615-29-2

Basic information

• Product Name: 3-METHYL-4-HEXANOL
• Synonyms: 2-Ethyl-3-pentanol;3-Pentanol, 2-ethyl-;4-Methylhexan-3-ol;4-METHYL-3-HEXANOL;3-METHYL-4-HEXANOL
• CAS NO: 615-29-2
• Molecular Formula: C₇H₁₆O
• Molecular Weight: 116.2
• EINECS: 210-419-2
• Mol File: 615-29-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: -30.45°C (estimate)
• Boiling Point: 149.5°C
• Flash Point: 51.6°C
• Appearance: /
• Density: 0.8200
• Vapor Pressure: 1.28mmHg at 25°C
• Refractive Index: 1.4200
• CAS DataBase Reference: 3-METHYL-4-HEXANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-4-HEXANOL(615-29-2)
• EPA Substance Registry System: 3-METHYL-4-HEXANOL(615-29-2)

Safety Data

• Hazardous Substances Data: 615-29-2(Hazardous Substances Data)

Usage

Uses

4-Methyl-3-hexanol is a constituent of alarm pheromone responsible for the behavioral activity in fungus growing ants.

InChI:InChI=1/C7H16O/c1-4-6(3)7(8)5-2/h6-8H,4-5H2,1-3H3/t6-,7-/m0/s1

Upstream product

• 30095-63-7 2-ethyl-2-methyloxirane 
• 60-29-7 diethyl ether 
• 925-90-6 ethylmagnesium bromide 
• 671795-46-3 sec-butylmagnesium bromide 
• 123-38-6 propionaldehyde 
• 74283-48-0 1-chloro-2-methyl-butan-2-ol 
• 96-17-3 2-Methylbutyraldehyde 
• 73153-94-3 (R)-2-Ethyl-1-methylbutylamin 
• 56577-21-0 (1R,2S)-1-Ethyl-2-methylbutylamin 
• 56577-17-4 (1S,2S)-1-Ethyl-2-methylbutylamin 
• 17042-16-9 4-methyl-3-hexanone 
• 124718-82-7 trans-3,4-epoxyhexane 
• 1589-07-7 (3S^*,4R^*)-4-hydroxy-3-methylhexene 
• 93827-11-3 Methanesulfonic acid (R)-2-ethyl-2-hydroxy-1-methyl-butyl ester 

Downstream Products

• 17042-16-9 4-methyl-3-hexanone 
• 4468-40-0 (1-ethyl-1-methyl-butyl)-benzene 
• 110505-53-8 4-chloro-3-methyl-hexane 
• 78-84-2 isobutyraldehyde 
• 78-92-2 iso-butanol 
• 84612-71-5 4-methyl-3-hexyl acetate 
• 615-29-2 (3RS,4RS)-4-methyl-hexan-3-ol 
• 615-29-2 (3RS,4SR)-4-methyl-hexan-3-ol 
• 110434-53-2 (1-Ethyl-2-methyl-butylsulfanyl)-benzene 
• 93826-91-6 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-1-ethyl-2-methyl-butyl ester 
• 93826-91-6 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-1-ethyl-2-methyl-butyl ester 
• 93826-91-6 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid 1-ethyl-2-methyl-butyl ester 
• 589-34-4 3-methyl-hexane 

Relevant articles and documents

Synthesis of β-Methyl Alcohols: Influence of Alkyl Chain Length on Diastereoselectivity and New Attractants of Rhynchophorus ferrugineus

The diastereoselectivity of adducts in the addition reaction via the Felkin-Anh model is affected significantly by the steric effect of bulky groups. However, the influence of steric alkyl chain length has not been studied for the diastereoselectivity. In this work, we present a new strategy for the racemic synthesis of β-methyl alcohols to obtain various diastereomer ratios using the Felkin-Anh model. The addition of alkyl Grignard reagents to α-methyl aldehydes afforded diastereomer ratios of threo/erythro ≈ 2:1, while the reduction in structurally related ketones using LiAlH4 afforded ratios of threo/erythro ≈ 1:1. The experimental data showed no effect of alkyl chain length on either side on the stereoselectivity of adducts. All synthesized analogues were evaluated for attractiveness to Rhynchophorus ferrugineus weevils in the field. Five novel derivatives, including two alcohols and three ketones, were found to attract weevils in the field trials. Among them, 3-methyldecan-4-one (5b) and 4-methyldecan-5-ol (11a) were found to be the most attractive to the insects.

Quantitative GC analysis of secondary alcohol pheromones: Determination of release rate of red palm weevil, Rhynchophorus ferrugineus, pheromone from lures

Aliphatic secondary alcohols are components of several aggregation pheromones of important beetle and weevil pests. Some of these pheromones are used frequently for the monitoring and mass trapping of the relevant insects. We encountered severe difficulties in direct GC quantitative analysis of these compounds. Therefore, we developed a simple GC analysis of secondary alcohols converting them to trifluoroacetyl derivatives and using secondary alcohol acetates as internal standards. This method was applied for the quantitative analysis of several secondary alcohols, including the aggregation pheromone components of the almond bark beetle and the red palm weevil. The release rate of the latter pheromone from commercial lures was also determined.

Mammalian exocrine secretions XI. Constituents of the preorbital secretion of klipspringer, Oreotragus oreotragus

The ketones 3-pentanone, 4-methyl-2-pentanone, 5-methyl-3-hexanone, 4-methyl-3-hexanone, and the esters ethyl propaneate, 2-methylpropyl acetate, ethyl 3-methylbutanoate, and 2-methylpropyl propanoate were identified as the only volatile organic constituents of the preorbital secretion of the klipspringer. Oreotragus oreotragus. These compounds are considerably more volatile than those found in the preorbital secretions of other antelopes belonging to the tribe Antelopini. More than 50% of the preorbital secretion consists of proteinaceous material, which probably acts as a controlled-release substance in retarding the evaporation of the volatile constituents of the secretion from territorial marks.