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W372307

Sigma-Aldrich

2-Oxobutyric acid

≥95%, FG

Synonym(s):

2-Ketobutyric acid, α-Ketobutyric acid, Propionylformic acid

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About This Item

Linear Formula:
CH3CH2COCOOH
CAS Number:
600-18-0
Molecular Weight:
102.09
FEMA Number:
3723
Beilstein:
1700514
EC Number:
209-986-9
MDL number:
MFCD00004164
UNSPSC Code:
12164502
PubChem Substance ID:
24901860
Flavis number:
8.066
NACRES:
NA.21
Organoleptic:
caramel; creamy; brown; sweet
grade:
FG
Fragrance grade
Kosher
biological source:
synthetic
Agency:
follows IFRA guidelines
food allergen:
no known allergens
Pricing and availability is not currently available.

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Kosher

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 872/2012

Assay

≥95%

bp

84 °C/20 mmHg (lit.)

mp

30-34 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

caramel; creamy; brown; sweet

storage temp.

2-8°C

SMILES string

CCC(=O)C(O)=O

InChI

1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7)

InChI key

TYEYBOSBBBHJIV-UHFFFAOYSA-N

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General description

2-Oxobutyric acid is mainly found in the hydrolysates of proteins, reportedly being formed by the degradation of threonine.[1][2]

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Product No.
Description
Pricing

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

179.6 °F - closed cup

Flash Point(C)

82 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR7230
SHBP2593
SHBM5436
MKCK0675
MKCG8436

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A Probable Flavoring Principle in Vegetable?Protein Hydrolysates.
Sulser H, et al.
Journal of Food Science, 32(6), 611-615 (1967)
Review of thermally produced imitation meat flavors.
Wilson RA
Journal of Agricultural and Food Chemistry, 23(6), 1032-1037 (1975)
Shufen Huang et al.
Journal of molecular biology, 396(3), 708-718 (2009-12-08)
In recent years, increased interest has been directed towards hydrogen sulfide (H2S) as the third gasotransmitter and its role in various diseases. Cystathionine-gamma-lyase (CSE) is one of the enzymes responsible for the endogenous production of H2S in mammals. With the
Sergey V Smirnov et al.
FEMS microbiology letters, 273(1), 70-77 (2007-06-15)
A two-step enzymatic synthesis process of 4-hydroxyisoleucine is suggested. In the first step, the aldol condensation of acetaldehyde and alpha-ketobutyrate catalyzed by specific aldolase results in the formation of 4-hydroxy-3-methyl-2-keto-pentanoate (HMKP). In the second step, amination of HMKP by the
Asymmetric formal [3+2] cycloaddition reaction of isocyanoesters to 2-oxobutenoate esters by a multifunctional chiral silver catalyst.
Jin Song et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(28), 7786-7790 (2011-05-28)
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