2-Diazoniobenzoate

Base Information

• Chemical Name: 2-Diazoniobenzoate
• CAS No.: 1608-42-0
• Molecular Formula: C₇H₄N₂O₂
• Molecular Weight: 148.121
• DSSTox Substance ID: DTXSID801275113
• Wikidata: Q27133277
• Metabolomics Workbench ID: 63378
• Mol file: 1608-42-0.mol

Synonyms:2-diazoniobenzoate;o-azobenzoate;ortho-azobenzoate;o-diazoniobenzoate;phenyldiazonium-2-carboxylate;o-benzenediazonium carboxylate;1-benzenediazonium-2-carboxylate;o-carboxybenzenediazonium, inner salt;2-carboxybenzenediazonium, inner salt;benzendiazonium-2-carboxylate;SCHEMBL1882918;CHEBI:64432;DTXSID801275113;1608-42-0;Benzenediazonium, 2-carboxy-, inner salt;Q27133277

Chemical Property of 2-Diazoniobenzoate

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 148.027277375
• Heavy Atom Count: 11
• Complexity: 200

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)[O-])[N+]#N

Technology Process of 2-Diazoniobenzoate

There total 5 articles about 2-Diazoniobenzoate 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: 58.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → benzenedizolium-2-carboxylate (1608-42-0)

Guidance literature:

With isopentyl nitrite; In 1,1-dichloroethane;

Reference yield:

2-carboxybenzene diazonium chloride (4661-46-5) → benzenedizolium-2-carboxylate (1608-42-0)

Guidance literature:

With silver(l) oxide; In water; at 0 ℃; for 2h;

Reference yield:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → benzenedizolium-2-carboxylate (1608-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: isoamyl nitrite, conc. HCl / ethanol / 0 °C

2: Ag₂O / H₂O / 2 h / 0 °C

With hydrogenchloride; silver(l) oxide; isopentyl nitrite; In ethanol; water;

upstream raw materials:

anthranilic acid

2-carboxybenzene diazonium chloride

Downstream raw materials:

2-methyl-5,6-benzo-2-azabicyclo<2.2.2>oct-7-ene-3-one

5-Phenyl-cycloocten

cis-Benzobicyclo<6.2.0>decen-9

(4bR,10aR)-4b,5,6,7,8,9,10,10a-Octahydro-benzo[3,4]cyclobuta[1,2]cyclooctene

Refernces

• 1、 Friedman,Lindow. "-". . p. 2329. Retrieved 1968.
• 2、 Bonvallet, Paul A.,McMahon, Robert J.. "Generation, characterization, and rearrangements of 4,5-benzocyclohepta-1,2,4,6-tetraene [19]". . p. 9332 - 9333. Retrieved 2000.
• 3、 Collins, Carleton G.,Lee, Joshua M.,Oliver, Allen G.,Wiest, Olaf,Smith, Bradley D.. "Internal and external stereoisomers of squaraine rotaxane endoperoxide: Synthesis, chemical differences, and structural revision". . p. 1120 - 1130. Retrieved 2014/03/21.