51116-72-4

Basic information

• Product Name: 3-METHYLPENTANOYL CHLORIDE
• Synonyms: 3-METHYLPENTANOYL CHLORIDE;3-METHYLVALERYL CHLORIDE;3-Methylvaleric acid chloride
• CAS NO: 51116-72-4
• Molecular Formula: C₆H₁₁ClO
• Molecular Weight: 134.6
• Mol File: 51116-72-4.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 140℃
• Flash Point: 41℃
• Appearance: /
• Density: 0.986
• Vapor Pressure: 6.153mmHg at 25°C
• Refractive Index: 1.4260
• Water Solubility: Reacts with water.
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 3-METHYLPENTANOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYLPENTANOYL CHLORIDE(51116-72-4)
• EPA Substance Registry System: 3-METHYLPENTANOYL CHLORIDE(51116-72-4)

Safety Data

• RIDADR: UN2920
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 51116-72-4(Hazardous Substances Data)

Usage

Uses

3-Methylvaleryl chloride can react with methylbenzene to product 4-methyl-1-p-tolyl-pentan-1-one. This reaction needs reagent AlCl3.

InChI:InChI=1/C6H11ClO/c1-3-5(2)4-6(7)8/h5H,3-4H2,1-2H3

Upstream product

• 79-37-8 oxalyl dichloride 
• 534-00-9 (S)-2-methylbutyl bromide 
• 137-32-6 (+/-)-2-methyl-1-butanol 
• 105-43-1 (S)-3-methyl-pentanoic acid 
• 105-43-1 3-methylvaleric acid 

Downstream Products

• 66333-82-2 1-(4-methoxy-phenyl)-3-methyl-pentan-1-one 
• 137585-82-1 3-Methyl-pentanoic acid (3aR,5R,6S,6aR)-5-benzyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 137585-92-3 3-Methyl-pentanoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-5-phenethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 86229-94-9 C₄₆H₅₈N₆O₁₀ 
• 54730-73-3 3-methyl-valeric acid anilide 
• 42245-37-4 3-methylpentylamine 

Relevant articles and documents

Remote Regioselective Radical C-H Functionalization of Unactivated C-H Bonds in Amides: The Synthesis of gem-Difluoroalkenes

The site-selective functionalization of unactivated aliphatic amines is an attractive and challenging synthetic approach. We herein report a general strategy for the remote site-selective functionalization of unactivated C(sp3)-H bonds in amides by photogenerated amidyl radicals to form gem-difluoroalkenes with trifluoromethyl-substituted alkenes. The site selectivity is controlled by a 1,5-hydrogen atom transfer (HAT) process of the amide. This photocatalyzed transformation shows both chemo- and site-selectivity, facilitating the formation of a secondary, tertiary, or quaternary carbon center.

Primary, Secondary, and Tertiary γ-C(sp3)-H Vinylation of Amides via Organic Photoredox-Catalyzed Hydrogen Atom Transfer

An efficient strategy for primary, secondary and tertiary aliphatic γ-C(sp3)-H vinylation of amides with alkenylboronic acids is reported. These reactions are catalyzed by visible-light organic photoredox agents. Regioselective γ-C(sp3)-H vinylation of amides is controlled by a 1,5-hydrogen atom transfer of an amidyl radical generated in situ.

A detailed mechanistic investigation into the reaction of 3-methylpentanoic acid with Meldrum's acid utilizing online NMR spectroscopy

A thorough investigation into the mechanism of the reaction of 3-methylpentanoic acid and Meldrum's acid using online NMR spectroscopy is reported. This study is an expansion of a previous analysis of this chemical transformation in the synthesis of an active pharmaceutical ingredient imagabalin. The 3-methylpentanoic acid analogue reveals similar behavior under the reaction conditions. Online NMR spectroscopy and offline characterization experiments reveal new information about the mechanism, providing conclusive spectroscopic evidence for the previously hypothesized dimer anhydride intermediate species 3-methylpentanoic anhydride as a productive intermediate. The presence of an acyl chloride intermediate species, 3-methylpentanoyl chloride, is also revealed for the first time in this synthesis.