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302155

Sigma-Aldrich

(S)-(+)-1-Phenyl-1,2-ethanediol

99%

Synonym(s):

(+)-Styrene glycol, (S)-(+)-Phenylethylene glycol

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About This Item

Linear Formula:
HOCH2CH(C6H5)OH
CAS Number:
25779-13-9
Molecular Weight:
138.16
Beilstein:
3196197
MDL number:
MFCD00066256
UNSPSC Code:
12352002
PubChem Substance ID:
24858237
NACRES:
NA.22

Assay

99%

optical activity

[α]18/D +66°, c = 1 in chloroform

mp

64-67 °C (lit.)

functional group

hydroxyl
phenyl

SMILES string

OC[C@@H](O)c1ccccc1

InChI

1S/C8H10O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8-10H,6H2/t8-/m1/s1

InChI key

PWMWNFMRSKOCEY-MRVPVSSYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

320.0 °F - closed cup

Flash Point(C)

160.00 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000378206
0000364948
0000364948
0000378206
BGBC5271V

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Rongzhen Zhang et al.
Wei sheng wu xue bao = Acta microbiologica Sinica, 49(2), 204-209 (2009-05-19)
To prepare (S)-1-phenyl-1,2-ethanediol by a one-step method, we constructed an enzyme coupled system consisting of (R)- and (S)-specific carbonyl reductases in Escherichia coli. The genes coding (R)- and (S)-specific carbonyl reductases from Candida parapsilosis were inserted into a co-expression vector
Jin-Zhao Wang et al.
Biomedical chromatography : BMC, 21(5), 497-501 (2007-03-16)
A simple HPLC method for the simultaneous determination of phenylglyoxylic acid (PGA), mandelic acid (MA), styrene glycol (SG) and hippuric acid (HA) in cell culture medium was developed. Analysis was performed on a C(18) column with a mobile phase composed
Li Cao et al.
Biotechnology and bioengineering, 94(3), 522-529 (2006-02-25)
Soluble epoxide hydrolase (EH) from the potato Solanum tuberosum and an evolved EH of the bacterium Agrobacterium radiobacter AD1, EchA-I219F, were purified for the enantioconvergent hydrolysis of racemic styrene oxide into the single product (R)-1-phenyl-1,2-ethanediol, which is an important intermediate
Yao Nie et al.
Organic & biomolecular chemistry, 9(11), 4070-4078 (2011-04-21)
The application of biocatalysis to the synthesis of chiral molecules is one of the greenest technologies for the replacement of chemical routes due to its environmentally benign reaction conditions and unparalleled chemo-, regio- and stereoselectivities. We have been interested in
Yanbin Liu et al.
Journal of industrial microbiology & biotechnology, 33(4), 274-282 (2005-12-02)
A microorganism with the ability to catalyze the resolution of racemic phenyloxirane was isolated and identified as Aspergillus niger SQ-6. Chiral capillary electrophoresis was successfully applied to separate both phenyloxirane and phenylethanediol. The epoxide hydrolase (EH) involved in this resolution
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