5-Bromo-2,1,3-benzoxadiazole

Base Information

• Chemical Name: 5-Bromo-2,1,3-benzoxadiazole
• CAS No.: 51376-06-8
• Molecular Formula: C6H3BrN2O
• Molecular Weight: 199.007
• Hs Code.: 2934999090
• European Community (EC) Number: 688-430-0
• DSSTox Substance ID: DTXSID60379966
• Wikidata: Q72451802
• Mol file: 51376-06-8.mol

Synonyms:5-bromo-2,1,3-benzoxadiazole;51376-06-8;5-bromobenzo[c][1,2,5]oxadiazole;5-Bromobenzofurazan;2,1,3-Benzoxadiazole, 5-bromo-;5-Bromo-benzo[1,2,5]oxadiazole;5-bromobenzfurazan;SCHEMBL298552;DTXSID60379966;ZWDFFESFCIACQC-UHFFFAOYSA-N;5-bromanyl-2,1,3-benzoxadiazole;MFCD02682026;AKOS006228841;AS-2018;CS-W015642;AC-26537;5-bromo-2,1,3-benzoxadiazole, AldrichCPR;AM20040599;FT-0620066;EN300-85636;A828562;J-516862;Z1201621839

Chemical Property of 5-Bromo-2,1,3-benzoxadiazole

Chemical Property:

• Vapor Pressure: 0.026mmHg at 25°C
• Melting Point: 72 °C
• Refractive Index: 1.661
• Boiling Point: 255.778 °C at 760 mmHg
• PKA: -1.63±0.36(Predicted)
• Flash Point: 108.491 °C
• PSA: 38.92000
• Density: 1.826 g/cm³
• LogP: 1.98530
• Storage Temp.: Room temperature.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 197.94288
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-2,1,3-benzoxadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NON=C2C=C1Br

Technology Process of 5-Bromo-2,1,3-benzoxadiazole

There total 13 articles about 5-Bromo-2,1,3-benzoxadiazole 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-bromo-2-(tert-butyl-NNO-azoxy)phenyldiazonium tetrafluoroborate → 5-bromo-benzo[1,2,5]oxadiazole (51376-06-8)

Guidance literature:

In acetonitrile; at 0 ℃; for 20h;

DOI:10.1002/1099-0690(200210)2002:20<3435::AID-EJOC3435>3.0.CO;2-Z

Reference yield: 80.0%

5-bromo-2-(tert-butyl-NNO-azoxy)phenyldiazonium tetrafluoroborate → 5-bromo-benzo[1,2,5]oxadiazole (51376-06-8)

Guidance literature:

In acetonitrile; at 20 ℃; for 2h;

DOI:10.1002/1099-0690(200210)2002:20<3435::AID-EJOC3435>3.0.CO;2-Z

Reference yield: 77.0%

6-bromobenzo[c][1,2,5]oxadiazole 1-oxide (41153-83-7) → 5-bromo-benzo[1,2,5]oxadiazole (51376-06-8) + (2E,4Z)-3-bromo-hexa-2,4-dienedinitrile

Guidance literature:

With triethyl phosphite; In ethanol; at 70 - 75 ℃; for 2h; Inert atmosphere;

DOI:10.1021/op025615q

upstream raw materials:

4-bromo-[1,2]benzoquinone dioxime

6-bromobenzo[c][1,2,5]oxadiazole 1-oxide

4-bromo-2-(tert-butyl-NNO-azoxy)aniline

4-Bromo-2-nitroaniline

Downstream raw materials:

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

5-(4-methoxyphenyl)benzo[c][1,2,5]oxadiazole

5-(3-methoxyphenyl)-2,1,3-benzoxadiazole

5-(3-cyanophenyl)-2,1,3-benzoxadiazole

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR THE TREATMENT OF CANCER". . . Retrieved 2020/07/08.
• 2、 Sheng, Jinyu,He, Ru,Xue, Jie,Wu, Chao,Qiao, Juan,Chen, Chao. "Cu-Catalyzed π-Core Evolution of Benzoxadiazoles with Diaryliodonium Salts for Regioselective Synthesis of Phenazine Scaffolds". supporting information. p. 4458 - 4461. Retrieved 2018/08/09.