Benzenesulfonohydrazide

Base Information

• Chemical Name: Benzenesulfonohydrazide
• CAS No.: 80-17-1
• Molecular Formula: C6H8N2O2S
• Molecular Weight: 172.208
• Hs Code.: 29350090
• European Community (EC) Number: 201-255-2,682-044-6
• NSC Number: 643
• UN Number: 3226
• UNII: AC8C87U2TA
• DSSTox Substance ID: DTXSID0052548
• Nikkaji Number: J145.957K
• Wikidata: Q27273862
• NCI Thesaurus Code: C171878
• Mol file: 80-17-1.mol

Synonyms:benzenesulfohydrazide;benzenesulfonyl hydrazide;Porofor BSH

Chemical Property of Benzenesulfonohydrazide

Chemical Property:

• Appearance/Colour: white to pale yellow powder
• Vapor Pressure: 0.000136mmHg at 25°C
• Melting Point: 101-103 °C(lit.)
• Refractive Index: 1.588
• Boiling Point: 333.5 °C at 760 mmHg
• PKA: 9.30±0.50(Predicted)
• Flash Point: 155.5 °C
• PSA: 80.57000
• Density: 1.353 g/cm³
• LogP: 2.01060
• Storage Temp.: Flammables area
• Solubility.: soluble in Methanol
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 172.03064868
• Heavy Atom Count: 11
• Complexity: 201
• Transport DOT Label: Flammable Solid

Purity/Quality:

98% ^*data from raw suppliers

Benzenesulfonyl hydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 11
• Safety Statements: 15-16-22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)NN
• Uses: Benzenesulfonyl hydrazide is used in making foam rubber and foam plastics.

Technology Process of Benzenesulfonohydrazide

There total 10 articles about Benzenesulfonohydrazide 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: 98.0%

benzenesulfonyl chloride (98-09-9) → benzenesufonyl hydrazide (80-17-1)

Guidance literature:

With hydrazine hydrate; In chloroform; at 0 ℃; for 2h;

DOI:10.1016/j.ejmech.2020.112492

Reference yield: 84.0%

N-benzene sulfonyl-N'-carbo-tert-butoxy hydrazine (74114-75-3) → benzenesufonyl hydrazide (80-17-1)

Guidance literature:

With trifluoroacetic acid; for 0.5h;

DOI:10.1002/jccs.200700220

Reference yield: 42.0%

C13H19N2O2S(1-)*K(1+) (126063-51-2) → 2,4-dimethyl-2-pentene (625-65-0) + benzenesufonyl hydrazide (80-17-1)

Guidance literature:

With Δ; In dimethyl sulfoxide; at 110 ℃; Rate constant; Kinetics; Thermodynamic data; other temp.; E_a, ΔH(excit.), ΔS(excit.) ΔG(excit.);

DOI:10.1021/jo00296a010

upstream raw materials:

phenylsulfonyl fluoride

phenylhydrazine

benzenesulfonyl chloride

Methyl benzenesulfonate

Downstream raw materials:

2,4-bis-(N'-benzenesulfonyl-hydrazino)-pyrimidine

Benzyl phenyl sulfone

N-benzenesulfonyl-N'-benzoylhydrazine

1N-benzenesulfonyl-4N-phenyl-thiosemicarbazide

Refernces

• 1、 Bourbon, Paul,Appert, Emeline,Martin-Mingot, Agnès,Michelet, Bastien,Thibaudeau, Sébastien. "Complementary Site-Selective Sulfonylation of Aromatic Amines by Superacid Activation". supporting information. p. 4115 - 4120. Retrieved 2021/06/21.
• 2、 Jiang, Yi-Min,Wu, Shao-Fen,Yan, Hong,Ye, Ke-Yin,Yu, Yi,Yuan, Yaofeng. "Electrochemical fluorosulfonylation of styrenes". supporting information. p. 11481 - 11484. Retrieved 2021/11/16.