3-Chloropropiophenone

Base Information

• Chemical Name: 3-Chloropropiophenone
• CAS No.: 936-59-4
• Molecular Formula: C9H9ClO
• Molecular Weight: 168.623
• Hs Code.: 29147000
• European Community (EC) Number: 213-317-6
• NSC Number: 227202,37238
• UNII: WBZ9Q23H2T
• DSSTox Substance ID: DTXSID5061324
• Nikkaji Number: J31.121I
• Wikidata: Q72457965
• Mol file: 936-59-4.mol

Synonyms:3-chloro-1-phenylpropan-1-one

Chemical Property of 3-Chloropropiophenone

Chemical Property:

• Appearance/Colour: faintly yellow to tan crystalline powder
• Melting Point: 48-50 °C(lit.)
• Refractive Index: 1.5350 (estimate)
• Boiling Point: 263.3 °C at 760 mmHg
• Flash Point: 127 °C
• PSA: 17.07000
• Density: 1.132 g/cm³
• LogP: 2.49820
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 168.0341926
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

99%+ ^*data from raw suppliers

3-Chloropropiophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CCCl
• Uses: 3-Chloropropiophenone is an Impurity of Fluoxetine (F597100). 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. It is a precursor of phenyl vinyl ketone.

Technology Process of 3-Chloropropiophenone

There total 21 articles about 3-Chloropropiophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-chloropropionyl chloride (625-36-5) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 3-chloropropiophenone (936-59-4)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

Reference yield: 97.0%

phenylpropyl chloride (104-52-9) → 3-chloropropiophenone (936-59-4)

Guidance literature:

With Oxone; potassium bromide; In dichloromethane; water; at 20 ℃; for 24h; visible light irradiation;

DOI:10.1021/ol300853z

Reference yield: 93.0%

3-chloro-1-phenyl-propan-1-ol (18776-12-0,125712-82-5) → 3-chloropropiophenone (936-59-4)

Guidance literature:

With dihydrogen peroxide; acetic acid; sodium bromide; In water; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0035-1560549

upstream raw materials:

diethyl ether

ethyl 3-chloropropanoate

benzoyl chloride

2-chloropropionyl chloride

Downstream raw materials:

1,2,5-triphenylpentane-1,5-dione

3-phenyl-1-piperidino-heptan-3-ol

phenyl[1, 1’; 4’, 1’’]terphenyl-2’-yl-methanone

4-nitro-1,4-diphenyl-butan-1-one

Refernces

• 1、 An, Zhenyu,Ren, Yi,Liu, Yafeng,Yan, Rulong. "I2-Promoted Intramolecular Oxidative Cyclization of Butenyl Anilines: A Facile Route to Benzo[b]azepines". supporting information. p. 2614 - 2617. Retrieved 2021/08/06.
• 2、 Kataeva, Olga,Kn?lker, Hans-Joachim,Linke, Philipp,Puls, Florian. "Iron-Catalyzed Wacker-type Oxidation of Olefins at Room Temperature with 1,3-Diketones or Neocuproine as Ligands**". supporting information. p. 14083 - 14090. Retrieved 2021/05/24.