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302163

Sigma-Aldrich

(R)-(−)-1-Phenyl-1,2-ethanediol

99%

Synonym(s):

(−)-Styrene glycol, (R)-(−)-Phenylethylene glycol

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About This Item

Linear Formula:
HOCH2CH(C6H5)OH
CAS Number:
16355-00-3
Molecular Weight:
138.16
Beilstein:
2355547
MDL number:
MFCD00064262
UNSPSC Code:
12352002
PubChem Substance ID:
24858238
NACRES:
NA.22

Assay

99%

optical activity

[α]20/D −69°, c = 1 in chloroform

bp

272-274 °C (lit.)

mp

64-67 °C (lit.)

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-/m0/s1

InChI key

PWMWNFMRSKOCEY-QMMMGPOBSA-N

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Application

Intermediate for the synthesis of chiral phosphine catalysts for asymmetric hydrogenations.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000263384
0000215487
0000263384
0000215487
0000138019

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The Journal of Organic Chemistry, 44, 1729-1729 (1979)
J. Chem. Soc. Perkin Trans. II, 489-489 (1982)
Magdy Y Shamy et al.
Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer, 21(1), 57-61 (2002-04-06)
Styrene is a known mutagen and suspected carcinogen, used in the reinforced plastic industry. This study aims to identify the occurrence of DNA single strand breaks (SSBs) in workers exposed to styrene levels far below the recommended standards. We compared
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
Hee Sook Kim et al.
Biotechnology letters, 30(1), 127-133 (2007-08-01)
Enantio-convergent hydrolysis of racemic styrene oxides was achieved to prepare enantiopure (R)-phenyl-1,2-ethanediol by using two recombinant epoxide hydrolases (EHs) of a bacterium, Caulobacter crescentus, and a marine fish, Mugil cephalus. The recombinant C. crescentus EH primarily attacked the benzylic carbon
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