248193
3′-Chloropropiophenone
98%
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About This Item
Linear Formula:
ClC6H4COC2H5
CAS Number:
Molecular Weight:
168.62
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
252-242-3
MDL number:
Product Name
3′-Chloropropiophenone, 98%
InChI key
PQWGFUFROKIJBO-UHFFFAOYSA-N
InChI
1S/C9H9ClO/c1-2-9(11)7-4-3-5-8(10)6-7/h3-6H,2H2,1H3
SMILES string
CCC(=O)c1cccc(Cl)c1
assay
98%
form
solid
bp
124 °C/14 mmHg (lit.)
mp
45-47 °C (lit.)
functional group
chloro
ketone
Quality Level
Related Categories
Application
3′-Chloropropiophenone can be used as a reactant to synthesize:
- (S)-3-chloro-1-phenylpropanol via bio-catalyzed asymmetric reduction method.
- 1-(3-Chlorophenyl)-1-phenyl-1-propanol by phenylation with diphenylzinc in the presence of dihydroxy bis(sulfonamide) ligand.
- (S)-Dapoxetine, a selective serotonin reuptake inhibitor.
General description
Influence of solvents and temperature on the yield and enantioselectivity of the phenylation of 3′-chloropropiophenone has been investigated.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Enhancing asymmetric reduction of 3-chloropropiophenone with immobilized Acetobacter sp. CCTCC M209061 cells by using deep eutectic solvents as cosolvents
Xu Pei, et al.
ACS sustainable chemistry & engineering, 3(4), 718-724 (2015)
Asymmetric total synthesis of (S)-dapoxetine
Kim Sun Joo, et al.
Tetrahedron Letters, 53(28), 3680-3682 (2012)
Asymmetric reduction of (S)-3-chloro-1-phenylpropanol from 3-chloropropiophenone by preheated immobilized Candida utilis
Yang Gen-Sheng, et al.
Biotechnology Letters, 12, 1879-1883 (2009)
Celina García et al.
Organic letters, 5(20), 3641-3644 (2003-09-26)
[reaction: see text] The catalytic asymmetric addition of phenyl groups from diphenylzinc to ketones is reported. The catalyst, generated from a dihydroxy bis(sulfonamide) ligand and titanium tetraisopropoxide, gives good to excellent enantioselectivities with a range of substrates.
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