tert-Butyl (4-bromophenyl)carbamate

Base Information

• Chemical Name: tert-Butyl (4-bromophenyl)carbamate
• CAS No.: 131818-17-2
• Molecular Formula: C11H14BrNO2
• Molecular Weight: 272.142
• Hs Code.: 29242990
• European Community (EC) Number: 627-205-3
• DSSTox Substance ID: DTXSID60378590
• Nikkaji Number: J1.479.744K
• Wikidata: Q72510084
• Mol file: 131818-17-2.mol

Synonyms:131818-17-2;tert-Butyl (4-bromophenyl)carbamate;tert-butyl N-(4-bromophenyl)carbamate;N-(tert-Butoxycarbonyl)-4-bromoaniline;tert-butyl 4-bromophenylcarbamate;n-boc-4-bromoaniline;N-BOC 4-bromoaniline;tert-Butyl N-(4-bromophenyl)-carbamate;tert-butyl(4-bromophenyl)carbamate;MFCD01006612;4-Bromoaniline, N-BOC protected;4-bromo-N-Boc aniline;SCHEMBL467281;t-butyl 4-bromophenylcarbamate;DTXSID60378590;VLGPDTPSKUUHKR-UHFFFAOYSA-N;Carbamic acid, N-(4-bromophenyl)-, 1,1-dimethylethyl ester;STR08240;AB6575;4-(t-butoxycarbonylamino)-bromobenzene;AKOS003477424;AM86507;PS-7276;SY019265;CS-0018928;FT-0643162;N-(tert-Butoxycarbonyl)-4-bromoaniline, 97%;A26762;EN300-252670;(4-bromo-phenyl)-carbamic acid tert-butyl ester;W-205381

Chemical Property of tert-Butyl (4-bromophenyl)carbamate

Chemical Property:

• Vapor Pressure: 0.00363mmHg at 25°C
• Melting Point: 103-106 °C(lit.)
• Refractive Index: 1.569
• Boiling Point: 281.126 °C at 760 mmHg
• PKA: 12.99±0.70(Predicted)
• Flash Point: 123.821 °C
• PSA: 38.33000
• Density: 1.398 g/cm³
• LogP: 3.86910
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 271.02079
• Heavy Atom Count: 15
• Complexity: 217

Purity/Quality:

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

tert-Butyl4-Bromophenylcarbamate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of tert-Butyl (4-bromophenyl)carbamate

There total 16 articles about tert-Butyl (4-bromophenyl)carbamate 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) + 4-bromo-aniline (106-40-1) → tert-butyl (4-bromophenyl)carbamate (131818-17-2)

Guidance literature:

In toluene; at 70 ℃; for 15h;

DOI:10.1021/jm9702948

Reference yield: 99.0%

tert-butyl phenylcarbamate (3422-01-3) → tert-butyl (4-bromophenyl)carbamate (131818-17-2)

Guidance literature:

With Eosin Y; Selectfluor; In acetonitrile; at 25 ℃; for 1h; regioselective reaction;

DOI:10.1021/acs.orglett.7b01427

Reference yield: 99.0%

→ tert-butyl (4-bromophenyl)carbamate (131818-17-2)

Guidance literature:

With guanidine hydrochloride; In ethanol; at 38 ℃;

upstream raw materials:

di-tert-butyl dicarbonate

4-bromo-aniline

4-methyl-1,2,3-trifluorobenzene

p-aminoiodobenzene

Downstream raw materials:

tert-butyl benzyl(4-bromophenyl)carbamate

tert-butyl 4-(4-hydroxy-tetrahydro-2H-thiopyran-4-yl)phenylcarbamate

tert-butyl N-{4-[(trifluoromethyl)sulfanyl]phenyl}carbamate

C₁₄H₁₈BrNO₂

Refernces

• 1、 Frett, Brendan,McConnell, Nick,Wang, Yuanxiang,Xu, Zhigang,Ambrose, Andrew,Li, Hong-Yu. "Identification of pyrazine-based TrkA inhibitors: Design, synthesis, evaluation, and computational modeling studies". . p. 1507 - 1514. Retrieved 2014.
• 2、 Zeng, Ruijie,Bao, Linquan,Sheng, Hongting,Sun, Lili,Chen, Man,Feng, Yan,Zhu, Manzhou. "Heterobimetallic dinuclear lanthanide alkoxide complexes as acid-base bifunctional catalysts for synthesis of carbamates under solvent-free conditions". . p. 78576 - 78584. Retrieved 2016.
• 3、 Dighe, Satish N.,Jadhav, Hemant R.. "Microwave assisted mild, rapid, solvent-less, and catalyst-free chemoselective N-tert-butyloxycarbonylation of amines". . p. 5803 - 5806. Retrieved 2012.
• 4、 Babin, Victor,Sallustrau, Antoine,Loreau, Olivier,Caillé, Fabien,Goudet, Amélie,Cahuzac, Hélo?se,Del Vecchio, Antonio,Taran, Frédéric,Audisio, Davide. "A general procedure for carbon isotope labeling of linear urea derivatives with carbon dioxide". supporting information. p. 6680 - 6683. Retrieved 2021/07/12.
• 5、 Ingale, Ajit P.,Garad, Dnyaneshwar N.,Ukale, Dattatraya,Thorat, Nitin M.,Shinde, Sandeep V.. "Thiamine hydrochloride as a recyclable organocatalyst for the efficient and chemoselective N-tert-butyloxycarbonylation of amines". supporting information. p. 3791 - 3804. Retrieved 2021/11/04.