600-07-7

Basic information

• Product Name: Methylbutyric acid
• Synonyms: 2-METHYLBUTANOIC ACID;METHYLETHYL ACETIC ACID;METHYLBUTYRIC ACID, DL-2-;BUTANE-2-CARBOXYLIC ACID;CARBOXYLIC ACID C5;FEMA 2695;DL-METHYLETHYLACETIC ACID;RARECHEM AL BO 0094
• CAS NO: 600-07-7
• Molecular Formula: C₅H₁₀O₂
• Molecular Weight: 102.13
• EINECS: 204-145-2
• Product Categories: Pharmaceutical Intermediates
• Mol File: 600-07-7.mol
• Article Data: 84

Chemical Properties

• Melting Point: -70°C
• Boiling Point: 176-177 °C(lit.)
• Flash Point: 165 °F
• Appearance: /
• Density: 0.936 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.5 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.405(lit.)
• PKA: 4.8(at 25℃)
• CAS DataBase Reference: Methylbutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: Methylbutyric acid(600-07-7)
• EPA Substance Registry System: Methylbutyric acid(600-07-7)

Safety Data

• Hazard Codes: C
• Statements: 21/22-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 3
• WGK Germany: 1
• RTECS: EK7897000
• F: 13
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 600-07-7(Hazardous Substances Data)

Usage

General Description

Methylbutyric acid, also known as isovaleric acid, is a carboxylic acid with the chemical formula CH3(CH2)3COOH. It is a colorless liquid with a strong, unpleasant odor, and is commonly found in the sweat and foot odor of mammals, as well as in the urine of certain animals. Methylbutyric acid is also present in some food sources, such as cheese and beer, and is used in the production of various compounds including solvents, pharmaceuticals, and flavorings. It is considered to be a potentially hazardous substance, particularly in high concentrations, and exposure to it can cause irritation to the skin, eyes, and respiratory system.

Upstream product

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• 94-36-0 dibenzoyl peroxide 
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• 137-32-6 (+/-)-2-methyl-1-butanol 
• 124-38-9 carbon dioxide 
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Downstream Products

• 5856-79-1 iso-butyl chloroformate 
• 19549-84-9 3-butyl ketone 
• 95338-79-7 2-bromo-2-methyl-butyric acid 
• 100129-06-4 2-methyl-butyric acid-(4-bromo-anilide) 
• 7511-29-7 p-Phenyl-phenacy-(α-methyl-butyrat) 
• 62492-20-0 5-sec-butyl-[1,3,4]thiadiazol-2-ylamine 
• 1519-23-9 2-methylbutanoic anhydride 
• 54394-78-4 2-methylbutanoic acid anilide 
• 495-82-9 (+/-)-3endo-(2-methyl-butyryloxy)-tropane 
• 5398-71-0 2-bromo-2-ethyl-2-methyl acetic acid ethyl ester 
• 22132-31-6 N-(3-Chloro-4-methylsulfanyl-phenyl)-2-methyl-butyramide 
• 22132-32-7 N-(3-Chloro-4-ethylsulfanyl-phenyl)-2-methyl-butyramide 
• 29811-50-5 butanoic acid, 2-methyl-, octyl ester 
• 50862-12-9 heptyl 2-methylbutanoate 

Relevant articles and documents

Synthesis and pyrolysis of two novel pyrrole ester flavor precursors

In order to develop the high-temperature-released pyrrole aroma, two novel flavors precursors of methyl 2-methyl-5-(((2-methylbutanoyl)oxy)methyl)-1-propyl-1H-pyrrole-3-carboxylate and methyl 2-methyl-5-(((2-methylbutanoyl)oxy)methyl)-1-propyl-1H-pyrrole-3-carboxylate were synthesized using glucosamine hydrochloride and methyl acetoacetate as raw materials through cyclization, oxidation, alkylation, reduction, and esterification. The target compounds were characterized by nuclear magnetic resonance (1H NMR, 13C NMR), infrared spectroscopy (IR) and high-resolution mass spectrometry (HRMS). Thermogravimetry (TG), differential scanning calorimeter (DSC) and the pyrolysis-gas chromatography/mass spectrometry (Py-GC/MS) methods were used to analyze the heating-stability of the target compounds, and the pyrolysis mechanism was inferred. Py-GC/MS results indicated that some fragrance compounds were formed during?thermal degradation such as 2-methylbutyric acid, 2-methylbutyrate, alkylpyrroles, and benzoic acid, which were important aroma components or flavor additives. This provided a theoretical reference for the application of pyrrole ester in cigarette and heat-processed food flavoring.

Oxidation of aromatic and aliphatic aldehydes to carboxylic acids by Geotrichum candidum aldehyde dehydrogenase

Oxidation reaction is one of the most important and indispensable organic reactions, so that green and sustainable catalysts for oxidation are necessary to be developed. Herein, biocatalytic oxidation of aldehydes was investigated, resulted in the synthesis of both aromatic and aliphatic carboxylic acids using a Geotrichum candidum aldehyde dehydrogenase (GcALDH). Moreover, selective oxidation of dialdehydes to aldehydic acids by GcALDH was also successful.

Visible-Light Promoted Selective Imination of Unactivated C-H Bonds via Copper-nitrene Intermediates for the Synthesis of 2 H-Azirines

A novel strategy to trap iminyl radicals with copper ions has been developed at room temperature, the resulted high-valent Cu(III) imine intermediate resets quickly to form nitrene and then to furnish a 2H-azirine. This protocol with dual copper/photoredox catalyst enables the selective imination of unactivated C-H bonds under mild conditions with a broader scope. Moreover, this method also uncovers a novel ring-expansion rearrangement from cyclobutyl oxime derivatives to give the α-acylamino cyclopentanones.