Benzenediazonium chloride

Base Information

• Chemical Name: Benzenediazonium chloride
• CAS No.: 100-34-5
• Molecular Formula: C6H5 N2 . Cl
• Molecular Weight: 140.572
• Hs Code.: 2927000090
• European Community (EC) Number: 202-842-6
• UNII: 3U50A1GI4F
• DSSTox Substance ID: DTXSID30142846
• Wikipedia: Benzenediazonium_tetrafluoroborate
• Wikidata: Q4890760
• Mol file: 100-34-5.mol

Synonyms:benzenediazonium;benzenediazonium chloride;benzenediazonium hexafluorophosphate (-1);benzenediazonium ion;benzenediazonium nitrate;benzenediazonium sulfate (1:1);benzenediazonium sulfate (2:1);benzenediazonium tetrafluoroborate;benzenediazonium tetrafluoroborate (-1);benzenediazonium tri-iodide;phenyldiazonium compounds

Chemical Property of Benzenediazonium chloride

Chemical Property:

• Melting Point: 191-197 °C
• Refractive Index: 1.4877 (estimate)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 28.15000
• Density: g/cm³
• LogP: -0.82482
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 140.0141259
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

98%,99%, ^*data from raw suppliers

BENZENEDIAZONIUM CHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 3
• Hazard Codes: 3

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[N+]#N.[Cl-]
• Uses: Dye intermediate.

Technology Process of Benzenediazonium chloride

There total 77 articles about Benzenediazonium chloride 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: 96.0%

N-trimethylsilylaniline (3768-55-6) → Trimethylsilanol (1066-40-6) + benzene diazonium chloride (100-34-5)

Guidance literature:

With nitrosylchloride; In dichloromethane; for 0.166667h; Ambient temperature;

Reference yield: 96.0%

N-phenylsulfinylamine (222851-56-1) → benzene diazonium chloride (100-34-5)

Guidance literature:

With chloro-trimethyl-silane; isopentyl nitrite; In dichloromethane; for 1h; Ambient temperature; further reagent: EtONO;

Reference yield: 96.0%

1,1,1-trimethyl-N-phenyl-N-(trimethylsilyl)-silanamine (4147-89-1) → Hexamethyldisiloxane (107-46-0) + benzene diazonium chloride (100-34-5)

Guidance literature:

With nitrosylchloride; In dichloromethane; for 0.166667h; Ambient temperature; further reagents: iC₅H₁₁ONO, EtONO, Me₃SiCl;

upstream raw materials:

aniline hydrochloride

phenylhydrazine hydrochloride

N'-phenyl-triazene carboxylic acid ethylester

phenyl isocyanate

Downstream raw materials:

2-hydroxytetrahydrofuran

1-phenyl-3,3-tetramethylenetriazene

2-phenylfuran

1,3-diphenyl-4,5-dihydro-1H-pyrazole

Refernces

• 1、 Abdelhamid, Abdou O.,Gomha, Sobhi M.,Kandeel, Saher M.. "Synthesis of Certain New Thiazole and 1,3,4-Thiadiazole Derivatives via the Utility of 3-Acetylindole". . p. 1529 - 1536. Retrieved 2017.
• 2、 Mohamed, Shaaban K.,Gomaa, Mohsen A.-M.,Nour El-Din, Ahmed M.. "Reaction of Triazene 1-Oxides: Novel Synthesis of Solid Arenediazonium Chlorides". . p. 166 - 167. Retrieved 1997.
• 3、 Oukacha-Hikem, Djamila,Makhloufi-Chebli, Malika,Amar, Anissa,Bouherrou, Houria,Rachedi, Yahia,Meghezzi, Hacène,Silva, Artur M. S.,Hamdi, Maamar. "New 2-pyrone-based hydrazones: Synthesis, spectral characterisation, UV–visible study and evaluation of the antiradicalar activity". . p. 590 - 598. Retrieved 2017.
• 4、 Kitamura, Masato,Tokunaga, Makoto,Pham, Trang,Lubell, William D.,Noyori, Ryoji. "ASYMMETRIC SYNTHESIS OF α-AMINO β-HYDROXY PHOSPHONIC ACIDS VIA BINAP-RUTHENIUM CATALYZED HYDROGENATION". . p. 5769 - 5772. Retrieved 1995.
• 5、 Metwally, Nadia H.,Deeb, Emad A.. "3-Aminopyrazolo[4,3-c]pyridine-4,6-dione as a precursor for novel pyrazolo[4,5,1-ij][1,6]naphthyridines and pyrido[4’,3’:3,4]pyrazolo[1,5-a]pyrimidines". . p. 1614 - 1628. Retrieved 2018.
• 6、 Canning, Peter S. J.,McCrudden, Katharine,Maskill, Howard,Sexton, Brian. "Rates and mechanisms of the thermal solvolytic decomposition of arenediazonium ions". . p. 2735 - 2740. Retrieved 1999.
• 7、 Holt,Bullock. "". . p. 2310. Retrieved 1950.
• 8、 Nan, Guangming,Zhu, Fanghua,Wei, Zhijun. "Ligand-free Suzuki-Miyaura cross-coupling reactions of aryltriazenes with arylboronic acids". . p. 72 - 78. Retrieved 2011.
• 9、 Gomha, Sobhi M.,Abdel-aziz, Hassan M.,El-Reedy, Ahmed A. M.. "Facile Synthesis of Pyrazolo[3,4-c]pyrazoles Bearing Coumarine Ring as Anticancer Agents". . p. 1960 - 1965. Retrieved 2018.
• 10、 Abdelrazek,Helal,Hebishy,Hassan. "A Novel Synthesis of Some 1,4-Phenylene-bis-heterocyclic Derivatives and of Some Pyran, Pyrano[2,3-c]pyrazole, and Pyrano[2,3-d]pyrimidine Derivatives [1]". . p. 1026 - 1031. Retrieved 2015.