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302155

Sigma-Aldrich

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

99%

Synonym(s):

(+)-Styrene glycol, (S)-(+)-Phenylethylene glycol

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About This Item

Linear Formula:
HOCH2CH(C6H5)OH
CAS Number:
25779-13-9
Molecular Weight:
138.16
Beilstein:
3196197
MDL number:
MFCD00066256
UNSPSC Code:
12352002
PubChem Substance ID:
24858237
NACRES:
NA.22

Assay

99%

optical activity

[α]18/D +66°, c = 1 in chloroform

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-/m1/s1

InChI key

PWMWNFMRSKOCEY-MRVPVSSYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

320.0 °F - closed cup

Flash Point(C)

160.00 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000378206
0000364948
0000364948
0000378206
BGBC5271V

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Lingyun Rui et al.
Applied and environmental microbiology, 71(7), 3995-4003 (2005-07-08)
DNA shuffling and saturation mutagenesis of positions F108, L190, I219, D235, and C248 were used to generate variants of the epoxide hydrolase of Agrobacterium radiobacter AD1 (EchA) with enhanced enantioselectivity and activity for styrene oxide and enhanced activity for 1,2-epoxyhexane
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
Yanbin Liu et al.
Journal of industrial microbiology & biotechnology, 33(4), 274-282 (2005-12-02)
A microorganism with the ability to catalyze the resolution of racemic phenyloxirane was isolated and identified as Aspergillus niger SQ-6. Chiral capillary electrophoresis was successfully applied to separate both phenyloxirane and phenylethanediol. The epoxide hydrolase (EH) involved in this resolution
Qingsen Hu et al.
Bioresource technology, 101(22), 8502-8508 (2010-07-16)
Saccharomyces cerevisiae JUC15 was successfully obtained by target reaction-oriented screening, which reduced 2-hydroxy-1-phenylethanone (HPE) to (R)-phenyl-1,2-ethanediol ((R)-PED) of excellent enantiomeric excess (e.e. >99.9%). There was no significant decrease in the yield and optical purity of (R)-PED when the free cells
Y Nie et al.
Letters in applied microbiology, 44(5), 555-562 (2007-04-25)
To purify and characterize the (R)-specific carbonyl reductase from Candida parapsilosis; to compare the enzyme with other stereospecific oxidoreductases; and to develop an available procedure producing optically active (R)-1-phenyl-1,2-ethanediol (PED). An (R)-specific carbonyl reductase was found and purified from C.
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