38136-29-7

Basic information

• Product Name: 4-Methylvaleryl chloride
• Synonyms: 4-methyl-pentanoylchlorid;4-METHYLVALEROYL CHLORIDE;4-METHYLVALERYL CHLORIDE;G-METHYLVALEROYL CHLORIDE;Isocaproyl chloride;4-Methypentanoyl chloride;Isocapronyl chloride;4-Methylpentanoic acid chloride
• CAS NO: 38136-29-7
• Molecular Formula: C₆H₁₁ClO
• Molecular Weight: 134.6
• EINECS: 253-801-4
• Mol File: 38136-29-7.mol
• Article Data: 51

Chemical Properties

• Boiling Point: 144°C(lit.)
• Flash Point: 41.1 °C
• Appearance: /
• Density: 0.986 g/cm³
• Vapor Pressure: 6.15mmHg at 25°C
• Refractive Index: 1.4230 to 1.4270
• CAS DataBase Reference: 4-Methylvaleryl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylvaleryl chloride(38136-29-7)
• EPA Substance Registry System: 4-Methylvaleryl chloride(38136-29-7)

Safety Data

• RIDADR: UN 2920 8/3/PG II
• HazardClass: 8/3
• PackingGroup: II
• Hazardous Substances Data: 38136-29-7(Hazardous Substances Data)

Usage

General Description

4-Methylvaleryl chloride is a chemical compound with the molecular formula C6H11Cl. It is a colorless liquid with a pungent odor, and is commonly used as a reagent in organic synthesis reactions. The chemical is a derivative of valeric acid, and is known for its ability to undergo various chemical transformations to produce different organic compounds. 4-Methylvaleryl chloride is often used in the pharmaceutical and agrochemical industries as a building block for the synthesis of various drugs and pesticides. It is also used in the production of flavor and fragrance compounds, as well as in the manufacture of plasticizers and polymers. Overall, 4-Methylvaleryl chloride is an important chemical reagent with a wide range of industrial applications.

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

Upstream product

• 7719-09-7 thionyl chloride 
• 646-07-1 4-Methylpentanoic acid 
• 79-37-8 oxalyl dichloride 
• 10321-71-8 4-methyl-pent-2-enoic acid 

Downstream Products

• 857478-81-0 4-methyl-valeric acid-[4-(4-nitro-phenylsulfanyl)-anilide] 
• 15262-86-9 17β-(4-methyl-valeryloxy)-androst-4-en-3-one 
• 19862-40-9 3-acetylamino-2,4,6-triiodo-5-(4-methyl-valerylamino)-benzoic acid 
• 857973-71-8 1-(4-heptyl-2-hydroxy-5-methoxy-phenyl)-4-methyl-pentan-1-one 
• 110-12-3 5-Methyl-2-hexanone 
• 624-42-0 6-methyl-3-heptanone 
• 57689-16-4 ethyl 6-methyl-3-oxoheptanoate 
• 1119-29-5 4-methyl-pentanamide 
• 26115-81-1 1-(3,4-dihydroxy-phenyl)-4-methyl-pentan-1-one 
• 14370-90-2 4-isohexyl-cyclohexanone 
• 5490-39-1 (p-hydroxyphenyl)-4-methylpentane 
• 649570-11-6 (Ξ)-4-Isohexyl-cyclohexanol 
• 286439-54-1 1-(4-hydroxyphenyl)-4-methylpentan-1-one 
• 58008-12-1 N-(4-Methyl)pentylparamethoxyanilin 

Relevant articles and documents

A Diverse Library of Chiral Cyclopropane Scaffolds via Chemoenzymatic Assembly and Diversification of Cyclopropyl Ketones

Chiral cyclopropane rings are key pharmacophores in pharmaceuticals and bioactive natural products, making libraries of these building blocks a valuable resource for drug discovery and development campaigns. Here, we report the development of a chemoenzymatic strategy for the stereoselective assembly and structural diversification of cyclopropyl ketones, a highly versatile yet underexploited class of functionalized cyclopropanes. An engineered variant of sperm whale myoglobin is shown to enable the highly diastereo- and enantioselective construction of these molecules via olefin cyclopropanation in the presence of a diazoketone carbene donor reagent. This biocatalyst offers a remarkably broad substrate scope, catalyzing this reaction with high stereoselectivity across a variety of vinylarene substrates as well as a range of different α-aryl and α-alkyl diazoketone derivatives. Chemical transformation of these enzymatic products enables further diversification of these molecules to yield a collection of structurally diverse cyclopropane-containing scaffolds in enantiopure form, including core motifs found in drugs and natural products as well as novel structures. This work illustrates the power of combining abiological biocatalysis with chemoenzymatic synthesis for generating collections of optically active scaffolds of high value for medicinal chemistry and drug discovery.

Direct and Enantioselective Aldol Reactions Catalyzed by Chiral Nickel(II) Complexes

A direct and asymmetric aldol reaction of N-acyl thiazinanethiones with aromatic aldehydes catalyzed by chiral nickel(II) complexes is reported. The reaction gives the corresponding O-TIPS-protected anti-aldol adducts in high yields and with remarkable stereocontrol and atom economy. Furthermore, the straightforward removal of the achiral scaffold provides enantiomerically pure intermediates of synthetic interest, which involve precursors for anti-α-amino-β-hydroxy and α,β-dihydroxy carboxylic derivatives. Theoretical calculations explain the observed high stereocontrol.

Modular Tuning of Electrophilic Reactivity of Iridium Nitrenoids for the Intermolecular Selective α-Amidation of β-Keto Esters

We report herein an Ir-catalyzed intermolecular amino group transfer to β-keto esters (amides) to access α-aminocarbonyl products with excellent chemoselectivity. The key strategy was to engineer electrophilicity of the putative Ir-nitrenoids by tuning electronic property of the κ2-N,O chelating ligands, thus facilitating nucleophilic addition of enol π-bonds of 1,3-dicarbonyl substrates.