(R)-(−)-1-Phenyl-1,2-ethanediol

Name: (<I>R</I>)-(−)-1-Phenyl-1,2-ethanediol
Brand: ALDRICH
Price: 40.26 SGD
Availability: InStock

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

Key Documents

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Quality Level

200

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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This Item	302155	540242	540072
Sigma-Aldrich 302163 (R)-(−)-1-Phenyl-1,2-ethanediol	Sigma-Aldrich 302155 (S)-(+)-1-Phenyl-1,2-ethanediol	Sigma-Aldrich 540242 (R)-(−)-1,2-Propanediol	Sigma-Aldrich 540072 (R)-(−)-Epichlorohydrin
assay 99%	assay 99%	assay 96%	assay 99%
mp 64-67 °C (lit.)	mp 64-67 °C (lit.)	mp -	mp -
bp 272-274 °C (lit.)	bp -	bp 186-188 °C/765 mmHg (lit.)	bp 114 °C (lit.)
optical activity [α]20/D −69°, c = 1 in chloroform	optical activity [α]18/D +66°, c = 1 in chloroform	optical activity [α]20/D −16.5°, neat	optical activity [α]20/D −34°, c = 1 in methanol
functional group hydroxyl	functional group hydroxyl, phenyl	functional group hydroxyl	functional group chloro, ether

Application

Intermediate for the synthesis of chiral phosphine catalysts for asymmetric hydrogenations.[1][2]

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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J. Chem. Soc. Perkin Trans. II, 489-489 (1982)

The Journal of Organic Chemistry, 44, 1729-1729 (1979)

DNA single strand breaks induced by low levels of occupational exposure to styrene: the gap between standards and reality.

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

[Construction of an enzyme-coupled system consisting of (R)- and (S)-specific carbonyl reductases for one-step preparation of (S)-1-phenyl-1,2-ethanediol].

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

Simultaneous determination of phenylglyoxylic acid, mandelic acid, styrene glycol and hippuric acid in primary culture of rat hepatocytes incubate by high-performance liquid chromatography.

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

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(R)-(−)-1-Phenyl-1,2-ethanediol