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80-17-1

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80-17-1 Usage

Chemical Properties

Benzenesulfonyl hydrazide is WHITE POWDER

Uses

Benzenesulfonyl hydrazide is used in making foam rubber and foam plastics.

General Description

Benzenesulfonyl hydrazide is a white to light-colored crystalline solid. Insoluble in water and denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion. Readily ignited by sparks or flames and burns vigorously. Used to make other chemicals.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Self-decomposition or self-ignition may be triggered by heat, chemical reaction, friction or impact. May be ignited by heat, sparks or flames.

Safety Profile

Poison by ingestion. A flammable solid. When heated to decomposition it emits toxic vapors of NOx and SOx.

Check Digit Verification of cas no

The CAS Registry Mumber 80-17-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 0 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 80-17:
(4*8)+(3*0)+(2*1)+(1*7)=41
41 % 10 = 1
So 80-17-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H8N2O2S/c7-8-11(9,10)6-4-2-1-3-5-6/h1-5,8H,7H2

80-17-1 Well-known Company Product Price

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  • Alfa Aesar

  • (B23971)  Benzenesulfonyl hydrazide, 98%   

  • 80-17-1

  • 25g

  • 479.0CNY

  • Detail
  • Alfa Aesar

  • (B23971)  Benzenesulfonyl hydrazide, 98%   

  • 80-17-1

  • 100g

  • 780.0CNY

  • Detail
  • Alfa Aesar

  • (B23971)  Benzenesulfonyl hydrazide, 98%   

  • 80-17-1

  • 500g

  • 3450.0CNY

  • Detail

80-17-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Benzenesulfonyl hydrazide

1.2 Other means of identification

Product number -
Other names phenylsulphonylhydrazine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:80-17-1 SDS

80-17-1Synthetic route

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

Conditions
ConditionsYield
With hydrazine hydrate In chloroform at 0℃; for 2h;98%
With hydrazine hydrate In tetrahydrofuran at -8℃; for 0.5h;90%
With hydrazine hydrate In dichloromethane for 0.25h;90%
N-benzene sulfonyl-N'-carbo-tert-butoxy hydrazine
74114-75-3

N-benzene sulfonyl-N'-carbo-tert-butoxy hydrazine

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

Conditions
ConditionsYield
With trifluoroacetic acid for 0.5h;84%
With trifluoroacetic acid for 1h; Ambient temperature; Yield given;
C13H19N2O2S(1-)*K(1+)
126063-51-2

C13H19N2O2S(1-)*K(1+)

A

2,4-dimethyl-2-pentene
625-65-0

2,4-dimethyl-2-pentene

B

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

Conditions
ConditionsYield
With Δ In dimethyl sulfoxide at 110℃; Rate constant; Kinetics; Thermodynamic data; other temp.; Ea, ΔH(excit.), ΔS(excit.) ΔG(excit.);A 42%
B 18%
phenylsulfonyl fluoride
368-43-4

phenylsulfonyl fluoride

phenylhydrazine
100-63-0

phenylhydrazine

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

Methyl benzenesulfonate
80-18-2

Methyl benzenesulfonate

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

Conditions
ConditionsYield
With hydrazine hydrate
benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

hydrazine hydrate (2 mol )

hydrazine hydrate (2 mol )

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

benzenesulfonic acid
98-11-3

benzenesulfonic acid

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / acetonitrile / 0.01 h / 20 °C / Sonication
2: hydrazine hydrate / 0.02 h / Sonication
View Scheme
benzenesulfonic acid imidazolide
46248-01-5

benzenesulfonic acid imidazolide

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

Conditions
ConditionsYield
With hydrazine hydrate for 0.0166667h; Sonication;
7,7-dideuteriobicyclo<3.2.0>hept-2-en-6-one
51592-73-5

7,7-dideuteriobicyclo<3.2.0>hept-2-en-6-one

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

C13H12(2)H2N2O2S

C13H12(2)H2N2O2S

Conditions
ConditionsYield
In methanol for 0.166667h; Heating;100%
Tricyclo[4.4.4.01,6]tetradeca-4,7,13-triene-3,9,12-trione
93750-00-6

