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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/REAXYS Number:
1700514
EC Number:
209-986-9
MDL number:
MFCD00004164
UNSPSC Code:
12164502
PubChem Substance ID:
24901860
Flavis number:
8.066
NACRES:
NA.21

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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Related Categories

General description

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

related product

Product No.
Description
Pricing

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

179.6 °F - closed cup

flash_point_c

82 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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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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)
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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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