302163
(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:
2355547
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
99%
optical activity
[α]20/D −69°, c = 1 in chloroform
bp
272-274 °C (lit.)
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-/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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The Journal of Organic Chemistry, 44, 1729-1729 (1979)
J. Chem. Soc. Perkin Trans. II, 489-489 (1982)
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
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
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
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