Tert-butyl 3-nitrophenylcarbamate

Base Information

• Chemical Name: Tert-butyl 3-nitrophenylcarbamate
• CAS No.: 18437-64-4
• Molecular Formula: C11H14N2O4
• Molecular Weight: 238.243
• DSSTox Substance ID: DTXSID20441113
• Nikkaji Number: J1.826.569I
• Mol file: 18437-64-4.mol

Synonyms:tert-butyl 3-nitrophenylcarbamate;18437-64-4;tert-butyl (3-nitrophenyl)carbamate;Tert-butyl N-(3-nitrophenyl)carbamate;tertbutyl 3-nitrophenylcarbamate;tert-butyl(3-nitrophenyl)carbamate;N-Boc-3-nitroaniline;SCHEMBL3222110;DTXSID20441113;PGDQPYRGGSHYIT-UHFFFAOYSA-N;AB8805;MFCD01006652;AKOS014476554;AS-44917;3-Nitrophenylcarbamic acid tert-butyl ester;FT-0746960;(3-nitro-phenyl)-carbamic acid tert-butyl ester;EN300-6498914;A880776

Chemical Property of Tert-butyl 3-nitrophenylcarbamate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Boiling Point: 297.289oC at 760 mmHg
• PKA: 12.94±0.70(Predicted)
• Flash Point: 133.596oC
• PSA: 87.64000
• Density: 1.252g/cm3
• LogP: 3.47860
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 238.09535693
• Heavy Atom Count: 17
• Complexity: 293

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl3-Nitrophenylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC(=CC=C1)[N+](=O)[O-]

Technology Process of Tert-butyl 3-nitrophenylcarbamate

There total 10 articles about Tert-butyl 3-nitrophenylcarbamate 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: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-nitro-aniline (99-09-2) → tert-butyl (3-nitrophenyl)carbamate (18437-64-4)

Guidance literature:

With lanthanum(III) nitrate; at 20 ℃; for 0.05h;

DOI:10.1016/j.tetlet.2006.09.081

Reference yield: 95.0%

isocyanic acid (3-nitro-phenyl) ester (3320-87-4) + tert-butyl alcohol (75-65-0) → tert-butyl (3-nitrophenyl)carbamate (18437-64-4)

Guidance literature:

for 2h; Heating;

DOI:10.1021/jm051219x

Reference yield: 90.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-nitrophenyl azide (1516-59-2) → tert-butyl (3-nitrophenyl)carbamate (18437-64-4)

Guidance literature:

With Decaborane; palladium on activated charcoal; In methanol; at 20 ℃; for 1.5h;

DOI:10.1016/S0040-4039(02)02106-8

upstream raw materials:

isocyanic acid (3-nitro-phenyl) ester

tert-butyl alcohol

3-nitrobenzoyl azide

di-tert-butyl dicarbonate

Downstream raw materials:

(3-aminophenyl)carbamic acid tert-butyl ester

N-tert-butoxycarbonyl-(E)-3-(1,2-dichlorovinylamino)nitrobenzene

7-(3-aminophenylcarbamoyl)heptanoic acid methyl ester

N-methyl-(3-nitrophenyl)carbamic acid tert-butyl ester

Refernces

• 1、 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.
• 2、 Ingale, Ajit P.,Shinde, Sandeep V.,Thorat, Nitin M.. "Sulfated tungstate: A highly efficient, recyclable and ecofriendly catalyst for chemoselective N-tert butyloxycarbonylation of amines under the solvent-free conditions". supporting information. p. 2528 - 2543. Retrieved 2021/07/02.