686298
(R)-4-Chloro-α-methylbenzyl alcohol
95%
Synonym(s):
(R)-1-(4-Chlorophenyl)ethanol
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About This Item
Linear Formula:
ClC6H4CH(CH3)OH
CAS Number:
Molecular Weight:
156.61
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
MDL number:
Product Name
(R)-4-Chloro-α-methylbenzyl alcohol, 95%
InChI
1S/C8H9ClO/c1-6(10)7-2-4-8(9)5-3-7/h2-6,10H,1H3/t6-/m1/s1
SMILES string
C[C@@H](O)c1ccc(Cl)cc1
InChI key
MVOSNPUNXINWAD-ZCFIWIBFSA-N
assay
95%
form
liquid
optical activity
[α]20/D +49.0°, c = 1.6 in chloroform
refractive index
n20/D 1.544
density
1.158 g/mL at 25 °C
functional group
chloro
hydroxyl
Application
(R)-4-Chloro-α-methylbenzyl alcohol can be used:
- As a substrate in the racemization process of secondary alcohols using ruthenium hydroxide complexes.
- In the synthesis of 2,3,4,9-tetrahydro-1H-carbazole as potent DP1 antagonists.
- As a substrate in the synthesis of chiral 3-aryl-3-substituted propanoic acids through Mitsunobu reaction.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
>230.0 °F
flash_point_c
> 110 °C
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Stereoselective Carbon- Carbon Bond Formation via the Mitsunobu Displacement of Chiral Secondary Benzylic Alcohols
Hillier MC, et al.
Organic Letters, 6(4), 573-576 (2004)
Ruthenium Hydroxide Complexes in the Racemization of Secondary Alcohols
Nun P, et al.
Organometallics, 30(23), 6347-6350 (2011)
Potent and highly selective DP1 antagonists with 2, 3, 4, 9-tetrahydro-1H-carbazole as pharmacophore
Li L, et al.
Bioorganic & Medicinal Chemistry Letters, 20(24), 7462-7465 (2010)
Xiao-Hong Chen et al.
Microbial cell factories, 11, 119-119 (2012-09-06)
The bacterium Acetobacter sp. CCTCC M209061 is a promising whole-cell biocatalyst with exclusive anti-Prelog stereoselectivity for the reduction of prochiral ketones that can be used to make valuable chiral alcohols such as (R)-4-(trimethylsilyl)-3-butyn-2-ol. Although it has promising catalytic properties, its
Xiao-Hong Chen et al.
BMC biotechnology, 11, 110-110 (2011-11-22)
Chiral alcohols are widely used in the synthesis of chiral pharmaceuticals, flavors and functional materials and appropriate whole-cell biocatalysts offer a highly enantioselective, minimally polluting route to these valuable compounds. The recently isolated strain Acetobacter sp. CCTCC M209061 showed exclusive
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