Benzoyl azide, 4-chloro-

Base Information

• Chemical Name: Benzoyl azide, 4-chloro-
• CAS No.: 21368-28-5
• Molecular Formula: C7H4ClN3O
• Molecular Weight: 181.581
• DSSTox Substance ID: DTXSID90446014
• Nikkaji Number: J472.375I
• Wikidata: Q82264571
• Mol file: 21368-28-5.mol

Synonyms:Benzoyl azide, 4-chloro-;4-chlorobenzoyl azide;21368-28-5;4-Chlorobenzoic azide;4-chloro benzoyl azide;DTXSID90446014;AHA101322;AKOS009452026;AN-584/43409538

Chemical Property of Benzoyl azide, 4-chloro-

Chemical Property:

• PSA: 66.82000
• LogP: 2.24326
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 181.0042895
• Heavy Atom Count: 12
• Complexity: 217

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzoyl azide, 4-chloro-

There total 16 articles about Benzoyl azide, 4-chloro- 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%

4-chloro-benzoyl chloride (122-01-0) → 4-chlorobenzoyl azide (21368-28-5)

Guidance literature:

With sodium azide; In water; acetone; at 22 - 25 ℃; for 1h;

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

Reference yield: 94.0%

para-chlorobenzoic acid (74-11-3) → 4-chlorobenzoyl azide (21368-28-5)

Guidance literature:

With sodium azide; sodium sulfate; 3,4,5-trifluorophenylboronic acid; In acetonitrile; at 20 ℃; for 10h;

DOI:10.1016/S0040-4039(02)02256-6

Reference yield: 90.0%

p-chlorobenzoyl-1H-1,2,3-benzotriazole (4231-70-3) → 4-chlorobenzoyl azide (21368-28-5)

Guidance literature:

With sodium azide; iron(III) chloride hexahydrate; In water; acetone; at 20 ℃; for 0.166667h;

DOI:10.1080/00397911.2010.505698

upstream raw materials:

4-chloro-benzoyl chloride

Methyl 4-chlorobenzoate

2,2-dibromo-1-(4-chlorophenyl)ethanone

para-chlorobenzoic acid

Downstream raw materials:

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

(4-chloro-phenyl)-carbamic acid-[1]naphthyl ester

1-(4-chlorophenyl)-3-(4-hydroxyphenyl)urea

1-(4-chlorophenyl)-3-(naphthalen-1-yl)urea

Refernces

• 1、 Bandgar,Pandit. "Synthesis of acyl azides from carboxylic acids using cyanuric chloride". . p. 3413 - 3414. Retrieved 2002.
• 2、 Tale,Patil. "3,4,5-Trifluorobenzeneboronic acid: A mild and versatile catalyst for the one-pot synthesis of acyl azides from carboxylic acids". . p. 9715 - 9716. Retrieved 2002.
• 3、 Chakrabarti, Kaushik,Dutta, Kuheli,Kundu, Sabuj. "Synthesis of: N -methylated amines from acyl azides using methanol". supporting information. p. 5891 - 5896. Retrieved 2020/08/21.
• 4、 Qiao, Guanyu,Zhang, Zhen,Huang, Baoliang,Zhu, Liu,Xiao, Fan,Zhang, Zhenhua. "Palladium-Catalyzed One-Pot Synthesis of N -Sulfonyl, N -Phosphoryl, and N -Acyl Guanidines". supporting information. p. 330 - 340. Retrieved 2018/01/12.