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

Description

3-METHYL-4-HEXANOL is an organic compound with the molecular formula C7H16O. It is an alcohol with a distinct chemical structure, featuring a six-carbon chain with a methyl group at the third position and a hydroxyl group at the fourth position. 3-METHYL-4-HEXANOL is known for its unique properties and applications across various industries.

Uses

Used in Chemical Industry:
3-METHYL-4-HEXANOL is used as a chemical intermediate for the synthesis of various compounds, such as esters, ethers, and other organic molecules. Its unique structure makes it a valuable building block in the creation of specialty chemicals and materials.
Used in Fragrance Industry:
3-METHYL-4-HEXANOL is used as a fragrance ingredient due to its distinct and pleasant odor. It is commonly found in perfumes, colognes, and other scented products, contributing to their overall aroma profile.
Used in Flavor Industry:
In addition to its use in fragrances, 3-METHYL-4-HEXANOL is also utilized as a flavoring agent in the food and beverage industry. Its unique taste and aroma characteristics make it a popular choice for enhancing the flavor of various products.
Used in Pharmaceutical Industry:
3-METHYL-4-HEXANOL has potential applications in the pharmaceutical industry as a starting material for the synthesis of various drugs and active pharmaceutical ingredients.
Used in Insect Behavior Research:
3-METHYL-4-HEXANOL is a constituent of alarm pheromone responsible for the behavioral activity in fungus-growing ants. This application is particularly relevant in the field of entomology and the study of insect communication and behavior.

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 
• 15366-08-2 s-butylmagnesium chloride 
• 123-38-6 propionaldehyde 
• 17042-16-9 4-methyl-3-hexanone 
• 589-34-4 3-methyl-hexane 
• 78-76-2 s-butyl bromide 
• 66225-32-9 2,3-Dihydroxy-3-ethyl-pentan 
• 67-56-1 methanol 
• 6032-29-7 (+/-)-2-pentanol 
• 1730-97-8 (S)-2-methylbutyraldehyde 
• 20086-34-4 (S)-(+)-4-methyl-3-hexanone 
• 73153-94-3 (R)-2-Ethyl-1-methylbutylamin 

Downstream Products

• 17042-16-9 4-methyl-3-hexanone 
• 110505-53-8 4-chloro-3-methyl-hexane 
• 78-84-2 isobutyraldehyde 
• 78-92-2 iso-butanol 
• 110434-53-2 (1-Ethyl-2-methyl-butylsulfanyl)-benzene 
• 615-29-2 (3RS,4RS)-4-methyl-hexan-3-ol 
• 615-29-2 (3RS,4SR)-4-methyl-hexan-3-ol 
• 84612-71-5 4-methyl-3-hexyl acetate 
• 4468-40-0 (1-ethyl-1-methyl-butyl)-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.