p-Chloroazobenzene

Base Information

• Chemical Name: p-Chloroazobenzene
• CAS No.: 6141-95-3
• Molecular Formula: C12H9ClN2
• Molecular Weight: 216.67
• Hs Code.: 2927000090
• NSC Number: 16040
• DSSTox Substance ID: DTXSID90871069
• Nikkaji Number: J142.086K,J142.087I,J105.346I
• Mol file: 6141-95-3.mol

Synonyms:p-Chloroazobenzene;4-CHLOROAZOBENZENE;Azobenzene, 4-chloro-;4340-77-6;(Z)-4-Chloroazobenzene;Diazene, (4-chlorophenyl)phenyl-;Azobenzene, 4-chloro-, (E)-;Diazene, (4-chlorophenyl)phenyl-, (E)-;C12H9ClN2;Diazene, (4-chlorophenyl)phenyl-, (Z)-;Azobenzene, 4-chloro-, (Z)-;NSC 16040;6141-95-3;6530-97-8;(4-chlorophenyl)-phenyldiazene;NSC16040;1-(4-chlorophenyl)-2-phenyldiazene;p-Chloro-cis-azobenzene;(E)-4-Chloroazobenzene;p-Chloro-trans-azobenzene;SCHEMBL3283243;Azobenzene, 4-chloro- (8CI);DTXSID90871069;NJFDMENHTAYHMA-CCEZHUSRSA-N;NJFDMENHTAYHMA-PFONDFGASA-N;NSC-16040;AKOS015997075;(E)-1-(4-Chlorophenyl)-2-phenyldiazene #;(Z)-1-(4-Chlorophenyl)-2-phenyldiazene #

Chemical Property of p-Chloroazobenzene

Chemical Property:

• Boiling Point: 335.2°Cat760mmHg
• Flash Point: 156.6°C
• PSA: 24.72000
• Density: 1.15g/cm³
• LogP: 4.75540
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 216.0454260
• Heavy Atom Count: 15
• Complexity: 204

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N=NC2=CC=C(C=C2)Cl

Technology Process of p-Chloroazobenzene

There total 18 articles about p-Chloroazobenzene 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%

1-(4-chlorophenyl)-2-phenylhydrazine (949-88-2) → trans-(4-chloro-phenyl)-phenyl-diazene (6141-95-3)

Guidance literature:

With potassium tert-butylate; ammonia; at -75 - 20 ℃; for 0.05h; Sealed tube;

DOI:10.1002/anie.201610371

Reference yield: 82.0%

4-chloro-aniline (106-47-8) + aniline (62-53-3) → trans-(4-chloro-phenyl)-phenyl-diazene (6141-95-3)

Guidance literature:

With p-tert-butylcalix[4]arene-tetra-O-acetate; silver nitrate; In water; at 60 ℃; for 1h; Darkness; Green chemistry;

DOI:10.1039/c5gc01859e

Reference yield: 67.0%

4-chloro-aniline (106-47-8) + Nitrosobenzene (586-96-9) → trans-(4-chloro-phenyl)-phenyl-diazene (6141-95-3)

Guidance literature:

With acetic acid; In ethanol; at 40 ℃;

DOI:10.1039/d1cc03742k

upstream raw materials:

1,4-diacetyl-1,2,3,4-tetraphenyl-tetrazane

4-Aminoazobenzene

ethanol

cis-(4-chloro-phenyl)-phenyl-diazene

Downstream raw materials:

cis-(4-chloro-phenyl)-phenyl-diazene

1-(4-chlorophenyl)-2-phenylhydrazine

2-(4-chlorophenyl)-2H-benzo[d][1,2,3]triazole

5-chloro-2-phenyl-2H-benzo[d][1,2,3]triazole

Refernces

• 1、 Long, Yu,Luo, Nan,Ma, Jiantai,Qin, Jiaheng,Sun, Fangkun,Wang, Wei David,Zhou, Pan-Pan. "Zr(OH)4-Catalyzed Controllable Selective Oxidation of Anilines to Azoxybenzenes, Azobenzenes and Nitrosobenzenes". supporting information. . Retrieved 2021/12/09.
• 2、 Han, Sheng,Cheng, Ying,Liu, Shanshan,Tao, Chaofu,Wang, Aiping,Wei, Wanguo,Yu, Han,Wei, Yongge. "Selective Oxidation of Anilines to Azobenzenes and Azoxybenzenes by a Molecular Mo Oxide Catalyst". supporting information. p. 6382 - 6385. Retrieved 2021/02/09.