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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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1 G
CN¥95.37

CN¥95.37

List PriceCN¥317.90Save 70%

Available to ship onApril 25, 2025Details

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1 G
CN¥95.37

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

CN¥95.37

List PriceCN¥317.90Save 70%

Available to ship onApril 25, 2025Details

Request a Bulk Order

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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1 of 4

This Item
302155P24055540242
(R)-(−)-1-Phenyl-1,2-ethanediol 99%

302163

(R)-(−)-1-Phenyl-1,2-ethanediol

(S)-(+)-1-Phenyl-1,2-ethanediol 99%

302155

(S)-(+)-1-Phenyl-1,2-ethanediol

1-Phenyl-1,2-ethanediol 97%

P24055

1-Phenyl-1,2-ethanediol

(R)-(−)-1,2-Propanediol 96%

540242

(R)-(−)-1,2-Propanediol

assay

99%

assay

99%

assay

97%

assay

96%

mp

64-67 °C (lit.)

mp

64-67 °C (lit.)

mp

66-68 °C (lit.)

mp

-

bp

272-274 °C (lit.)

bp

-

bp

272-274 °C/760 mmHg (lit.)

bp

186-188 °C/765 mmHg (lit.)

optical activity

[α]20/D −69°, c = 1 in chloroform

optical activity

[α]18/D +66°, c = 1 in chloroform

optical activity

-

optical activity

[α]20/D −16.5°, neat

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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    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
    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
    View All Related Papers

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