4-Nitrobenzoyl azide

Base Information

• Chemical Name: 4-Nitrobenzoyl azide
• CAS No.: 2733-41-7
• Molecular Formula: C7H4N4O3
• Molecular Weight: 192.134
• Hs Code.: 2929909090
• European Community (EC) Number: 220-351-5
• NSC Number: 56317
• DSSTox Substance ID: DTXSID2062612
• Nikkaji Number: J110.058K
• Mol file: 2733-41-7.mol

Synonyms:4-Nitrobenzoyl azide;p-Nitrobenzoyl azide;Benzoyl azide, 4-nitro-;2733-41-7;Benzoyl azide, p-nitro-;4-Nitrobenzoic acid azide;EINECS 220-351-5;NSC 56317;p-Nitrobenzoic acid azide;DTXSID2062612;SCHEMBL17199552;C7-H4-N4-O3;NSC56317;NSC-56317;AKOS009157594;FT-0694732

Chemical Property of 4-Nitrobenzoyl azide

Chemical Property:

• Melting Point: 72°C
• Refractive Index: 1.6700 (estimate)
• Boiling Point: 328.09°C (rough estimate)
• PSA: 112.64000
• Density: 1.5614 (rough estimate)
• LogP: 2.02126
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 192.02834000
• Heavy Atom Count: 14
• Complexity: 284

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 2-11-20/22-36/37/38
• Safety Statements: 7/9-16-26-33

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)N=[N+]=[N-])[N+](=O)[O-]

Technology Process of 4-Nitrobenzoyl azide

There total 19 articles about 4-Nitrobenzoyl azide 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%

potassium 4-nitrobenzoate (15922-01-7) → 4-nitrobenzoyl azide (2733-41-7)

Guidance literature:

With sodium azide; tetrabutylammomium bromide; O-phenyl phosphorodichloridate; In dichloromethane; for 2h; Ambient temperature;

Reference yield: 97.4%

4-nitro-benzoyl chloride (122-04-3) → 4-nitrobenzoyl azide (2733-41-7)

Guidance literature:

With sodium azide; In water; acetone; at 22 - 25 ℃;

DOI:10.1016/S0040-4020(01)81763-4

Reference yield: 97.0%

4-nitro-benzoic acid (62-23-7) → 4-nitrobenzoyl azide (2733-41-7)

Guidance literature:

With sodium azide; N-halosuccinimide; triphenylphosphine; In acetone; at -30 - 20 ℃; for 0.5h;

upstream raw materials:

4-nitro-benzoyl chloride

benzenediazonium sulphate

N-amino-(4-nitrophenyl)carboxamide

2,2-dibromo-1-(4-nitro-phenyl)-ethanone

Downstream raw materials:

N-acetyl-N'-(4-nitro-phenyl)-urea

(4-nitro-phenyl)-carbamic acid p-tolyl ester

(4-nitro-phenyl)-carbamic acid-(4-bromo-phenyl ester)

ethyl 4-nitrophenylcarbamate

Refernces

• 1、 Currie, Iain,Sleebs, Brad E.. "Synthesis of Acyl Phosphoramidates Employing a Modified Staudinger Reaction". supporting information. p. 464 - 468. Retrieved 2021/02/03.
• 2、 Güng?r, Tu?ba,Tokay, Esra,Güven Gülhan, ünzile,Hac?o?lu, Nelin,?elik, Ayhan,K??kar, Feray,Ay, Mehmet. "Prodrugs for nitroreductase based cancer therapy-4: Towards prostate cancer targeting: Synthesis of N-heterocyclic nitro prodrugs, Ssap-NtrB enzymatic activation and anticancer evaluation". . . Retrieved 2020/11/16.