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4-Methylbenzenesulfonhydrazide

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Name

4-Methylbenzenesulfonhydrazide

EINECS 216-407-3
CAS No. 1576-35-8 Density 1.298 g/cm3
PSA 80.57000 LogP 2.31900
Solubility water: 5 g/L (15 °C) Melting Point 103-108 °C(lit.)
Formula C7H10N2O2S Boiling Point 340.5 °C at 760 mmHg
Molecular Weight 186.235 Flash Point 159.7 °C
Transport Information UN 3226 4.1 Appearance white to off-white powder
Safety 16 Risk Codes 11-22-44
Molecular Structure Molecular Structure of 1576-35-8 (4-Methylbenzenesulfonhydrazide) Hazard Symbols FlammableF,HarmfulXn
Synonyms

p-Toluenesulfonylhydrazine;p-Tosyl hydrazide;Unifor H;p-Methylbenzenesulfonic acid hydrazide;p-Methylphenylsulfonylhydrazine;p-Toluenesulfonyl hydrazide;(4-Tolylsulfonyl)hydrazide;4-Methylbenzenesulfonicacid hydrazide;Cellmic H;

Article Data 120

4-Methylbenzenesulfonhydrazide Synthetic route

104-15-4

toluene-4-sulfonic acid

1576-35-8

toluene-4-sulfonic acid hydrazide

Conditions
ConditionsYield
With carbazic acid In neat (no solvent) at 100℃; for 5h; Green chemistry;94%
Multi-step reaction with 2 steps
1: triethylamine / acetonitrile / 0.01 h / 20 °C / Sonication
2: hydrazine hydrate / 0.02 h / Sonication
View Scheme
98-59-9

p-toluenesulfonyl chloride

1576-35-8

toluene-4-sulfonic acid hydrazide

Conditions
ConditionsYield
With hydrazine hydrate In tetrahydrofuran; water at 0 - 20℃;92%
With hydrazine hydrate In tetrahydrofuran; water at 5℃;92%
With hydrazine hydrate In dichloromethane for 0.25h;92%
260788-12-3

tert-butyl 2-tosylhydrazine-1-carboxylate

1576-35-8

toluene-4-sulfonic acid hydrazide

Conditions
ConditionsYield
With trifluoroacetic acid for 0.5h;78%
151416-59-0

dimethyl 4-amino-1-(p-toluenesulfonyl)pyrazolo<3,4-b>pyridine-5,6-dicarboxylate

A

1576-35-8

toluene-4-sulfonic acid hydrazide

B

4-amino-1H-pyrazolo<4',3':5,6>pyrido<2,3-d>pyridazine-5,8(6H,7H)-dione

Conditions
ConditionsYield
With hydrazine hydrate In ethanol 1.) reflux, 2 h, 2.) from 150 deg C to 200 deg C, 20 min.;A n/a
B 76%
64-17-5

ethanol

98-59-9

p-toluenesulfonyl chloride

1576-35-8

toluene-4-sulfonic acid hydrazide

Conditions
ConditionsYield
With hydrazine at 21℃; Rate constant;
7803-57-8

hydrazine hydrate

98-59-9

p-toluenesulfonyl chloride

1576-35-8

toluene-4-sulfonic acid hydrazide

Conditions
ConditionsYield
With water; benzene
1666-17-7

(E)-N′-benzylidene-4-methylbenzenesulfonohydrazide

1576-35-8

toluene-4-sulfonic acid hydrazide

Conditions
ConditionsYield
With water In phosphate buffer; ethanol at 25℃; pH=2.47; Kinetics; Further Variations:; pH-values;
1666-17-7

(E)-N′-benzylidene-4-methylbenzenesulfonohydrazide

A

100-52-7

benzaldehyde

B

1576-35-8

toluene-4-sulfonic acid hydrazide

Conditions
ConditionsYield
With water In ethanol for 3.8h; pH=2.47; Rate constant; Phosphoric acid buffer;
62460-99-5

(E)-4-methyl-N′-(1-phenylethylidene)benzenesulfonohydrazide

A

98-86-2

acetophenone

B

1576-35-8

toluene-4-sulfonic acid hydrazide

Conditions
ConditionsYield
With water In ethanol pH=2.47; Rate constant; Phosphoric acid buffer;
With water In ethanol pH=4.48; Rate constant; Citric acid buffer;
2232-08-8

N-tosylimidazole

1576-35-8

toluene-4-sulfonic acid hydrazide

Conditions
ConditionsYield
With hydrazine hydrate for 0.0166667h; Sonication;

4-Methylbenzenesulfonhydrazide Consensus Reports

Reported in EPA TSCA Inventory.

4-Methylbenzenesulfonhydrazide Specification

The Benzenesulfonic acid,4-methyl-, hydrazide, with the CAS registry number 1576-35-8, is also known as p-Toluenesulfonylhydrazine. It belongs to the product category of Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes. Its EINECS number is 216-407-3. This chemical's molecular formula is C7H10N2O2S and molecular weight is 186.23. What's more, its systematic name is 4-methylbenzenesulfonohydrazide. Its classification code is Drug / Therapeutic Agent. It is stable at common pressure and temperature, and it should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from oxides and heat. It is used in organic synthesis. It is also used as foaming agent.

Physical properties of Benzenesulfonic acid,4-methyl-, hydrazide are: (1)ACD/LogP: 0.32; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.32; (4)ACD/LogD (pH 7.4): 0.32; (5)ACD/BCF (pH 5.5): 1.03; (6)ACD/BCF (pH 7.4): 1.02; (7)ACD/KOC (pH 5.5): 35.57; (8)ACD/KOC (pH 7.4): 35.22; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 49 Å2; (13)Index of Refraction: 1.575; (14)Molar Refractivity: 47.46 cm3; (15)Molar Volume: 143.4 cm3; (16)Polarizability: 18.81×10-24cm3; (17)Surface Tension: 48.9 dyne/cm; (18)Density: 1.298 g/cm3; (19)Flash Point: 159.7 °C; (20)Enthalpy of Vaporization: 58.41 kJ/mol; (21)Boiling Point: 340.5 °C at 760 mmHg; (22)Vapour Pressure: 8.55E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by hydrazine hydrate and ptoluenesulfonyl chloride at the ambient temperature. This reaction will need reagent sulfuric acid.

Benzenesulfonic acid,4-methyl-, hydrazide can be prepared by hydrazine hydrate and ptoluenesulfonyl chloride at the ambient temperature

Uses of Benzenesulfonic acid,4-methyl-, hydrazide: it can be used to produce cyclohexanone (toluene-4-sulfonyl)-hydrazone at the ambient temperature. It will need solvent hexane with the reaction time of 2 hours. The yield is about 91%.

Benzenesulfonic acid,4-methyl-, hydrazide can be used to produce cyclohexanone (toluene-4-sulfonyl)-hydrazone at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable, so you should keep it away from sources of ignition - No smoking. It is harmful if swallowed. Moreover, it has a risk of explosion if heated under confinement. 

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(c1ccc(cc1)C)NN
(2)Std. InChI: InChI=1S/C7H10N2O2S/c1-6-2-4-7(5-3-6)12(10,11)9-8/h2-5,9H,8H2,1H3
(3)Std. InChIKey: ICGLPKIVTVWCFT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1200mg/kg (1200mg/kg)   Russian Pharmacology and Toxicology Vol. 36, Pg. 27, 1973.
rat LD50 oral 283mg/kg (283mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
International Journal of Toxicology. Vol. 16.

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