1-Phenylcyclopropanecarboxamide

Base Information

• Chemical Name: 1-Phenylcyclopropanecarboxamide
• CAS No.: 6120-96-3
• Molecular Formula: C10H11NO
• Molecular Weight: 161.203
• Hs Code.: 2924299090
• NSC Number: 157875
• DSSTox Substance ID: DTXSID20303328
• Wikidata: Q82048532
• Mol file: 6120-96-3.mol

Synonyms:1-phenylcyclopropanecarboxamide;6120-96-3;1-phenylcyclopropane-1-carboxamide;1-Phenyl-cyclopropanecarboxylic acid amide;Cyclopropanecarboxamide, 1-phenyl-;Cyclopropanecarboxamide,1-phenyl-;NSC157875;phenylcyclo propanecarboxamide;SCHEMBL501923;DTXSID20303328;AKOS000370008;NSC 157875;NSC-157875;BS-29242;CS-0116698;Z68591096

Chemical Property of 1-Phenylcyclopropanecarboxamide

Chemical Property:

• Vapor Pressure: 4.48E-05mmHg at 25°C
• Refractive Index: 1.605
• Boiling Point: 350.2 °C at 760 mmHg
• Flash Point: 165.6 °C
• PSA: 43.09000
• Density: 1.2 g/cm³
• LogP: 1.90380
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

1-Phenyl-cyclopropanecarboxylic acid amide 95+% ^*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)N

Technology Process of 1-Phenylcyclopropanecarboxamide

There total 11 articles about 1-Phenylcyclopropanecarboxamide 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%

1-cyano-1-phenylcyclopropane (935-44-4) → 1-phenyl-1-cyclopropanecarboxamide (6120-96-3)

Guidance literature:

With silver trifluoromethanesulfonate; C₃₃H₃₃ClO₇P₃Pt⁽¹⁺⁾*CF₃O₃S^(1-); In tetrahydrofuran; water; at 23 ℃; Catalytic behavior;

DOI:10.1021/acscatal.1c02254

Reference yield: 84.0%

1-phenyl-1-cyclopropane carboxylic acid (6120-95-2) → 1-phenyl-1-cyclopropanecarboxamide (6120-96-3)

Guidance literature:

1-phenyl-1-cyclopropane carboxylic acid; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 0.75h;

With ammonium hydroxide; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1002/cmdc.201900730

Reference yield: 78.0%

2-phenylacrylamide (14485-09-7) + bromomethyl bis(catechol)silicate-18-crown-6-potassium → 1-phenyl-1-cyclopropanecarboxamide (6120-96-3)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; In dimethyl sulfoxide; at 20 ℃; for 24h; Inert atmosphere; Irradiation;

DOI:10.1002/ejoc.202000134

upstream raw materials:

1-phenylcyclopropanecarbonyl chloride

1-cyano-1-phenylcyclopropane

phenylacetonitrile

1-phenyl-1-cyclopropane carboxylic acid

Downstream raw materials:

(1-phenylcyclopropyl)methylamine

(1-phenylcyclopropyl)methylamine hydrochloride

1-phenyl-1-bromocyclopropane

cyclopropylbenzene

Refernces

• 1、 Li, Chengcheng,Chang, Xiao-Yong,Huo, Luqiong,Tan, Haibo,Xing, Xiangyou,Xu, Chen. "Hydration of Cyanohydrins by Highly Active Cationic Pt Catalysts: Mechanism and Scope". . p. 8716 - 8726. Retrieved 2021/07/26.
• 2、 Luo, Wenping,Fang, Yewen,Zhang, Li,Xu, Tianhang,Liu, Yongjun,Li, Yan,Jin, Xiaoping,Bao, Jiakan,Wu, Xiaodong,Zhang, Zongyong. "Bromomethyl Silicate: A Robust Methylene Transfer Reagent for Radical-Polar Crossover Cyclopropanation of Alkenes". supporting information. p. 1778 - 1781. Retrieved 2020/03/11.