Tricyclo[4.4.4.01,6]tetradeca-4,7,13-triene-3,9,12-trione

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

C32H30N6O6S3
124820-82-2

C32H30N6O6S3

Conditions
ConditionsYield
With hydrogenchloride In methanol for 144h; Ambient temperature;100%
Tricyclo[4.4.4.01,6]tetradeca-4,9,13-triene-3,8,12-trione
93775-15-6

Tricyclo[4.4.4.01,6]tetradeca-4,9,13-triene-3,8,12-trione

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

C32H30N6O6S3
108189-51-1

C32H30N6O6S3

Conditions
ConditionsYield
With hydrogenchloride In methanol for 144h; Ambient temperature;100%
Yield given;
(+)-Daunomycinone
21794-55-8

(+)-Daunomycinone

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

daunomycinone-13-benzenesulfonylhydrazone

daunomycinone-13-benzenesulfonylhydrazone

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 18h;100%
para-bromobenzenethiol
106-53-6

para-bromobenzenethiol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

benzenethiosulfonic acid S-(4-bromophenyl) ester
26974-36-7

benzenethiosulfonic acid S-(4-bromophenyl) ester

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 25℃; for 8h;100%
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
With ammonium iodide In acetonitrile at 20℃; for 3h; Electrochemical reaction;65%
4-sulfanylphenol
637-89-8

4-sulfanylphenol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

S-(4-hydroxyphenyl) benzenesulfonothioate

S-(4-hydroxyphenyl) benzenesulfonothioate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 25℃; for 10h;100%
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
n-pentanethiol
110-66-7

n-pentanethiol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

benzenethiosulfonic acid S-pentyl ester

benzenethiosulfonic acid S-pentyl ester

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 25℃;100%
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
With ammonium iodide In acetonitrile at 20℃; for 3h; Electrochemical reaction;78%
benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

2-thiocresol
137-06-4

2-thiocresol

benzenethiosulfonic acid S-o-tolyl ester
96097-67-5

benzenethiosulfonic acid S-o-tolyl ester

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 25℃; for 6h;100%
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
With ammonium iodide In acetonitrile at 20℃; for 3h; Electrochemical reaction;75%
toluene-3-thiol
108-40-7

toluene-3-thiol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

benzenethiosulfonic acid S-m-tolyl ester

benzenethiosulfonic acid S-m-tolyl ester

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 25℃; for 6h;100%
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
With ammonium iodide In acetonitrile at 20℃; for 3h; Electrochemical reaction;78%
2,6-dimethylbenzene-1-thiol
118-72-9

2,6-dimethylbenzene-1-thiol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

S-(2,6-dimethylphenyl) benzenesulfonothioate

S-(2,6-dimethylphenyl) benzenesulfonothioate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 25℃; for 12h;100%
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
para-thiocresol
106-45-6

para-thiocresol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

p-tolyl benzenethiosulfonate
17041-81-5

p-tolyl benzenethiosulfonate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 25℃; for 6h; Reagent/catalyst; Solvent;100%
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h; Reagent/catalyst; Solvent;99%
With ammonium iodide In acetonitrile at 20℃; for 3h; Solvent; Reagent/catalyst; Electrochemical reaction;82%
2,3-dihydro-2,2-dimethylbenzo[b]pyran-4-one
3780-33-4

2,3-dihydro-2,2-dimethylbenzo[b]pyran-4-one

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

N'-(2,2-dimethylchroman-4-ylidene)benzenesulfonohydrazide

N'-(2,2-dimethylchroman-4-ylidene)benzenesulfonohydrazide

Conditions
ConditionsYield
With acetic acid In ethanol Reflux;100%
trifluoronitrosomethane
334-99-6

trifluoronitrosomethane

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

N-trifluoromethyl-N-hydroxybenzenesulfonamide
88978-51-2

N-trifluoromethyl-N-hydroxybenzenesulfonamide

Conditions
ConditionsYield
In tetrahydrofuran for 1.5h; Product distribution; Ambient temperature; oth. arenesulfonohydrazides, oth. solvent,;99%
(4bR,8aS,9S)-4b-methoxy-7-oxo-4b,7,8,8a,9,10-hexahydrophenanthrene-9-carbaldehyde
1005008-04-7

(4bR,8aS,9S)-4b-methoxy-7-oxo-4b,7,8,8a,9,10-hexahydrophenanthrene-9-carbaldehyde

