1,4-Diazidobenzene

Base Information

• Chemical Name: 1,4-Diazidobenzene
• CAS No.: 2294-47-5
• Molecular Formula: C6H4 N6
• Molecular Weight: 160.138
• Hs Code.: 2929909090
• DSSTox Substance ID: DTXSID20945621
• Nikkaji Number: J830.323A
• Mol file: 2294-47-5.mol

Synonyms:1,4-diazidobenzene;2294-47-5;P-DIAZIDOBENZENE;p-Diazidobenzene [Forbidden];[(4-diazonioiminocyclohexa-2,5-dien-1-ylidene)hydrazinylidene]azanide;Benzene, 1,4-diazido-;1,4-DIAZIDO BENZENE;YSZC832;SCHEMBL16748959;QNSQTJHTVQSWFR-UHFFFAOYSA-;DTXSID20945621;FT-0666410

Chemical Property of 1,4-Diazidobenzene

Chemical Property:

• Melting Point: 83°C
• Refractive Index: 1.8300 (estimate)
• Boiling Point: 276.02°C (rough estimate)
• PSA: 99.50000
• Density: 1.4978 (rough estimate)
• LogP: 2.47572
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 160.04974415
• Heavy Atom Count: 12
• Complexity: 299

Purity/Quality:

99% ^*data from raw suppliers

1,4-DIAZIDO BENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=N[N+]#N)C=CC1=NN=[N-]
• Uses: 1,4-Diazido Benzene is versatile intermediate with a diverse range of applications in organic and bioorganic chemistry, with their use as photoaffinity labeling reagents.

Technology Process of 1,4-Diazidobenzene

There total 12 articles about 1,4-Diazidobenzene 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: 99.0%

para-diiodobenzene (624-38-4,1032416-46-8) → 1,4-diazidobenzene (2294-47-5)

Guidance literature:

With sodium azide; In ethylene glycol; at 100 ℃; for 3h; Green chemistry;

DOI:10.1039/c8ra04608e

Reference yield: 99.0%

1.4-dibromobenzene (106-37-6) → 1,4-diazidobenzene (2294-47-5)

Guidance literature:

With sodium azide; In ethylene glycol; at 100 ℃; for 3h; Green chemistry;

DOI:10.1039/c8ra04608e

Reference yield: 94.0%

1,4-phenylenediamine (106-50-3) → 1,4-diazidobenzene (2294-47-5)

Guidance literature:

1,4-phenylenediamine; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 1h;

With sodium azide; In water; at 0 ℃; for 4h;

DOI:10.1002/cjoc.201100339

upstream raw materials:

p-dinitrosobenzene

1,4-dihydrazino-benzene

1,4-phenylenediamine

4-azidoaniline

Downstream raw materials:

p-Dinitrenobenzene

C₁₁H₁₄N₆Si

4-azidoaniline

tert-butyl [(1-(4-azidophenyl)-1H-1,2,3-triazol-4-yl)methyl]carbamate

Refernces

• 1、 Plietzsch, Oliver,Schilling, Christine I.,Grab, Tobias,Grage, Stephan L.,Ulrich, Anne S.,Comotti, Angiolina,Sozzani, Piero,Muller, Thierry,Braese, Stefan. "Click chemistry produces hyper-cross-linked polymers with tetrahedral cores". . p. 1577 - 1581. Retrieved 2011.
• 2、 Luo, Liang,Frisbie, C. Daniel. "Length-dependent conductance of conjugated molecular wires synthesized by stepwise "click" chemistry". . p. 8854 - 8855. Retrieved 2010.
• 3、 Argüello, Juan E.,Lanterna, Anabel E.,Lemir, Ignacio D.,Scaiano, Juan C.. "Heterogeneous photocatalysis of azides: Extending nitrene photochemistry to longer wavelengths". supporting information. p. 10239 - 10242. Retrieved 2020/10/02.
• 4、 Filimonov, Victor D.,Krasnokutskaya, Elena A.,Kassanova, Assia Zh.,Fedorova, Valentina A.,Stankevich, Ksenia S.,Naumov, Nikolay G.,Bondarev, Alexander A.,Kataeva, Veronika A.. "Synthesis, structure, and synthetic potential of arenediazonium trifluoromethanesulfonates as stable and safe diazonium salts". supporting information. p. 665 - 674. Retrieved 2018/09/14.