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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:
Molecular Weight:
138.16
Beilstein/REAXYS Number:
2355547
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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J. Chem. Soc. Perkin Trans. II, 489-489 (1982)
The Journal of Organic Chemistry, 44, 1729-1729 (1979)
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
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
Qingsen Hu et al.
Bioresource technology, 101(21), 8461-8463 (2010-06-25)
In this study, a highly efficient process for Candida parapsilosis-catalyzed deracemization of racemic 1-phenyl-1,2-ethanediol (PED) was described, based on a resin-based in situ substrate feeding and product removal (ISSFPR) methodology. The resin H103 was selected and used to keep the

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