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

(E)-N'-(((4bS,8aR,9R)-4b-methoxy-7-oxo-4b,7,8,8a,9,10-hexahydrophenanthrene-9-yl)methylene)benzenesulfonylhydrazide
1005008-21-8

(E)-N'-(((4bS,8aR,9R)-4b-methoxy-7-oxo-4b,7,8,8a,9,10-hexahydrophenanthrene-9-yl)methylene)benzenesulfonylhydrazide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.25h;99%
ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

(E)-N'-(2-methoxybenzylidene)benzenesulfonohydrazide
145260-32-8

(E)-N'-(2-methoxybenzylidene)benzenesulfonohydrazide

Conditions
ConditionsYield
In ethanol at 20℃; for 1h;99%
In ethanol at 20℃; for 3h;51%
3-(1-naphthyl)propiolic acid
4843-42-9

3-(1-naphthyl)propiolic acid

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

1-phenylethynyl-naphthalene
4044-57-9

1-phenylethynyl-naphthalene

Conditions
ConditionsYield
With palladium(II) trifluoroacetate; 1,3-bis-(diphenylphosphino)propane; copper diacetate In N,N-dimethyl-formamide at 100℃; for 0.5h;99%
p-Chlorothiophenol
106-54-7

p-Chlorothiophenol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

S-(4-chlorophenyl)benzene thiosulfonate
1213-40-7

S-(4-chlorophenyl)benzene thiosulfonate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
With ammonium iodide In acetonitrile at 20℃; for 3h; Electrochemical reaction;72%
4-Fluorothiophenol
371-42-6

4-Fluorothiophenol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

benzenethiosulfonic acid S-(4-fluorophenyl) ester

benzenethiosulfonic acid S-(4-fluorophenyl) ester

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
With ammonium iodide In acetonitrile at 20℃; for 3h; Electrochemical reaction;70%
4-Methoxybenzenethiol
696-63-9

4-Methoxybenzenethiol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

benzenethiosulfonic acid S-(4-methoxyphenyl) ester
1146-48-1

benzenethiosulfonic acid S-(4-methoxyphenyl) ester

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
With ammonium iodide In acetonitrile at 20℃; for 3h; Electrochemical reaction;85%
4-trifluoromethylbenzenethiol
825-83-2

4-trifluoromethylbenzenethiol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

benzenethiosulfonic acid S-(4-trifluoromethylphenyl) ester

benzenethiosulfonic acid S-(4-trifluoromethylphenyl) ester

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
With ammonium iodide In acetonitrile at 20℃; for 3h; Electrochemical reaction;78%
3-methoxybenzenethiol
15570-12-4

3-methoxybenzenethiol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

S-(3-methoxyphenyl) benzenesulfonothioate

S-(3-methoxyphenyl) benzenesulfonothioate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
3-fluorothiophenol
2557-77-9

3-fluorothiophenol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

S-(3-fluorophenyl) benzenesulfonothioate

S-(3-fluorophenyl) benzenesulfonothioate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
3-chlorophenylthiol
2037-31-2

3-chlorophenylthiol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

S-(3-chlorophenyl) benzenesulfonothioate

S-(3-chlorophenyl) benzenesulfonothioate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
3-Bromothiophenol
6320-01-0

3-Bromothiophenol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

S-(3-bromophenyl) benzenesulfonothioate

S-(3-bromophenyl) benzenesulfonothioate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
3-trifluoromethyl-thiophenol
937-00-8

3-trifluoromethyl-thiophenol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

S-(3-(trifluoromethyl)phenyl) benzenesulfonothioate

S-(3-(trifluoromethyl)phenyl) benzenesulfonothioate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
2-fluorothiophenol
2557-78-0

2-fluorothiophenol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

S-(2-fluorophenyl) benzenesulfonothioate
1394124-47-0

S-(2-fluorophenyl) benzenesulfonothioate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
2-bromothiophenol
6320-02-1

2-bromothiophenol

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

S-(2-bromophenyl) benzenesulfonothioate

S-(2-bromophenyl) benzenesulfonothioate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In acetonitrile at 20℃; for 12h;99%
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

(E)-N'-(thiophen-2-ylmethylene)benzenesulfonohydrazide

(E)-N'-(thiophen-2-ylmethylene)benzenesulfonohydrazide

Conditions
ConditionsYield
In ethanol at 20℃; for 1h;99%
2,5-Dimethylaniline
95-78-3

