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Sigma-Aldrich

Benzyl acetoacetate

produced by Wacker Chemie AG, Burghausen, Germany, ≥96% (GC)

Synonym(s):

AC-benzyl, Acetoacetic acid benzyl ester

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About This Item

Linear Formula:
CH3COCH2COOCH2C6H5
CAS Number:
5396-89-4
Molecular Weight:
192.21
Beilstein/REAXYS Number:
2049615
EC Number:
226-416-4
MDL number:
MFCD00008785
UNSPSC Code:
12352100
PubChem Substance ID:
57646833
NACRES:
NA.22

grade

produced by Wacker Chemie AG, Burghausen, Germany

assay

≥96% (GC)

manufacturer/tradename

Wacker Chemie AG

refractive index

n20/D 1.512 (lit.)

bp

156-159 °C/10 mmHg (lit.)

density

1.112 g/mL at 25 °C (lit.)

SMILES string

CC(=O)CC(=O)OCc1ccccc1

InChI

1S/C11H12O3/c1-9(12)7-11(13)14-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3

InChI key

WOFAGNLBCJWEOE-UHFFFAOYSA-N

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General description

Benzyl acetoacetate undergoes asymmetric bioreduction to form benzyl (S)-(+)-3-hydroxybutyrate in the presence of Candida schatavii strain MY 1831.

Other Notes

prices for bulk quantities on request

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves

Certificates of Analysis (COA)

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Asymmetric bioreduction of benzyl acetoacetate to its corresponding alcohol, benzyl (S)-(+)-3-hydroxybutyrate by the yeast Candida schatavii strain 1831.
Chartrain M, et al.
Journal of Fermentation and Bioengineering, 82(5), 507-508 (1996)

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