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Merck
CN

77847

Sigma-Aldrich

(R)-(−)-1-Phenyl-1,2-ethanediol

purum, ≥98.0% (sum of enantiomers, HPLC)

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:
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grade

purum

Assay

≥98.0% (sum of enantiomers, HPLC)

optical activity

[α]/D −69±4°, 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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Other Notes

Chiral building block used in various syntheses

Storage Class Code

13 - Non 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

Regulatory Information

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Certificates of Analysis (COA)

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B.B. Lohray et al.
Journal of the Chemical Society. Chemical Communications, 95-95 (1991)
G. Lowe et al.
Journal of the Chemical Society. Chemical Communications, 466-466 (1984)
R.B. King et al.
The Journal of Organic Chemistry, 44, 1729-1729 (1979)
J.S. Bradshaw et al.
The Journal of Organic Chemistry, 47, 1229-1229 (1982)
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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