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Merck
CN

302155

(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:
Molecular Weight:
138.16
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3196197
Assay:
99%
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InChI key

PWMWNFMRSKOCEY-MRVPVSSYSA-N

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

assay

99%

optical activity

[α]18/D +66°, c = 1 in chloroform

Quality Level

functional group

hydroxyl, phenyl

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

320.0 °F - closed cup

flash_point_c

160.00 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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
Lingyun Rui et al.
Applied and environmental microbiology, 71(7), 3995-4003 (2005-07-08)
DNA shuffling and saturation mutagenesis of positions F108, L190, I219, D235, and C248 were used to generate variants of the epoxide hydrolase of Agrobacterium radiobacter AD1 (EchA) with enhanced enantioselectivity and activity for styrene oxide and enhanced activity for 1,2-epoxyhexane
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
Yawei Geng et al.
Wei sheng wu xue bao = Acta microbiologica Sinica, 50(1), 60-66 (2010-03-30)
A novel (S)-specific carbonyl reductase gene (scr II) was cloned from the genome of Candida parapsilosis CCTCC M203011, and its catalytic function for the biotransformation of chiral alcohol was verified. The possible carbonyl reductase gene scr II was amplified by
Shuijie Shen et al.
Analytical biochemistry, 386(2), 186-193 (2008-12-30)
Styrene and 1,3-butadiene are important intermediates used extensively in the plastics industry. They are metabolized mainly through cytochrome P450-mediated oxidation to the corresponding epoxides, which are subsequently converted to diols by epoxide hydrolase or through spontaneous hydration. The resulting styrene

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