p-Chloroazobenzene

Base Information

• Chemical Name: p-Chloroazobenzene
• CAS No.: 4340-77-6
• Molecular Formula: C12H9ClN2
• Molecular Weight: 216.67
• NSC Number: 16040
• DSSTox Substance ID: DTXSID90871069
• Nikkaji Number: J142.086K,J142.087I,J105.346I
• Mol file: 4340-77-6.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:

• Melting Point: 88°C
• Refractive Index: 1.5749 (estimate)
• Boiling Point: 350.93°C (rough estimate)
• PSA: 24.72000
• Density: 1.2154 (rough estimate)
• LogP: 4.75540
• Water Solubility.: 433.3ug/L(25 oC)
• 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:

99%, ^*data from raw suppliers

4-CHLOROAZOBENZENE 95.00% ^*data from reagent suppliers

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 43 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%

4-chloro-aniline (106-47-8) + Nitrosobenzene (586-96-9) → 4-chloroazobenzene (4340-77-6)

Guidance literature:

With acetic acid; In ethanol; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1002/adsc.202100440

Reference yield: 99.0%

1-(4-chlorophenyl)-2-phenylhydrazine (949-88-2) → 4-chloroazobenzene (4340-77-6)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In ethanol; at 60 ℃; for 15h; Green chemistry;

DOI:10.1039/d0ob00103a

Reference yield: 89.0%

aniline yellow (60-09-3) → 4-chloroazobenzene (4340-77-6)

Guidance literature:

aniline yellow; With para-dodecylbenzenesulfonic acid; sodium nitrite; In tetrachloromethane; at 20 ℃;

With triethylamine; In tetrachloromethane; at 70 ℃;

DOI:10.1007/s11172-012-0029-2

upstream raw materials:

4-phenylazoaniline hydrochloride

4-chloro-aniline

acetic acid

Nitrosobenzene

Downstream raw materials:

4-amino-4'-chlorodiphenylamine

4-chloro-N₂-phenylbenzene-1,2-diamine

2,3,5-trichloro-N¹-(4-chloro-phenyl)-p-phenylenediamine

(4-bromo-phenyl)-(4-chloro-phenyl)-diazene

Refernces

• 1、 Luo, Jiajie,Qi, Hang,Qiao, Zhen,Tang, Xiaowen,Tang, Yi-Quan,Wang, KeWei,Wei, Ningning,Yin, Zhengji,Zhang, Yanru,Zhou, Qiqi,Zhu, Wei. "Photosensitive and Photoswitchable TRPA1 Agonists Optically Control Pain through Channel Desensitization". supporting information. p. 16282 - 16292. Retrieved 2021/11/12.
• 2、 Akinnawo, Christianah Aarinola,Alimi, Oyekunle Azeez,Fapojuwo, Dele Peter,Meijboom, Reinout,Mogudi, Batsile M.,Onisuru, Oluwatayo Racheal,Oseghale, Charles O.. "Bifunctional Cs?Au/Co3O4 (Basic and Redox)-Catalyzed Oxidative Synthesis of Aromatic Azo Compounds from Anilines". supporting information. p. 5063 - 5073. Retrieved 2021/09/30.