Benzoic acid, 4-(phenylazo)-

Base Information

• Chemical Name: Benzoic acid, 4-(phenylazo)-
• CAS No.: 1562-93-2
• Molecular Formula: C13H10 N2 O2
• Molecular Weight: 226.235
• Hs Code.: 29270000
• European Community (EC) Number: 216-347-8
• NSC Number: 2522
• UNII: U7WT6MJ3SW
• DSSTox Substance ID: DTXSID1061784
• Nikkaji Number: J1.206.279F,J1.579.739H,J80.232H
• ChEMBL ID: CHEMBL273753
• Mol file: 1562-93-2.mol

Synonyms:1562-93-2;4-(PHENYLAZO)BENZOIC ACID;Benzoic acid, 4-(phenylazo)-;p-Phenylazobenzoic acid;Azoic acid;4-phenyldiazenylbenzoic acid;Azobenzene-4-carboxylic acid;4-Carboxyazobenzene;Benzoic acid, p-(phenylazo)-;4-Phenylazobenzoic acid;4-(phenyldiazenyl)benzoic acid;4-(PHENYLAZO)BENZOICACID;Benzoic acid, 4-(2-phenyldiazenyl)-;(E)-4-(Phenyldiazenyl)benzoic acid;37790-20-8;4-Phenylazo-benzoic acid;U7WT6MJ3SW;CHEMBL273753;4-[(E)-phenylazo]benzoic acid;NSC 2522;NSC-2522;EINECS 216-347-8;Trans-4-(Phenyldiazenyl)Benzoic Acid;Benzoic acid, 4-(phenylazo)-, (E)-;4-phenyldiazenyl-benzoic acid;Benzoic acid,4-(2-phenyldiazenyl)-;UNII-U7WT6MJ3SW;SCHEMBL168297;SCHEMBL3361521;DTXSID1061784;NSC2522;4-(2-Phenyldiazenyl)benzoic acid;(Z)-Azobenzene-4-carboxylic acid;4-(Phenylazo)benzoic acid, 98%;BAA56293;4-[(E)-Phenyldiazenyl]benzoic acid;BDBM50587272;Benzoic acid, 4-(phenylazo)-(E)-;MFCD00020348;[4-(phenylazo)phenyl]-methanoic acid;4-(2-phenyldiazen-1-yl)benzoic acid;AKOS015889583;AKOS024386633;4-[(E)-Phenyldiazenyl]benzoic acid #;HY-W106234;AS-62175;CS-0163758;FT-0649868;FT-0657549;P0143;D91911;A823874;A928553;AE-562/40861594;J-009295

Chemical Property of Benzoic acid, 4-(phenylazo)-

Chemical Property:

• Vapor Pressure: 9.72E-08mmHg at 25°C
• Melting Point: 247-250 °C(lit.)
• Boiling Point: 418.1°Cat760mmHg
• PKA: 3.81±0.10(Predicted)
• Flash Point: 206.7°C
• PSA: 62.02000
• Density: 1.19g/cm³
• LogP: 3.80020
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 226.074227566
• Heavy Atom Count: 17
• Complexity: 277

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(Phenylazo)benzoic Acid >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Azo Dyes
• Canonical SMILES: C1=CC=C(C=C1)N=NC2=CC=C(C=C2)C(=O)O
• Uses: 4-(Phenylazo)benzoic acid may be used in the preparation of a novel photochromic ZrO2 precursor solution.

Technology Process of Benzoic acid, 4-(phenylazo)-

There total 20 articles about Benzoic acid, 4-(phenylazo)- 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: 90.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + Nitrosobenzene (586-96-9) → 4-(2-phenyldiazen-1-yl)benzoic acid (1562-93-2)

Guidance literature:

With acetic acid; at 80 ℃; for 2h;

DOI:10.3762/bjoc.15.74

Reference yield: 78.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + nitrobenzene (98-95-3,26969-40-4) → 4-(2-phenyldiazen-1-yl)benzoic acid (1562-93-2)

Guidance literature:

With acetic acid; at 20 ℃; for 24h;

DOI:10.1039/c7cc04599a

Reference yield: 70.1%

nitrobenzene (98-95-3,26969-40-4) + 4-nitro-benzoic acid (62-23-7) → 4-(2-phenyldiazen-1-yl)benzoic acid (1562-93-2)

Guidance literature:

nitrobenzene; 4-nitro-benzoic acid; With hydrogen; potassium hydroxide; In para-xylene; at 120 ℃; for 36h; under 760.051 Torr;

With oxygen; In para-xylene; at 120 ℃; for 2h;

DOI:10.1021/ol202362f

upstream raw materials:

4-cyanoazobenzene

4-phenyl-NNO-azoxybenzoic acid

4-phenyl-ONN-azoxybenzoic acid

4-amino-benzoic acid

Downstream raw materials:

4-phenylazo-benzoic acid-(1-methoxy-vinyl ester)

4-phenyl-NNO-azoxybenzoic acid

4-phenyl-ONN-azoxybenzoic acid

4-(2-phenylhydrazino)benzoic acid

Refernces

• 1、 Rustler, Karin,Maleeva, Galyna,Bregestovski, Piotr,K?nig, Burkhard. "Azologization of serotonin 5-HT3 receptor antagonists". . p. 780 - 788. Retrieved 2019/04/17.
• 2、 Zhang, Zhiwei,Zhang, Shaoze,Zhang, Junji,Zhu, Liangliang,Qu, Dahui. "Solvent-dependent self-assembly and morphological transition of low-molecular-weight azobenzene organogel". supporting information. p. 4891 - 4895. Retrieved 2017/07/27.