably hydroxyapatite, as a catalyst, the contact time being 0.4 seconds or longer.

Short and Efficient Synthesis of (±)-A-Factor

An efficient synthesis of (±)-A-factor via ring opening of electrophilic cyclopropane 2 with KOAc/AcOH, DMSO, as a key step is described.

Regio- and stereochemical study of sex pheromone of pine sawfly; Diprion nipponica

Regio- and stereoisomers of 1,2,ω-trimethyldecyl propionate (ω = 5-9) were prepared from stereochemically pure chiral building blocks as sex pheromone candidates of a pine sawfly; Diprion nipponica. Among the synthesized candidates, (1S,2R,8S)-1,2,8-trimethyldecyl propionate was found to be the sex pheromone of D. nipponica, based on compatibility of its GC-MS data with that of the extract of females, and its significantly high pheromone activity in a field bioassay. The field bioassay of the synthesized compounds also revealed that (1S,2R,SR)-1,2,8-trimethyldecyl propionate, (1S,2R,7S)-1,2,7-trimethyldecyl propionate, and (1S,2R,6S)-1,2,6-trimethyldecyl propionate could attract male sawflies to some extent as pheromone mimics.

Neutral Compounds from Male Castoreum of North Americal Beaver, Castor canadensis

North American beavers (Castor canadensis) mark their territories with castoreum, the strong-smelling paste in their castor sacs. In their own territories, beavers respond with scent marking to experimental scent marks that consist of strange castoreum (or selected components). In part, the unique odor of castoreum is due to large amounts of phenolic compounds and neutral compounds. Purified neutral compounds were analyzed by GC, GC-MS, and NMR; identities of the neutral compounds were confirmed by comparing the properties of authentic compounds with those of the isolated compounds. We identified 13 neutral compounds that had not been reported before for castoreum. Most of these are oxygen-containing monoterpens. Of the nine neutral compounds reported by Lederer (1949), only three are confirmed in our analysis; the other six neutral compounds are either absent or are not volatile enough to be detected by our methods. Eight compounds - 6-methyl-1-heptanol, 4,6-dimethyl-1-heptanol, isopinocamphone, pinocamphone, two linalool oxides, and their acetates - were synthesized for structure identification and bioassays.

Regioselective synthesis of hydroxy butenolides: A convenient synthesis of A-factor

An elegant approach for the regioselective preparation of hydroxy butenolide by the oxidation of 2-ethoxyfuran with MnO2-HCl is described.

SYNTHESIS OF NATURALLY OCCURING PHLOROGLUCINOL DERIVATIVES

Starting with isobutyryl phloroglucinol nine naturally occuring compounds from Helichrysmus species were synthesized.