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193070

Sigma-Aldrich

2-Methylbutyric acid

98%

Synonym(s):

NSC 7304

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About This Item

Linear Formula:
C2H5CH(CH3)CO2H
CAS Number:
116-53-0
Molecular Weight:
102.13
EC Number:
204-145-2
MDL number:
MFCD00002669
UNSPSC Code:
12352100
PubChem Substance ID:
24851578
NACRES:
NA.22

vapor pressure

0.5 mmHg ( 20 °C)

Assay

98%

form

liquid

refractive index

n20/D 1.405 (lit.)

bp

176-177 °C (lit.)

density

0.936 g/mL at 25 °C (lit.)

SMILES string

CCC(C)C(O)=O

InChI

1S/C5H10O2/c1-3-4(2)5(6)7/h4H,3H2,1-2H3,(H,6,7)

InChI key

WLAMNBDJUVNPJU-UHFFFAOYSA-N

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General description

2-Methylbutyric acid is a short-chain fatty acid used as a chemical intermediate for plasticizers and lubricants.

Enantioselective esterification of (+/-)-2-methylbutynic acid catalyzed by Chromobacterium viscosum lipase immobilized in microemulsion-based organogels has been investigated.

Application

2-Methylbutyric acid was used in the synthesis of 2-methylbutyric anhydride, an acylating agent.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H290,H302 + H312,H314

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

170.6 °F - closed cup

Flash Point(C)

77 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Annika Cichy et al.
Current biology : CB, 29(16), 2687-2697 (2019-08-06)
The mammalian main olfactory pathway detects myriad volatile chemicals using >1,000 odorant receptor (OR) genes, which are organized into two phylogenetically distinct classes (class I and class II). An important question is how these evolutionarily conserved classes contribute to odor
Enantioselective esterification of 2-methylbutyric acid catalyzed via lipase immobilized in microemulsion-based organogels.
Uemasu I and Hinze WL.
Chirality, 6(8), 649-653 (1994)
Different acylating agents in the synthesis of aromatic ketones on sulfated zirconia.
Deutsch J, et al.
Catalysis Letters, 88(1-2), 9-15 (2003)
Production of C5 carboxylic acids in engineered Escherichia coli
Dhande YK, et al.
Process Biochemistry (Oxford, United Kingdom), 47, 1965-1971 (2012)
Efstathios S Giotis et al.
Applied and environmental microbiology, 73(3), 997-1001 (2006-11-23)
In alkaline conditions, Listeria monocytogenes cells develop higher proportions of branched-chain fatty acids (FAs), including more anteiso forms. In acid conditions, the opposite occurs. Reduced growth of pH-sensitive mutants at adverse pH (5.0/9.0) was alleviated by the addition of 2-methylbutyrate
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