4-Nitrobenzenediazonium toluene-4-sulphonate

Base Information

• Chemical Name: 4-Nitrobenzenediazonium toluene-4-sulphonate
• CAS No.: 1947-33-7
• Molecular Formula: C13H11N3O5S
• Molecular Weight: 321.313
• European Community (EC) Number: 217-749-6
• DSSTox Substance ID: DTXSID60173108
• Mol file: 1947-33-7.mol

Synonyms:4-Nitrobenzenediazonium toluene-4-sulphonate;1947-33-7;EINECS 217-749-6;4-methylbenzenesulfonate;4-nitrobenzenediazonium;4-NITROBENZENEDIAZONIUM TOLUENE-4-SULFONATE;4-NITROBENZENEDIAZONIUM TOSYLATE;C7H7O3S.C6H4N3O2;SCHEMBL11207524;DTXSID60173108;p-Nitrobenzol-Diazonium-p-Toluolsulfonat;C7-H7-O3-S.C6-H4-N3-O2;Benzenediazonium, p-nitro-, p-toluenesulfonate;Benzenediazonium, 4-nitro-, salt with 4-methylbenzenesulfonic acid (1:1)

Chemical Property of 4-Nitrobenzenediazonium toluene-4-sulphonate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 139.55000
• Density: g/cm³
• LogP: 4.58248
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 321.04194163
• Heavy Atom Count: 22
• Complexity: 387

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)[O-].C1=CC(=CC=C1[N+]#N)[N+](=O)[O-]

Technology Process of 4-Nitrobenzenediazonium toluene-4-sulphonate

There total 2 articles about 4-Nitrobenzenediazonium toluene-4-sulphonate 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: 86.0%

toluene-4-sulfonic acid (104-15-4) + 4-nitro-aniline (100-01-6,104810-17-5) → 4-nitrobenzenediazonium 4-methylbenzenesulfonate (1947-33-7)

Guidance literature:

toluene-4-sulfonic acid; 4-nitro-aniline; With acetic acid; In tetrahydrofuran; for 0.0833333h; Cooling with ice;

With tert.-butylnitrite; In tetrahydrofuran; at 0 - 20 ℃; for 1.16667h;

DOI:10.1055/s-0039-1690159

Reference yield:

4-nitro-aniline; toluene-4-sulfonate (14034-64-1) → 4-nitrobenzenediazonium 4-methylbenzenesulfonate (1947-33-7)

Guidance literature:

With tert.-butylnitrite; In tetrahydrofuran; at -10 - 20 ℃;

DOI:10.1055/s-0029-1219090

Reference yield: 98.0%

4-nitrobenzenediazonium 4-methylbenzenesulfonate (1947-33-7) → p-nitrobenzene iodide (636-98-6)

Guidance literature:

With potassium iodide; In water; at 20 ℃; for 0.0833333h;

DOI:10.1021/ol8013528

upstream raw materials:

toluene-4-sulfonic acid

4-nitro-aniline

4-nitro-aniline; toluene-4-sulfonate

Downstream raw materials:

p-nitrobenzene iodide

1-((4-nitrophenyl)diazenyl)piperidine

trans-4-nitrostilbene

para-dinitrobenzene

Refernces

• 1、 Asfandeev, A. Yu.,Burtasov, A. A.,Idris, T. D.,Kostryukov, S. G.,Kozlov, A. Sh.,Krasnov, D. A.,Petrov, P. S.,Tezikova, V. S.. "Synthesis of Symmetric Binuclear 5,6-Dihydro-1,2,4,5-tetrazinium Perchlorates". . p. 614 - 620. Retrieved 2021/06/02.
• 2、 Dar'In, Dmitry,Kantin, Grigory,Bakulina, Olga,?alubovskis, Raivis,Krasavin, Mikhail. "Flexible Entry into 3-Arylpent-2-enedioic Acids via Heck-Matsuda Arylation of Dimethyl Glutaconate with Arenediazonium Tosylates". . p. 2230 - 2236. Retrieved 2019/05/10.