N-Cyclohexyl-2-phenylacetamide

Base Information

• Chemical Name: N-Cyclohexyl-2-phenylacetamide
• CAS No.: 10264-08-1
• Molecular Formula: C14H19 N O
• Molecular Weight: 217.311
• Hs Code.: 2924299090
• European Community (EC) Number: 233-602-9
• NSC Number: 126805
• UNII: VY9DC35P8W
• DSSTox Substance ID: DTXSID20145427
• Nikkaji Number: J227.143E
• Wikidata: Q83009976
• ChEMBL ID: CHEMBL191355
• Mol file: 10264-08-1.mol

Synonyms:N-Cyclohexyl-2-phenylacetamide;10264-08-1;N-Cyclohexylphenylacetamide;Acetamide, N-cyclohexyl-2-phenyl-;Benzeneacetamide, N-cyclohexyl-;EINECS 233-602-9;N-Cyclohexylamide of phenylacetic acid;N-Cyclohexylbenzeneacetamide;NSC 126805;BRN 2102004;VY9DC35P8W;MLS002919901;CHEMBL191355;N-Cyclohexyl-2-phenyl-acetamide;NSC-126805;4-12-00-00045 (Beilstein Handbook Reference);SMR001797500;NSC126805;D07QNN;UNII-VY9DC35P8W;MLS006026924;SCHEMBL3397254;DTXSID20145427;BDBM50167047;STK031107;AKOS002956251;LS-8765;AB-337/13036201

Chemical Property of N-Cyclohexyl-2-phenylacetamide

Chemical Property:

• Vapor Pressure: 5.1E-07mmHg at 25°C
• Boiling Point: 412.6°Cat760mmHg
• Flash Point: 248.7°C
• PSA: 29.10000
• Density: 1.04g/cm³
• LogP: 3.06890
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 217.146664230
• Heavy Atom Count: 16
• Complexity: 215

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)NC(=O)CC2=CC=CC=C2

Technology Process of N-Cyclohexyl-2-phenylacetamide

There total 54 articles about N-Cyclohexyl-2-phenylacetamide 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: 98.0%

phenylacetic acid (103-82-2) + cyclohexylamine (108-91-8,157973-60-9) → N-cyclohexyl-2-phenyl-acetamide (10264-08-1)

Guidance literature:

With sulfated tungstate; In 5,5-dimethyl-1,3-cyclohexadiene; for 16h; Reflux;

DOI:10.1039/c0gc00053a

Reference yield: 97.0%

cyclohexylamine (108-91-8,157973-60-9) + benzeneacetic acid methyl ester (101-41-7) → N-cyclohexyl-2-phenyl-acetamide (10264-08-1)

Guidance literature:

With ammonium nitrate; In neat (no solvent); at 20 ℃; for 12h; Green chemistry;

DOI:10.1246/cl.140846

Reference yield: 96.0%

Benzylmalononitrile (1867-37-4) + cyclohexylamine (108-91-8,157973-60-9) → N-cyclohexyl-2-phenyl-acetamide (10264-08-1)

Guidance literature:

With oxygen; potassium carbonate; In acetonitrile; at 20 ℃; for 4.5h; under 760.051 Torr; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201603399

upstream raw materials:

N-cyclohexyl-2-phenyl-acetamidine

cyclohexyl chloride

phenylacetonitrile

cyclohexylamine

Downstream raw materials:

Cyclohexyl-[3,4,4-triphenyl-thietan-(2Z)-ylidene]-amine

N-Cyclohexyl-2,3,3-triphenylthioacrylamide

N-cyclohexyl-phenylacetimidoyl chloride

Cyclohexylphenylketenimin

Refernces

• 1、 Cannon et al.. "-". . p. 516,519. Retrieved 1953.
• 2、 Atkinson, Robert N.,Storey, Bernadette M.,King, S. Bruce. "Reactions of acyl nitroso compounds with amines: Production of nitroxyl (HNO) with the preparation of amides". . p. 9287 - 9290. Retrieved 1996.
• 3、 Chaudhari, Pramod S.,Salim, Suresh D.,Sawant, Ravindra V.,Akamanchi, Krishnacharya G.. "Sulfated tungstate: A new solid heterogeneous catalyst for amide synthesis". . p. 1707 - 1710. Retrieved 2010.
• 4、 Chan, Wing-Kei,Ho, Chi-Ming,Wong, Man-Kin,Che, Chi-Ming. "Oxidative amide synthesis and N-terminal α-amino group ligation of peptides in aqueous medium". . p. 14796 - 14797. Retrieved 2006.
• 5、 Ishida, Naoki,Kawasaki, Tairin,Murakami, Masahiro,Tomono, Ryota,Yamazaki, Katsushi. "Photoinduced Carbamoylation of C(sp3)H Bonds with Isocyanates". supporting information. p. 1684 - 1684. Retrieved 2021/09/16.
• 6、 Donabauer, Karsten,K?nig, Burkhard,Narobe, Rok,Yakubov, Shahboz,Zheng, Yi-Wen. "Copper(II)-Photocatalyzed N-H Alkylation with Alkanes". . p. 8582 - 8589. Retrieved 2020/09/23.