Tert-butyl 4-cyanophenylcarbamate

Base Information

• Chemical Name: Tert-butyl 4-cyanophenylcarbamate
• CAS No.: 143090-18-0
• Molecular Formula: C12H14 N2 O2
• Molecular Weight: 218.255
• Hs Code.: 2926909090
• European Community (EC) Number: 802-980-2
• DSSTox Substance ID: DTXSID00436027
• Nikkaji Number: J1.188.302H
• Wikidata: Q82251205
• Mol file: 143090-18-0.mol

Synonyms:143090-18-0;TERT-BUTYL 4-CYANOPHENYLCARBAMATE;tert-Butyl (4-cyanophenyl)carbamate;Tert-butyl N-(4-cyanophenyl)carbamate;4-(Boc-amino)benzonitrile;SCHEMBL959690;DTXSID00436027;CPIRTCVNDVQQLE-UHFFFAOYSA-N;N-Boc-4-aminobenzonitrile, 97%;tert-butyl 4-cyanophenyl-carbamate;tert-Butyl(4-cyanophenyl)carbamate;4-cyano-tert-butyloxycarbonylaniline;tert-butyl-(4-cyanophenyl)carbamate;AB3364;MFCD08703141;AKOS000192718;AC-9398;FS-4246;4-(tert-Butoxycarbonylamino)benzonitrile;4-(tert-Butoxycarbonylamino)-benzonitrile;4-(tert-Butyloxycarbonylamino)-benzonitrile;CS-0138514;FT-0735768;EN300-747191;4-cyanophenylcarbamic acid-1,1-dimethylethylester;A808014;J-524697;Carbamic acid,N-(4-cyanophenyl)-,1,1-dimethylethyl ester;1-Oxa-8-azaspiro[4.5]decane-8-carboxylic acid, 2-oxo-, 1,1-dimethylethyl ester

Chemical Property of Tert-butyl 4-cyanophenylcarbamate

Chemical Property:

• Melting Point: 118-123°C
• Boiling Point: 302 °C at 760 mmHg
• PKA: 12.83±0.70(Predicted)
• Flash Point: 136.4 °C
• PSA: 62.12000
• Density: 1.12 g/cm³
• LogP: 2.97828
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 218.105527694
• Heavy Atom Count: 16
• Complexity: 290

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl4-Cyanophenylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC=C(C=C1)C#N

Technology Process of Tert-butyl 4-cyanophenylcarbamate

There total 19 articles about Tert-butyl 4-cyanophenylcarbamate 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: 92.0%

N-(tert-butoxycarbonyl)-4-methylaniline (14618-59-8) → tert-butyl N-(4-cyanophenyl)carbamate (143090-18-0)

Guidance literature:

With tert.-butylnitrite; N-hydroxyphthalimide; palladium diacetate; In acetonitrile; at 70 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201305731

Reference yield: 92.0%

tert-butyl 4-cyanophenyl(3-perfluorooctylpropoxy)carbamate (1239374-05-0) → tert-butyl N-(4-cyanophenyl)carbamate (143090-18-0)

Guidance literature:

With methanol; tris(propionitrile)tricarbonylmolybdenum⁽⁰⁾; at 130 ℃; for 0.25h; chemoselective reaction; Microwave irradiation; Inert atmosphere;

DOI:10.1002/ejoc.201000367

Reference yield: 91.0%

tert-butyl carbazate (4248-19-5) + 4-bromobenzenecarbonitrile (623-00-7) → tert-butyl N-(4-cyanophenyl)carbamate (143090-18-0)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine; N,N,N',N'-tetramethylguanidine; In acetonitrile; at 23 ℃; for 48h; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.8b02182

upstream raw materials:

tert-butyl carbazate

4-bromobenzenecarbonitrile

tert-butyl 1-(4-cyanophenyl)hydrazine-1-carboxylate

di-tert-butyl dicarbonate

Downstream raw materials:

p-cyanophenyl isocyanate

N-(4-cyanophenyl)-3-phenylpropanamide

N-(4-cyanophenyl)butyramide

4-(aminomethyl)aniline dihydrochloride

Refernces

• 1、 -. "ARYL SULFONAMIDES AS SMALL MOLECULE STAT3 INHIBITORS". Paragraph 00513; 00516. . Retrieved 2021/01/29.
• 2、 -. "HETEROCYCLIC COMPOUNDS AS FUNGICIDES". Page/Page column 77. . Retrieved 2019/10/01.