N-Phenylcyclohexanecarboxamide

Base Information

• Chemical Name: N-Phenylcyclohexanecarboxamide
• CAS No.: 2719-26-8
• Molecular Formula: C13H17 N O
• Molecular Weight: 203.284
• NSC Number: 84907
• DSSTox Substance ID: DTXSID70292697
• Nikkaji Number: J1.753.264B
• Wikidata: Q82031107
• ChEMBL ID: CHEMBL1562513
• Mol file: 2719-26-8.mol

Synonyms:N-Phenylcyclohexanecarboxamide;2719-26-8;Cyclohexanecarboxanilide;Cyclohexanecarboxamide,N-phenyl-;NSC84907;ChemDiv3_000279;NCIOpen2_005143;MLS000550112;N-phenyl-cyclohexanecarboxamide;SCHEMBL1300190;N-Phenyl cyclohexane carboxamide;N-Phenylcyclohexanecarboxamide #;CHEMBL1562513;DTXSID70292697;HMS1473M15;HMS2399O12;NSC-84907;AKOS001584815;IDI1_019597;N-PHENYL-1-CYCLOHEXANECARBOXAMIDE;NCGC00176553-01;SMR000115299;CS-0259879;10.14272/AZTGEJBZSFKULT-UHFFFAOYSA-N;AB00459556-08;EN300-7431652;AN-652/40152508;doi:10.14272/AZTGEJBZSFKULT-UHFFFAOYSA-N;SR-01000389224;SR-01000389224-1;BRD-K31363499-001-01-6

Chemical Property of N-Phenylcyclohexanecarboxamide

Chemical Property:

• Vapor Pressure: 3.32E-06mmHg at 25°C
• Boiling Point: 387.3°Cat760mmHg
• Flash Point: 232.2°C
• PSA: 29.10000
• Density: 1.098g/cm³
• LogP: 3.27840
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 203.131014166
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)NC2=CC=CC=C2

Technology Process of N-Phenylcyclohexanecarboxamide

There total 76 articles about N-Phenylcyclohexanecarboxamide 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: 97.0%

aniline (62-53-3) + cyclohexanylcarbonyl chloride (2719-27-9) → N-phenylcyclohexanamide (2719-26-8)

Guidance literature:

With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate; In acetonitrile; at 0 - 5 ℃; for 1h;

DOI:10.1016/j.tet.2007.08.117

Reference yield: 93.98%

aniline (62-53-3) + Cyclohexanecarboxylic acid (98-89-5) → N-phenylcyclohexanamide (2719-26-8)

Guidance literature:

Cyclohexanecarboxylic acid; With dicyclohexyl-carbodiimide; at 50 ℃; for 0.666667h; Milling;

aniline; With sodium hydrogencarbonate; for 0.75h; Milling;

Reference yield: 93.0%

phenyl cyclohexanecarboxylate (3954-12-9) + aniline (62-53-3) → N-phenylcyclohexanamide (2719-26-8)

Guidance literature:

With allylchloro-[1,3-bis(diisopropylphenyl)-imidazole-2-ylidene]palladium(II); water; potassium carbonate; In toluene; at 110 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acscatal.7b00245

upstream raw materials:

(Z)-cyclohexyl(phenyl)methanone oxime

cyclohexylmagnesiumchloride

phenyl isocyanate

cyclohexylmagnesium bromide

Downstream raw materials:

2-cyclohexyLiDene-3-phenyl-oxazolidine-4,5-dione

<1-Chlor-cyclohexyl>-<4-dimethylamino-phenyl>-keton

Cyclohexanecarbonyl-phenyl-carbamic acid isopropyl ester

C₂₃H₂₃NO

Refernces

• 1、 Qu, Erdong,Li, Shangzhang,Bai, Jin,Zheng, Yan,Li, Wanfang. "Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides". supporting information. p. 58 - 63. Retrieved 2021/12/27.
• 2、 Ma, Ruonan,Chen, Xueyuan,Xiao, Zhiyin,Natarajan, Mookan,Lu, Chunxin,Jiang, Xiujuan,Zhong, Wei,Liu, Xiaoming. "Beckmann rearrangement of ketoximes promoted by cyanuric chloride and dimethyl sulfoxide under a mild condition". . . Retrieved 2021/01/06.