tert-butyl N-cyclohexylcarbamate

Base Information

• Chemical Name: tert-butyl N-cyclohexylcarbamate
• CAS No.: 3712-40-1
• Molecular Formula: C11H21 N O2
• Molecular Weight: 199.293
• Hs Code.: 2924299090
• European Community (EC) Number: 808-809-8
• NSC Number: 176007
• DSSTox Substance ID: DTXSID70306384
• Nikkaji Number: J828.350H
• Wikidata: Q82053461
• ChEMBL ID: CHEMBL5194915
• Mol file: 3712-40-1.mol

Synonyms:tert-butyl N-cyclohexylcarbamate;3712-40-1;tert-butyl cyclohexylcarbamate;NSC176007;tert-butylcyclohexylcarbamate;SCHEMBL60196;CHEMBL5194915;DTXSID70306384;cyclohexylcarbamic acid t-butyl ester;MFCD07127722;STL256162;AKOS003477281;NSC-176007;Cyclohexylcarbamic Acid tert-Butyl Ester;BS-28334;N-cyclohexyl-carbamic acid tert-butyl ester;F87936;A874181

Chemical Property of tert-butyl N-cyclohexylcarbamate

Chemical Property:

• Vapor Pressure: 0.00226mmHg at 25°C
• Refractive Index: 1.465
• Boiling Point: 289°Cat760mmHg
• Flash Point: 128.6°C
• PSA: 38.33000
• Density: 0.97g/cm³
• LogP: 3.23470
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 199.157228913
• Heavy Atom Count: 14
• Complexity: 190

Purity/Quality:

99%min ^*data from raw suppliers

tert-ButylN-Cyclohexylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCCCC1

Technology Process of tert-butyl N-cyclohexylcarbamate

There total 42 articles about tert-butyl N-cyclohexylcarbamate 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%

di-tert-butyl dicarbonate (24424-99-5) + cyclohexylamine (108-91-8,157973-60-9) → tert-butyl cyclohexylcarbamate (3712-40-1)

Guidance literature:

With perchloric acid; at 30 - 35 ℃; for 0.25h;

DOI:10.1039/b605074c

Reference yield: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + 1-nitrocyclohexane (1122-60-7) → tert-butyl cyclohexylcarbamate (3712-40-1)

Guidance literature:

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In water; at 20 ℃; for 3.5h; Inert atmosphere; Green chemistry;

DOI:10.1021/acs.orglett.7b02090

Reference yield: 97.0%

N,N'-dicyclohexyl-diazenedicarboxamide + lithium tert-butoxide (1907-33-1) → tert-butyl cyclohexylcarbamate (3712-40-1)

Guidance literature:

With copper(ll) bromide; In tetrahydrofuran; hexane; at 20 ℃; for 0.333333h;

DOI:10.1016/S0040-4039(99)01751-7

upstream raw materials:

tert-butyl cyanoformate

cyclohexylamine

cyclohexylcarboxamide

tert-butyl alcohol

Downstream raw materials:

3-Cyclohexyl-1,1-diisopropylurea

N-cyclohexyl-N'-phenylurea

tert-butyl cyclohexyl{(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl}carbamate

potassium tert-butyl cyclohexyl{(trifluoroborato)methyl}carbamate

Refernces

• 1、 Burns, David J.,Lee, Ai-Lan,McLean, Euan B.,Mooney, David T.. "Direct Hydrodecarboxylation of Aliphatic Carboxylic Acids: Metal- and Light-Free". supporting information. p. 686 - 691. Retrieved 2022/01/28.
• 2、 Pise, Ashok S.,Ingale, Ajit P.,Dalvi, Navnath R.. "Ultrasound promoted environmentally benign, highly efficient, and chemoselective N-tert-butyloxycarbonylation of amines by reusable sulfated polyborate". supporting information. p. 3768 - 3780. Retrieved 2021/10/26.