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346217

Sigma-Aldrich

(R)-(+)-1-(2-Naphthyl)ethanol

98%

Synonym(s):

(R)-(+)-α-Methyl-2-naphthalenemethanol

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About This Item

Linear Formula:
C10H7CH(CH3)OH
CAS Number:
52193-85-8
Molecular Weight:
172.22
Beilstein/REAXYS Number:
3195952
MDL number:
MFCD00075344
UNSPSC Code:
12352005
PubChem Substance ID:
24861381
NACRES:
NA.22

assay

98%

optical activity

[α]20/D +38°, c = 5 in ethanol

mp

68-70 °C (lit.)

SMILES string

C[C@@H](O)c1ccc2ccccc2c1

InChI

1S/C12H12O/c1-9(13)11-7-6-10-4-2-3-5-12(10)8-11/h2-9,13H,1H3/t9-/m1/s1

InChI key

AXRKCRWZRKETCK-SECBINFHSA-N

Gene Information

human ... UGT2B17(7367) , UGT2B7(7364)

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Application

(R)-(+)-1-(2-Naphthyl)ethanol may be used to synthesize (S)-2-chloro-1-phenylethanol by reacting with 2-chloroacetophenone in the presence of a chiral bidentate titanium Lewis acid catalyst.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Bidentate Lewis acids for organic synthesis.
Maruoka K.
Catalysis Today, 66(1), 33-45 (2001)
Ingo Bichlmaier et al.
Journal of medicinal chemistry, 49(5), 1818-1827 (2006-03-03)
A set of 28 enantiomers comprising rigid and flexible secondary alcohols was synthesized by the asymmetric Corey-Bakshi-Shibata reduction. The enantiomerically pure alcohols were subjected to enzymatic glucuronidation assays employing the human UDP-glucuronosyltransferases (UGTs) 2B7 and 2B17. Both UGTs displayed high

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