Azobenzene-2,2'-dicarboxylic acid

Base Information

• Chemical Name: Azobenzene-2,2'-dicarboxylic acid
• CAS No.: 635-54-1
• Molecular Formula: C14H10N2O4
• Molecular Weight: 270.244
• Hs Code.: 2927000090
• Mol file: 635-54-1.mol

Synonyms:1,2-bis(2-carboxyphenyl)diazene;2,2'-dicarboxyazobenzene;Benzoic acid, 2,2‘-azobis-;Benzoic acid,2,2'-azobis;azodibenzoic acid;2,2'-azobenzoic acid;azobenzene-2,2'-dicarboxylic acid;2,2'-azodibenzoic acid;

Chemical Property of Azobenzene-2,2'-dicarboxylic acid

Chemical Property:

• PSA: 99.32000
• LogP: 3.49840

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Azobenzene-2,2'-dicarboxylic acid

There total 39 articles about Azobenzene-2,2'-dicarboxylic acid 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: 95.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2,2'-azobenzoic acid (635-54-1)

Guidance literature:

With peracetic acid; 2-Iodobenzoic acid; In dichloromethane; at 20 - 25 ℃; for 15h;

DOI:10.1016/j.tet.2012.07.012

Reference yield: 7.0%

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → 2,2'-azobenzoic acid (635-54-1)

Guidance literature:

ortho-nitrobenzoic acid; With sodium hydroxide; zinc; In ethanol; water; at 95 ℃; for 24h;

With hydrogenchloride; In water; pH=2;

DOI:10.1021/ja504484a

Reference yield:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-nitroso-benzoic acid (612-27-1) + ortho-nitrobenzoic acid (552-16-9,104810-18-6) + 2,2'-azobenzoic acid (635-54-1) + 2,2'-azoxy-di-benzoic acid (573-79-5)

Guidance literature:

With [(-Ti(H₂O)(OH)-O-Ti(H₂O)(OH)-O-)*(O*-O^-)]n; dihydrogen peroxide; In methanol; at 25 ℃; for 0.75h;

DOI:10.1002/1521-3773(20010119)40:2<405::AID-ANIE405>3.0.CO;2-6

upstream raw materials:

2,2'-oxydiazenediyl-bis-benzaldehyde

2,2'-dicarboxyhydrazobenzene

ortho-nitrobenzoic acid

3-oxo-1-oxy-3H-indole-2-carboxylic acid ethyl ester

Downstream raw materials:

1,2-bis(2-(carbomethoxy)phenyl)diazene

2,2'-dicarboxyhydrazobenzene

2-(tert-butyloxycarbonylamino)benzoic acid

Refernces

• 1、 Savéant, Jean-Michel,Tard, Cédric. "Proton-coupled electron transfer in azobenzene/hydrazobenzene couples with pendant acid-base functions. Hydrogen-bonding and structural effects". supporting information. p. 8907 - 8910. Retrieved 2014/07/08.
• 2、 Ma, Hengchang,Li, Wenfeng,Wang, Jian,Xiao, Guanghai,Gong, Yuan,Qi, Chunxuan,Feng, Yunpeng,Li, Xiufang,Bao, Zhikang,Cao, Wei,Sun, Qiangsheng,Veaceslav, Caraus,Wang, Feng,Lei, Ziqiang. "Organocatalytic oxidative dehydrogenation of aromatic amines for the preparation of azobenzenes under mild conditions". experimental part. p. 8358 - 8366. Retrieved 2012/09/21.