N-(4-Oxocyclohexyl)acetamide

Base Information

• Chemical Name: N-(4-Oxocyclohexyl)acetamide
• CAS No.: 27514-08-5
• Molecular Formula: C8H13NO2
• Molecular Weight: 155.197
• Hs Code.: 29242990
• European Community (EC) Number: 608-106-4
• DSSTox Substance ID: DTXSID40337089
• Nikkaji Number: J604.863C
• Wikidata: Q72498611
• Mol file: 27514-08-5.mol

Synonyms:N-(4-Oxocyclohexyl)acetamide;27514-08-5;4-Acetamidocyclohexanone;4-acetamido-cyclohexanone;4-(Acetylamino)cyclohexanone;Acetamide, N-(4-oxocyclohexyl)-;4-n-acetylamino cyclohexanone;N-(4-oxocyclohexyl) acetamide;4-n-acetyl-amino-cyclohexanone;MFCD03703462;EC 608-106-4;4-Aminocyclohexanone, N-acetyl-;4-acetamido cyclohexanone;N-(4-Oxocyclohexyl)acetamde;SCHEMBL658632;4-Acetamidocyclohexanone, 97%;N-(4-Oxo-Cyclohexyl)Acetamide;n-(4-oxo-cyclohexyl)-acetamide;N-(4-Oxocyclohexyl)acetamide #;DTXSID40337089;CS-M1862;BBL034880;STL426087;AKOS001372662;AC-5742;GS-3222;SB17822;SY020514;AM20070523;FT-0602731;EN300-27282;J-523073;Z235341209;4-N-acetyl-aMino-cyclohexanone;N-(4-Oxocyclohexyl)acetaMide;4-acetaMino cyclohexanone

Chemical Property of N-(4-Oxocyclohexyl)acetamide

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 137 °C
• Refractive Index: 1.476
• Boiling Point: 359.086 °C at 760 mmHg
• PKA: 15.76±0.20(Predicted)
• Flash Point: 168.906 °C
• PSA: 46.17000
• Density: 1.071 g/cm³
• LogP: 1.02510
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 155.094628657
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

N-(4-Oxocyclohexyl)acetamide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1CCC(=O)CC1
• Uses: N-(4-Oxocyclohexyl)acetamide is a metabolite of (trans-N-(4-nitroxycyclohexyl)acetamide (CAS 137213-91-3). N-(4-Oxocyclohexyl)acetamide has been used as a reactant in the preparation of 2-Pyrimidinecarbonitrile derivatives as falcipain inhibitors and antiparasitic agents.

Technology Process of N-(4-Oxocyclohexyl)acetamide

There total 10 articles about N-(4-Oxocyclohexyl)acetamide 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: 85.0%

trans-N-acetyl-4-hydroxycyclohexylamine (23363-88-4) → N-(4-oxocyclohexyl)acetamide (27514-08-5)

Guidance literature:

With Jones reagent; In acetone; at 0 - 30 ℃;

Reference yield: 74.0%

N-((trans)-4-hydroxycyclohexyl)acetamide (27489-60-7) → N-(4-oxocyclohexyl)acetamide (27514-08-5)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; at 20 ℃; for 22h;

DOI:10.1002/jhet.5570370229

Reference yield:

4-acetaminophenol (103-90-2,8055-08-1) → N-cyclohexylacetamide (1124-53-4) + N-((trans)-4-hydroxycyclohexyl)acetamide (27489-60-7) + cis-(N-4-hydroxycyclohexyl)acetamide (27489-61-8) + N-(4-oxocyclohexyl)acetamide (27514-08-5)

Guidance literature:

With hydrogen; RuC; In ethanol; at 119.85 ℃; under 37503 Torr; Further Variations:; Catalysts; Solvents; Product distribution;

DOI:10.1016/j.jcat.2004.11.018

upstream raw materials:

trans-N-acetyl-4-hydroxycyclohexylamine

2-(4-Acetylamino-cyclohexylideneamino)-propionamide

N-((trans)-4-hydroxycyclohexyl)acetamide

4-acetaminophenol

Downstream raw materials:

N-(4-Pyrrolidinocyclohex-3-enyl)acetamid

4-aminocyclohexan-1-one hydrochloride

1,1,2,2-tetraphenylethylene

(+/-)-5-ethanamido-4,5,6,7-tetrahydroindazole

Refernces

• 1、 -. "Synthesis and separation method of pramipexole intermediate". Paragraph 0018. . Retrieved 2020/05/01.
• 2、 Song, Wenjing,Liu, Xiuna,Jiang, Shaoyang,Chen, Zhou,Weng, Weizheng,Rodríguez-Ramos,Yi, Xiaodong,Fang, Weiping. "Selective hydrogenation of paracetamol to acetamidocyclohexanone with silylated SiO2 supported Pd-based catalysts". . p. 41572 - 41579. Retrieved 2016/05/19.