2,5-Dimethylaniline

benzenesufonyl hydrazide
80-17-1

benzenesufonyl hydrazide

2,5-dimethyl-4-(phenylthio)aniline

2,5-dimethyl-4-(phenylthio)aniline

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; propylene glycol dimethyl ether dimer at 100℃; for 12h; Schlenk technique;99%

80-17-1Relevant articles and documents

Investigation of spectroscopic, structural and non-linear optical properties of ethyl 3,5-dimethyl-4-[(benzenesulfonyl)-hydrazonoethyl]-1H-pyrrol- 2-carboxylate

Singh,Rawat, Poonam,Sahu, Sangeeta

, p. 123 - 133 (2013)

This paper describes the synthesis, spectroscopic 1H and 13C NMR, UV-Visible, FT-IR analysis, elemental analysis, structural evaluation and non-linear optical (NLO) properties of newly synthesized compound, ethyl 3,5-dimethyl-4-[(benzenesulfonyl)-hydrazonoethyl]-1H-pyrrol-2- carboxylate using experimental and quantum chemical techniques. FT-IR spectrum, electronic descriptors, molecular electrostatic potential surface (MEPS) and quantum theory of atoms in molecule (QTAIM) have been used to predict the sites and nature of interactions. A combined experimental and theoretical vibrational analysis identified red shifts in vNH and vCO as result of hydrogen bonding confirming formation of the dimer in the solid phase. The binding energy of dimer has been evaluated as 9.72 kcal/mol. The value of Gibbs free energy change (ΔG) shows that dimer formation is thermodynamically spontaneous. At room temperature, the equilibrium constant (Keq) for dimerization reaction is calculated to be 18.91 i.e. Keq a?‰

Electrochemical heterodifunctionalization of α-CF3alkenes to access α-trifluoromethyl-β-sulfonyl tertiary alcohols

Chen, Kai,Duan, Xin-Yu,Gao, Jie,Guan, Jian-Ping,Liu, Fang,Xiang, Hao-Yue,Xiao, Jun-An,Yang, Hua,Ye, Zhi-Peng

supporting information, p. 8969 - 8972 (2021/09/10)

An unprecedented electrochemical heterodifunctionalization of α-CF3alkenes with benzenesulfonyl hydrazides was accomplished in this work, wherein a β-sulfonyl and a α-hydroxyl group were simultaneously incorporated across the olefinic double bond in a single operation. Consequently, a series of potentially medicinally valuable and densely functionalized α-trifluoromethyl-β-sulfonyl tertiary alcohols were assembled under mild conditions. Electrochemically-driven oxidative 1,2-difunctionlization of electron-deficient alkenes well obviates the need for oxidizing reagents, thus rendering this protocol more eco-friendly.

Synthesis and hyperglycemic, biochemical and histopathological evaluation of novel sulfonylbiguanide and sulfonylurea derivatives as potent anti-diabetic agents

Basyouni, Wahid M.,Abbas, Samir Y.,El-Bayouki, Khairy A.M.,Younis, Eman A.,Ali, Sanaa A.,Aly, Hanan F.

, (2021/11/01)

New sulfonylbiguanide hydrochloride salts and sulfonylurea derivatives containing two sulfonyl groups were synthesized through the reaction of arylsulfonohydrazides with cyanoguanidine and p-tolylsulfonylisocyanate, respectively. Oral treatment of hyperglycemic rats with the synthesized sulfonylbiguanide derivatives 2 and sulfonylurea derivatives 3 revealed that sulfonylurea derivatives 3a and 3c possessed significant decrease of the elevated glucose in compression with the anti-diabetic standard drugs. Effects of the synthesized sulfonylurea derivatives 3a and 3c on the diabetic properties towards α-amylase, liver function enzyme levels (AST, ALT, ALP, TB and γ-GT), kidney functions (urea and creatinine), lipids profiles (TG, TL, TC and HDL-C) were studied. Also, the effect of sulfonylurea derivatives 3a and 3c as antioxidants (reduced glutathione and lipid peroxide) was evaluated. Histopathological examination of hepatic and pancreatic tissues was investigated. The obtained results suggested that the most potent sulfonylurea derivatives 3a and 3c might be possible used as novel diabetic inhibitor agents.

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