1-Phenyl-cyclopropanecarbonyl chloride

Base Information

• Chemical Name: 1-Phenyl-cyclopropanecarbonyl chloride
• CAS No.: 63201-02-5
• Molecular Formula: C10H9ClO
• Molecular Weight: 180.634
• Hs Code.: 2916399090
• European Community (EC) Number: 673-219-8
• DSSTox Substance ID: DTXSID30375137
• Wikidata: Q82163672
• Mol file: 63201-02-5.mol

Synonyms:63201-02-5;1-Phenyl-cyclopropanecarbonyl chloride;1-phenylcyclopropanecarbonyl chloride;1-phenylcyclopropane-1-carbonyl chloride;MFCD03424724;cyclopropanecarbonyl chloride,1-phenyl-;1-PHENYL-CYCLOPROPANECARBONYLCHLORIDE;SCHEMBL844697;DTXSID30375137;NSSCREWKCZJMTL-UHFFFAOYSA-N;1-phenylcyclopropanecarbonylchloride;AKOS012178072;BS-53272;CS-0322771;FT-0736977;E76794;1-phenyl-cyclopropanecarbonyl chloride, AldrichCPR

Chemical Property of 1-Phenyl-cyclopropanecarbonyl chloride

Chemical Property:

• PSA: 17.07000
• LogP: 2.48360
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 180.0341926
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

1-PhenylcyclopropanecarbonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1(C2=CC=CC=C2)C(=O)Cl

Technology Process of 1-Phenyl-cyclopropanecarbonyl chloride

There total 11 articles about 1-Phenyl-cyclopropanecarbonyl chloride 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: 99.9%

1-phenyl-1-cyclopropane carboxylic acid (6120-95-2) → 1-phenylcyclopropanecarbonyl chloride (63201-02-5)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; for 3h; Reflux;

Reference yield:

→ 1-phenylcyclopropanecarbonyl chloride (63201-02-5)

Guidance literature:

With thionyl chloride;

DOI:10.1021/ja01215a062

Reference yield:

1-cyano-1-phenylcyclopropane (935-44-4) → 1-phenylcyclopropanecarbonyl chloride (63201-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / aq. HCl / 12 h / 100 °C

2: SOCl₂ / CH₂Cl₂ / 6 h

With hydrogenchloride; thionyl chloride; In dichloromethane;

DOI:10.1016/0223-5234(91)90021-E

upstream raw materials:

1-phenyl-1-cyclopropane carboxylic acid

1-cyano-1-phenylcyclopropane

ethyl 4-chloro-2-cyano-2-phenylbutanoate

ethyl phenylcyanoacetate

Downstream raw materials:

(+/-)-N-methyl-N--1-phenylcyclopropanecarboxylic amide

1-phenylcyclopropane-1-amine hydrochloride

1-phenyl-1-cyclopropanemethanol

3-[1-methyl-4-(1-phenyl-cyclopropanecarbonyl)-1H-pyrrol-2-yl]-acrylic acid ethyl ester

Refernces

• 1、 Shi, Yongjia,Gao, Qian,Xu, Senmiao. "Chiral Bidentate Boryl Ligand Enabled Iridium-Catalyzed Enantioselective C(sp3)-H Borylation of Cyclopropanes". supporting information. p. 10599 - 10604. Retrieved 2019/08/28.
• 2、 Xu, Fan,Qian, Xiang-Yang,Li, Yan-Jie,Xu, Hai-Chao. "Synthesis of 4H-1,3-Benzoxazines via Metal- and Oxidizing Reagent-Free Aromatic C-H Oxygenation". supporting information. p. 6332 - 6335. Retrieved 2017/12/08.