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4-Methylbenzenesulfonhydrazide

CAS No.
1576-35-8
Chemical Name:
4-Methylbenzenesulfonhydrazide
Synonyms
TsNHNH2;P-TOLUENESULFONYL HYDRAZIDE;TSH;Tosylhydrazine;PTSH;TOSYLHYDRAZIDE;TOLUENE-4-SULFONIC ACID HYDRAZIDE;P-TOLUENESULFONHYDRAZIDE;P-TOLUENESULFONYLHYDRAZINE;4-TOLUENESULFONYL HYDRAZIDE
CBNumber:
CB6156664
Molecular Formula:
C7H10N2O2S
Molecular Weight:
186.23
MDL Number:
MFCD00007588
MOL File:
1576-35-8.mol
MSDS File:
SDS
Last updated:2026-06-25 14:48:23

4-Methylbenzenesulfonhydrazide Properties

Melting point 103-108 °C(lit.)
Boiling point 340.5±35.0 °C(Predicted)
Density 1.42g/cm3
vapor pressure 0Pa at 20℃
refractive index 1.5400 (estimate)
Flash point 60°C
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility 5g/l
form Powder
pka 9.39±0.10(Predicted)
color White or off-white to slightly grayish
Water Solubility 5 g/L (15 ºC)
Sensitive Moisture Sensitive
BRN 610130
Stability Light Sensitive
InChI 1S/C7H10N2O2S/c1-6-2-4-7(5-3-6)12(10,11)9-8/h2-5,9H,8H2,1H3
InChIKey ICGLPKIVTVWCFT-UHFFFAOYSA-N
SMILES Cc1ccc(cc1)S(=O)(=O)NN
LogP 0.55 at 25℃
CAS DataBase Reference 1576-35-8(CAS DataBase Reference)
FDA UNII LR93R5002M
EPA Substance Registry System Benzenesulfonic acid, 4-methyl-, hydrazide (1576-35-8)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)
GHS05
Signal word  Warning
Hazard statements  H290
Precautionary statements  P234-P390
PPE Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes  F,Xn
Risk Statements  11-22-44-2017/11/22
Safety Statements  16-26
RIDADR  UN 3226 4.1
WGK Germany  3
RTECS  MW0210000
TSCA  TSCA listed
HazardClass  4.1
PackingGroup  II
HS Code  29280090
Storage Class 5.2 - Organic peroxides and self-reacting hazardous materials
Hazard Classifications Acute Tox. 3 Oral
Aquatic Chronic 2
Self-react. D
REACH Registrations Active
Limited Quantities 1.0 Kg (2.2 lbs)
Excepted Quantities Not Permitted as Excepted Quantity
NFPA 704
2
3 3

4-Methylbenzenesulfonhydrazide price More Price(43)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 132004 p-Toluenesulfonyl hydrazide 97% 1576-35-8 25g $60.2 2026-04-30 Buy
Sigma-Aldrich 132004 p-Toluenesulfonyl hydrazide 97% 1576-35-8 100g $115 2026-04-30 Buy
Sigma-Aldrich RAB0502 Human Thyroid Stimulating Hormone ELISA Kit for serum, plasma, cell culture supernatants and urine 1576-35-8 1kit $608 2026-04-30 Buy
Usbiological 290785 p-Toluenesulfonyl hydrazide Asreported 1576-35-8 100g $388 2026-06-03 Buy
Usbiological 290785 p-Toluenesulfonyl hydrazide Asreported 1576-35-8 250g $598 2026-06-03 Buy
Product number Packaging Price Buy
132004 25g $60.2 Buy
132004 100g $115 Buy
RAB0502 1kit $608 Buy
290785 100g $388 Buy
290785 250g $598 Buy

4-Methylbenzenesulfonhydrazide Chemical Properties, Uses, Production

Uses

p-Toluenesulfonyl Hydrazide is a reactant that has been used in the synthesis of paspaline.

Chemical Properties

white to off-white powder

Uses

4-Methylbenzenesulfonhydrazide was widely used reagent for the preparation of tosylhydrazones.

Application

p-Toluenesulfonyl hydrazide is used as a reagent for the preparation of tosylhydrazones. It was used to prepare dipyrazolo[1,5-a:4',3'-c]pyridines and 1,2,3-selenadiazole derivatives.

Reactions

4-Methylbenzenesulfonhydrazide as hydrogen donor in reduction reactions:reduction reaction of 4-MethylbenzenesulfonhydrazideA base-mediated semihydrogenation of ynamides using 4-Methylbenzenesulfonhydrazide (p-toluenesulfonyl hydrazide) as an inexpensive and easy-to-handle hydrogen donor provides the thermodynamically unfavorable Z-enamides exclusively without overhydrogenation and reduction of other functional groups.

Hazard

4-Methylbenzenesulphonhydrazide is a flammable liquid which may explode in confined spaces at high temperatures. Contact may cause skin irritation and mild eye irritation. It is toxic if swallowed.

Flammability and Explosibility

Not classified

Synthesis

Tosyl chloride

98-59-9

4-Methylbenzenesulfonhydrazide

1576-35-8

General procedure for the synthesis of p-toluenesulfonyl hydrazide from p-toluenesulfonyl chloride: general method: preparation of p-toluenesulfonyl hydrazide. A mixed solution of water (300 mL) and hydrazine hydrate (12.5 g; 0.25 mol) was cooled to about 5 °C in an ice-water bath. The reaction temperature was kept below 8 °C while a tetrahydrofuran (50 mL) solution of p-toluenesulfonyl chloride (5.54 g, 0.025 mol) was slowly added under stirring. After the addition was completed, the reaction mixture was continued to be stirred at room temperature for 30 min. Subsequently, the tetrahydrofuran was removed by distillation under reduced pressure. The white solid product was isolated by filtration and washed with cold water (3 x 15 mL). Finally, the product was dried in air overnight to give pure p-toluenesulfonyl hydrazide (4.86 g; 89% yield).

Purification Methods

Dissolve the 4-Methylbenzenesulfonhydrazide in hot MeOH (~1g/4mL), filter through Celite and precipitate the material by adding 2-2.5 volumes of distilled H2O. Dry it in air or in a vacuum. [Fiedman et al. Org Synth Coll Vol V 1055 1973, Beilstein 11 II 66.]

References

[1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 17, p. 4629 - 4636
[2] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 13, p. 3397 - 3407
[3] Archiv der Pharmazie, 2014, vol. 347, # 8, p. 576 - 588
[4] Patent: CN107056871, 2017, A. Location in patent: Paragraph 0022; 0030; 0038
[5] Journal of Molecular Structure, 2017, vol. 1133, p. 80 - 89

104-15-4
1576-35-8
Synthesis of 4-Methylbenzenesulfonhydrazide from p-Toluenesulfonic acid
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4-Methylbenzenesulfonhydrazide pictures 2026-09-02 4-Methylbenzenesulfonhydrazide
1576-35-8
$1.00-100.00 1KG 99% Henan Fengda Chemical Co., Ltd
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$6200.00 1KG 98% 200 tons per month Shouguang Nuomeng Chemical Co Ltd.
4-Methylbenzenesulfonhydrazide pictures 2026-08-21 4-Methylbenzenesulfonhydrazide
1576-35-8
$11110.00 1Tons 99% 100Tons Hebei Dangtong Import and export Co LTD
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