4-Nitro-7-piperazinobenzofurazan

Base Information

• Chemical Name: 4-Nitro-7-piperazinobenzofurazan
• CAS No.: 139332-66-4
• Molecular Formula: C10H11N5O3
• Molecular Weight: 249.229
• Hs Code.: 2934999090
• European Community (EC) Number: 635-064-4
• DSSTox Substance ID: DTXSID20442160
• Nikkaji Number: J478.254B
• Wikidata: Q72495942
• ChEMBL ID: CHEMBL551285
• Mol file: 139332-66-4.mol

Synonyms:4-nitro-7-piperazino-2,1,3-benzoxadiazole;NBD-PZ

Chemical Property of 4-Nitro-7-piperazinobenzofurazan

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 208-212 °C
• Refractive Index: 1.645
• Boiling Point: 475.679 °C at 760 mmHg
• Flash Point: 241.482 °C
• PSA: 100.01000
• Density: 1.441 g/cm³
• LogP: 1.45760
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 249.08618923
• Heavy Atom Count: 18
• Complexity: 317

Purity/Quality:

99% ^*data from raw suppliers

4-Nitro-7-(piperazin-1-yl)benzo[c][1,2,5]oxadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1)C2=CC=C(C3=NON=C23)[N+](=O)[O-]
• Uses: Derivatizing agent for the determination of mono- & diisocyanates by LC and MS, UV or fluorescent detection .

Technology Process of 4-Nitro-7-piperazinobenzofurazan

There total 5 articles about 4-Nitro-7-piperazinobenzofurazan 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: 100.0%

piperazine (110-85-0) + NBD chloride (10199-89-0) → 4-nitro-7-(piperazin-1-yl)benzo[c][1,2,5]oxadiazole (139332-66-4)

Guidance literature:

In tetrahydrofuran; at 0 ℃;

DOI:10.1021/jm970581b

Reference yield: 99.2%

4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazine-1-carboxylic acid tert butyl ester (871508-91-7) → 4-nitro-7-(piperazin-1-yl)benzo[c][1,2,5]oxadiazole (139332-66-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1039/c7nj01080j

Reference yield: 96.0%

piperazine dihydrochloride (142-64-3,8006-71-1) + NBD chloride (10199-89-0) → 4-nitro-7-(piperazin-1-yl)benzo[c][1,2,5]oxadiazole (139332-66-4)

Guidance literature:

With potassium tert-butylate; In dichloromethane; dimethyl sulfoxide; for 2h;

DOI:10.1021/ol702206d

upstream raw materials:

piperazine

NBD chloride

piperazine dihydrochloride

4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazine-1-carboxylic acid tert butyl ester

Downstream raw materials:

4-[4-(7-nitrobenzo[1,2,5]oxadiazol-4-yl)piperazin-1-yl]-4-oxobutyric acid pentafluorophenyl ester

Refernces

• 1、 Waalboer, Dennis C. J.,Muns, Joey A.,Sijbrandi, Niels J.,Schasfoort, Richard B. M.,Haselberg, Rob,Somsen, Govert W.,Houthoff, Hendrik-Jan,Van Dongen, Guus A. M. S.. "Platinum(II) as bifunctional linker in antibody-drug conjugate formation: Coupling of a 4-nitrobenzo-2-oxa-1,3-diazole fluorophore to trastuzumab as a model". . p. 797 - 803. Retrieved 2015.
• 2、 Vogel, Martin,Karst, Uwe. "4-Nitro-7-piperazino-2,1,3-benzoxadiazole as a reagent for monitoring of airborne isocyanates by liquid chromatography". . p. 6418 - 6426. Retrieved 2002.
• 3、 Huang, Yan,Zhang, Changyu,Xi, Zhen,Yi, Long. "Synthesis and characterizations of a highly sensitive and selective fluorescent probe for hydrogen sulfide". . p. 1187 - 1191. Retrieved 2016.
• 4、 -. "7-nitro-1,2,3-benzooxadiazole derivative and synthesis method and application thereof". Paragraph 0014; 0036; 0037. . Retrieved 2019/06/07.