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248193

3′-Chloropropiophenone

98%

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About This Item

Linear Formula:
ClC6H4COC2H5
CAS Number:
34841-35-5
Molecular Weight:
168.62
EC Number:
252-242-3
MDL number:
MFCD00009925
UNSPSC Code:
12352100
PubChem Substance ID:
24854919
NACRES:
NA.22

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Quality Level

100

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

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This Item
T68101415774491527
3′-Chloropropiophenone 98%

Sigma-Aldrich

248193

3′-Chloropropiophenone

3′,4′,5′-Trimethoxyacetophenone 98%

Sigma-Aldrich

T68101

3′,4′,5′-Trimethoxyacetophenone

5′-Chloro-2′-hydroxy-3′-nitroacetophenone 99%

Sigma-Aldrich

415774

5′-Chloro-2′-hydroxy-3′-nitroacetophenone

4′-Chloroacetophenone-2′,3′,5′,6′-d4 98 atom % D

Sigma-Aldrich

491527

4′-Chloroacetophenone-2′,3′,5′,6′-d4

assay

98%

assay

98%

assay

99%

assay

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

form

solid

form

-

form

-

form

-

bp

124 °C/14 mmHg (lit.)

bp

173-174 °C/10 mmHg (lit.)

bp

-

bp

232 °C (lit.)

mp

45-47 °C (lit.)

mp

78-80 °C (lit.)

mp

132-135 °C (lit.)

mp

14-18 °C (lit.)

functional group

chloro

functional group

-

functional group

chloro, ketone, nitro

functional group

-

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6438
BCCK4669
BCCH6499
BCCH6498
BCCG3278

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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)
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)
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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