5-Carboxy-2,1,3-benzoxadiazol-1-ium-1-olate

Base Information

• Chemical Name: 5-Carboxy-2,1,3-benzoxadiazol-1-ium-1-olate
• CAS No.: 6086-24-4
• Molecular Formula: C7H4 N2 O4
• Molecular Weight: 180.12
• Hs Code.: 2934999090
• NSC Number: 343748
• DSSTox Substance ID: DTXSID90319330
• Wikidata: Q82075730
• ChEMBL ID: CHEMBL2270111
• Mol file: 6086-24-4.mol

Synonyms:6086-24-4;5-Carboxy-2,1,3-benzoxadiazol-1-ium-1-olate;Benzofuroxan-5-carboxylic acid;1-oxido-2,1,3-benzoxadiazol-1-ium-5-carboxylic acid;CHEMBL2270111;NSC 343748;ChemDiv3_001931;SCHEMBL548486;DTXSID90319330;HMS1478H17;BDBM50498398;MFCD00068056;NSC343748;STK763146;AKOS001630500;NSC-343748;IDI1_020897;FT-0622701;5-carboxybenzo[c][1,2,5]oxadiazole 1-oxide;2,1,3-Benzoxadiazole-5-carboxylic acid 1-oxide;2,1,3-Benzoxadiazole-5-carboxylic acid N-oxide;[2,1,3]-benzoxadiazole-5-carboxylic acid N-oxide;2,4-DIAMINO-5-PHENYLTHIAZOLEMONOHYDROBROMIDE

Chemical Property of 5-Carboxy-2,1,3-benzoxadiazol-1-ium-1-olate

Chemical Property:

• Vapor Pressure: 7.67E-16mmHg at 25°C
• Melting Point: 125-131°C
• Boiling Point: 631.2°C at 760 mmHg
• PKA: 1.97±0.30(Predicted)
• Flash Point: 335.5°C
• PSA: 88.79000
• Density: 1.37g/cm³
• LogP: 0.95450
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 180.01710661
• Heavy Atom Count: 13
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

2,1,3-Benzoxadiazole-5-carboxylic acid N-oxide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=[N+](ON=C2C=C1C(=O)O)[O-]

Technology Process of 5-Carboxy-2,1,3-benzoxadiazol-1-ium-1-olate

There total 5 articles about 5-Carboxy-2,1,3-benzoxadiazol-1-ium-1-olate 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: 88.8%

4-amino-3-nitrobenzoic acid (1588-83-6) → 5-[benzo[1,2-c]1,2,5-oxadiazol N1-oxide]carboxylic acid (6086-24-4)

Guidance literature:

4-amino-3-nitrobenzoic acid; With potassium hydroxide; In ethanol; water; at 65 - 70 ℃; for 1.25h; Reflux; Inert atmosphere;

With sodium hypochlorite; at 0 ℃; for 3.5h;

Reference yield: 85.0%

3-chloro-4-nitrobenzoic acid (39608-47-4) → 5-[benzo[1,2-c]1,2,5-oxadiazol N1-oxide]carboxylic acid (6086-24-4)

Guidance literature:

With sodium azide; N-ethyl-N-methylpyrrolidinium tetrafluoroborate; tetrabutylammomium bromide; In water; at 80 ℃; for 4h;

DOI:10.1016/j.mencom.2012.03.015

Reference yield:

4-azido-3-nitro-benzoic acid (54974-60-6) → 5-[benzo[1,2-c]1,2,5-oxadiazol N1-oxide]carboxylic acid (6086-24-4)

Guidance literature:

In acetic acid;

DOI:10.1021/jm00308a027

upstream raw materials:

4-azido-3-nitro-benzoic acid

4-chloro-3-nitrobenzoate

3-chloro-4-nitrobenzoic acid

4-amino-3-nitrobenzoic acid

Downstream raw materials:

benzo[c][1,2,5]oxadiazole-5-carbonitrile

benzofurazan-5-carbonyl chloride

Refernces

• 1、 -. "BICYCLIC AMIDES FOR ENHANCING GLUTAMATERGIC SYNAPTIC RESPONSES". Paragraph 0088. . Retrieved 2015/11/16.
• 2、 Sheremetev, Aleksei B.,Aleksandrova, Nataliya S.,Ignat'Ev, Nikolai V.,Schulte, Michael. "Straightforward one-pot synthesis of benzofuroxans from o-halonitrobenzenes in ionic liquids". scheme or table. p. 95 - 97. Retrieved 2012/07/03.