15726-15-5

Basic information

• Product Name: 3-METHYL-4-HEPTANONE
• Synonyms: 3-methylheptan-4-one;4-Heptanone,3-methyl-;3-METHYL-4-HEPTANONE;SEC-BUTYL N-PROPYL KETONE;sec-butyl propyl ketone;3-METHYL-4-HEPTANONE 95+%
• CAS NO: 15726-15-5
• Molecular Formula: C8H16O
• Molecular Weight: 128.21
• EINECS: 239-820-0
• Mol File: 15726-15-5.mol

Chemical Properties

• Melting Point: -32.24°C (estimate)
• Boiling Point: 156 °C
• Flash Point: 38 °C
• Appearance: /
• Density: 0.82
• Vapor Pressure: 2.44mmHg at 25°C
• Refractive Index: 1.4100 to 1.4130
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-METHYL-4-HEPTANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-4-HEPTANONE(15726-15-5)
• EPA Substance Registry System: 3-METHYL-4-HEPTANONE(15726-15-5)

Safety Data

• RIDADR: UN 1224 3/PG III
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 15726-15-5(Hazardous Substances Data)

Usage

Chemical Properties

Colorless or light yellow transparent liquid

InChI:InChI=1/C8H16O/c1-4-6-8(9)7(3)5-2/h7H,4-6H2,1-3H3

Upstream product

• 541-46-8 isobutylamide 
• 927-77-5 n-propylmagnesium bromide 
• 123-19-3 4-heptanone 
• 77-78-1 dimethyl sulfate 
• 425-75-2 trifluoromethanesulfonic acid ethyl ester 
• 67-64-1 acetone 
• 74-88-4 methyl iodide 
• 81925-81-7 5-methyl 2-hepten-4-one 
• 38384-38-2 2-ethyl-hex-2-en-1-ol 
• 7664-93-9 sulfuric acid 
• 6964-04-1 3-methyl-1-heptane-2,4-diol 
• 40568-43-2 5-methyl-heptane-2,4-dione 
• 671795-46-3 sec-butylmagnesium bromide 
• 123-72-8 butyraldehyde 

Downstream Products

• 5406-10-0 3,4-dimethyl-heptan-4-ol 
• 37974-23-5 2-ethyl-2-methyl-valeric acid methyl ester 
• 5343-52-2 2-methyl-2-ethylpentanoic acid 

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.

α-Methylation of ketones via manganese-enolates: Absence of undesired polyalkylation

The transmetalation of ketone lithium-enolates using MnBr2 generates manganese-enolates which react with CH3I to provide α-methylated ketones with essentially no undesired polyalkylated byproducts.