2-Methylbutanoic Acid
Basic information
- CAS
352431-44-8- Standard SMILES
CCC(C)C(=O)O- InChIKey
WLAMNBDJUVNPJU-UHFFFAOYSA-N- Molecular formula
- C5H10O2
- Average molar mass
- 102.13 g/mol
Overview
2-methylbutyric acid is a methylbutyric acid comprising a butyric acid core carrying a 2-methyl substituent. Produced from amino acid leucine during nutrient starvation in bacteria. It has a role as a bacterial metabolite and a human metabolite. It is a conjugate acid of a 2-methylbutyrate.
Names & identifiers
- Preferred name
- 2-Methylbutanoic Acid
- IUPAC
- 2-methylbutanoic acid
- English name
- 2-Methylbutyric-d9 acid
- Molecular formula
- C5H10O2
- Molecular weight
- 102.13
Names & synonyms
2-Methylbutanoic acid116-53-02-METHYLBUTYRIC ACIDDL-2-Methylbutyric acidButanoic acid, 2-methyl-Ethylmethylacetic acidMethylethylacetic acid2-Methybutyric acidalpha-Methylbutyric acidFEMA No. 2695DTXSID5021621PX7ZNN5GXK
Show more names
2-Methylbutyric-d9 acid(±)-2-Methylbutyric-d9 AcidD9- (±)-2-Methylbutyric Acid2H9]- (±)-2-Methylbutyric Acid(±)-2-Methylbutyric-D9 Acid (Standard)
NSC-7304DTXCID301621CHEBI:37070RefChem:910087204-145-2209-982-7Methylbutyric acid2-Methyl butyric acid
Database identifiers
- CAS
352431-44-8- ChEMBL
CHEMBL1160012- ChEBI
CHEBI:37070- UNII
- PX7ZNN5GXK
- EC Number
- 204-145-2、209-982-7
- Nikkaji
- J2.000A
Properties
Computed structural properties
- XLogP
- 1.2
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 68.5
Experimental & physicochemical properties
DrugsPharmaceuticals
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Branched fatty acids [FA0102]
FragrancesFragrance Ingredient (2-Methylbutyric acid) -> IFRA transparency List
LogP
1.18
1.18
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.932-0.936
Flavoring AgentsEU Flavoring substances
Solubility
45 mg/mL at 20 °C
1 ml in 1 ml 95% alcohol (in ethanol)
Boiling Point
176.00 to 177.00 °C. @ 760.00 mm Hg
176 °C
Refractive Index1.404-1.408
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1864) of reports.
Danger
H302 (99.8%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1864 reports by companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
Hazard information
Regulatory Information
Chemical: Butanoic acid, 2-methyl-
Regulation (EC) No 1831/2003 (amended)
Butanoic acid, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butanoic acid, 2-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 24-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24166
2-Methylbutyric acid: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Met. Corr. 1 (100%)
Acute Tox. 4 (99.8%)
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
U.S. Production2023: 1,000,000 - <8,500,000 lb
Industry UsesSolvent
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information
Agriculture, Forestry, Fishing and Hunting
Butanoic acid, 2-methyl-: ACTIVE
Applications
Uses2-(Methyl-d3)-butanoic-2,3,3,4,4,4-d6 Acid is labelled DL-2-Methylbutyric Acid (M294865) which is a common chemical reagent used in the synthesis of anticancer naphthoquinione aliphatic amides. Also used in the synthesis of novel erythromycins.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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