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About This Item
Linear Formula:
ClC6H4COC2H5
CAS Number:
Molecular Weight:
168.62
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
form
solid
bp
124 °C/14 mmHg (lit.)
mp
45-47 °C (lit.)
functional group
chloro
ketone
SMILES string
CCC(=O)c1cccc(Cl)c1
InChI
1S/C9H9ClO/c1-2-9(11)7-4-3-5-8(10)6-7/h3-6H,2H2,1H3
InChI key
PQWGFUFROKIJBO-UHFFFAOYSA-N
Related Categories
General description
Influence of solvents and temperature on the yield and enantioselectivity of the phenylation of 3′-chloropropiophenone has been investigated[1].
Application
3′-Chloropropiophenone can be used as a reactant to synthesize:
- (S)-3-chloro-1-phenylpropanol via bio-catalyzed asymmetric reduction method.[2][3]
- 1-(3-Chlorophenyl)-1-phenyl-1-propanol by phenylation with diphenylzinc in the presence of dihydroxy bis(sulfonamide) ligand.[1]
- (S)-Dapoxetine, a selective serotonin reuptake inhibitor.[4]
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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Asymmetric total synthesis of (S)-dapoxetine
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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)
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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