1838-73-9

Basic information

• Product Name: 3-METHYL-4-HEPTANOL
• Synonyms: 3-METHYL-4-HEPTANOL;5-Methyl-4-heptanol;3-methylheptan-4-ol;3-methyl-4-heptanol, erythro + threo;sec-butyl n-propyl carbinol;Einecs 217-414-4
• CAS NO: 1838-73-9
• Molecular Formula: C8H18O
• Molecular Weight: 130.23
• EINECS: 217-414-4
• Mol File: 1838-73-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: -61.15°C (estimate)
• Boiling Point: 173-175°C
• Flash Point: 59°C
• Appearance: /
• Density: 0,833 g/cm3
• Vapor Pressure: 0.654mmHg at 25°C
• Refractive Index: 1.4270
• PKA: 15.31±0.20(Predicted)
• BRN: 1719273
• CAS DataBase Reference: 3-METHYL-4-HEPTANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-4-HEPTANOL(1838-73-9)
• EPA Substance Registry System: 3-METHYL-4-HEPTANOL(1838-73-9)

Safety Data

• Safety Statements: 23-24/25
• RIDADR: 1987
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 1838-73-9(Hazardous Substances Data)

Usage

General Description

3-Methyl-4-heptanol, also known as isoamyl heptanol, is a clear, colorless liquid with a mild, fruity odor. It is an organic compound with the chemical formula C8H18O and is commonly used in the production of flavoring agents and fragrances. This chemical is a member of the heptanol group, which are classified as aliphatic alcohols. It can be used as a solvent in various industrial applications and is also utilized in the synthesis of other organic compounds. Additionally, 3-methyl-4-heptanol has been investigated for its potential antifungal and antibacterial properties in certain research studies. Overall, this chemical has diverse industrial uses and potential medical applications.

InChI:InChI=1/C8H18O/c1-4-6-8(9)7(3)5-2/h7-9H,4-6H2,1-3H3/t7-,8+/m1/s1

Upstream product

• 15726-15-5 3-methyl-4-heptanone 
• 96-17-3 2-Methylbutyraldehyde 
• 927-77-5 n-propylmagnesium bromide 
• 1838-94-4 isoprene epoxide 
• 1113-78-6 tri(sec-butyl)borane 
• 123-72-8 butyraldehyde 
• 73154-05-9 2-Ethyl-1-methyl-pentylamine 
• 1838-74-0 3-methyl-hepta-1,6-dien-4-ol 
• 671795-46-3 sec-butylmagnesium bromide 
• 15366-08-2 s-butylmagnesium chloride 

Downstream Products

• 1838-73-9 (-)(3R)-3-methyl-heptanol-(4) 
• 1838-73-9 (+)(3S)-3-methyl-heptanol-(4) 
• 15726-15-5 3-methyl-4-heptanone 
• 1838-72-8 3,5-dinitro-benzoic acid-(2-methyl-1-propyl-butyl ester) 
• 5406-10-0 3,4-dimethyl-heptan-4-ol 

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.

-WITTIG SIGMATROPIC REARRANGEMENT OF CROTYL PROPARGYL ETHER SYSTEM; AN EMERGING TOOL FOR CONTROL OF ACYCLIC STEREOCHEMISTRY

The -Wittig rearrangement of properly designated (E)- and (Z)-crotyl propargyl ether system has been shown to exhibit a remarkably high degree of threo- and erythro-selection, respectively, and the stereochemical outcomes are discussed on mechanistic grounds.Some useful transformations of the rearrangement product are also described within the context of the formal total synthesis of (+/-)-oudemansin.Further, the high level of diastereoselection is maintained in the reaction of the α-methylcrotyl counterparts, together with the exclusive formation of the (E)-olefinic bond.