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335614

Sigma-Aldrich

3-Chloropropiophenone

98%

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Synonym(s):
β-Chloropropiophenone, 3-Chloro-1-phenyl-1-propanone
Linear Formula:
ClCH2CH2COC6H5
CAS Number:
936-59-4
Molecular Weight:
168.62
Beilstein:
2043580
EC Number:
213-317-6
MDL number:
MFCD00000990
PubChem Substance ID:
24860332
NACRES:
NA.22

Quality Level

200

Assay

98%

form

solid

bp

113-115 °C/4 mmHg (lit.)

mp

48-50 °C (lit.)

SMILES string

ClCCC(=O)c1ccccc1

InChI

1S/C9H9ClO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5H,6-7H2

InChI key

KTJRGPZVSKWRTJ-UHFFFAOYSA-N

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Application

3-Chloropropiophenone was used in the asymmetric reduction of (S)-3-chloro-1-phenylpropanol using preheated Candida utilis cells immobilized in calcium alginate gel beads. It was also used in the synthesis of (R)-3-chloro-1-phenyl-1-propanol via asymmetric reduction using in-situ generated oxazaborolidine catalyst derived from (S)-α,α-diphenylprolinol.

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

Regulatory Information

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Asymmetric Synthesis of (R)-Fluoxetine: A Practical Approach Using Recyclable and in-situ Generated Oxazaborolidine Catalyst.
Padiya K, et al.
Chin. J. Chem., 27(6), 1137-1140 (2009)
Yang Gen-Sheng et al.
Biotechnology letters, 31(12), 1879-1883 (2009-07-28)
An efficient method for asymmetric reduction of (S)-3-chloro-1-phenylpropanol from 3-chloropropiophenone was developed using preheated Candida utilis cells immobilized in calcium alginate gel beads. Heating the immobilized cells (bead diameter 1.5 mm) at 45 degrees C for 50 min allowed the
Milada Šírová et al.
Journal of drug targeting, 25(9-10), 796-808 (2017-07-21)
Polymer carriers based on N-(2-hydroxypropyl)methacrylamide (HPMA) copolymers with incorporated organic nitrates as nitric oxide (NO) donors were designed with the aim to localise NO generation in solid tumours, thus highly increasing the enhanced permeability and retention (EPR) effect. The NO
Yu-Chang Liu et al.
Organic & biomolecular chemistry, 13(7), 2146-2152 (2014-12-23)
Styrene monooxygenase (SMO) can catalyze the kinetic resolution of secondary allylic alcohols to provide enantiopure glycidol derivatives. To overcome the low theoretical yield of kinetic resolution, we designed a one-pot two-step enzymatic cascade using prochiral α,β-unsaturated ketones as the substrates.

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