4-Methylbenzenesulfonhydrazide supplier

Name
4-Methylbenzenesulfonhydrazide
EINECS 216-407-3
CAS No. 1576-35-8
Article Data120
CAS DataBase
Density 1.298 g/cm³
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
Hazard Symbols F,Xn
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;
PSA 80.57000
LogP 2.31900

Synthetic route

: 104-15-4
toluene-4-sulfonic acid

: 1576-35-8
toluene-4-sulfonic acid hydrazide

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With water; benzene

: 1666-17-7
(E)-N′-benzylidene-4-methylbenzenesulfonohydrazide

: 1576-35-8
toluene-4-sulfonic acid hydrazide

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With hydrazine hydrate for 0.0166667h; Sonication;

: 80-48-8
methyl p-toluene sulfonate

: 1576-35-8
toluene-4-sulfonic acid hydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In methanol Reflux; Inert atmosphere;

: 108-94-1
cyclohexanone

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 4545-18-0
N'-cyclohexylidene-4-methylbenzene-1-sulfonohydrazide

Conditions

Conditions	Yield
In methanol at 20℃; for 3h;	100%
In methanol at 20℃; Inert atmosphere;	99.5%
With hydrogenchloride In methanol for 24h; Heating;	97%

: 66-77-3
1-naphthaldehyde

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 19350-73-3
(Z)-4-methyl-N'-(naphthalen-1-ylmethylene) benzenesulfonohydrazide

Conditions

Conditions	Yield
In diethyl ether for 1h; Ambient temperature;	100%
In methanol	85%
In methanol at 60℃;

: 120-92-3
cyclopentanone

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 17529-98-5
cyclopentanone p-tolylsulfonylhydrazone

Conditions

Conditions	Yield
In ethanol at 100℃; for 1h;	100%
In ethanol at 100℃; for 1.66667h; Inert atmosphere;	100%
In methanol at 20℃; Inert atmosphere;	99.5%

: 684-16-2
Hexafluoroacetone

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: N-tosyl-N'-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)hydrazine

Conditions

Conditions	Yield
for 3h;	100%

: 529-34-0
3,4-dihydronaphthalene-1(2H)-one

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 17336-59-3
1-tetralone tosylhydrazone

Conditions

Conditions	Yield
In methanol at 20℃; Schlenk technique;	100%
In methanol at 20℃;	88%
Stage #1: 3,4-dihydronaphthalene-1(2H)-one With methanol for 0.25h; Heating / reflux; Stage #2: toluene-4-sulfonic acid hydrazide With toluene-4-sulfonic acid In methanol for 4.5h; Heating / reflux;	87%

: 502-49-8
cycloactanone

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 2567-85-3
cyclooctanone p-tolylsulfonylhydrazone

Conditions

Conditions	Yield
In ethanol at 100℃; for 1h;	100%
In ethanol at 100℃; for 1.66667h; Inert atmosphere;	100%
In methanol at 20℃; Schlenk technique;	100%

: 5164-64-7
bicyclo[2.1.1]hexan-2-one

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 62708-51-4
bicyclo<2.1.1>hexan-2-one (p-tolylsulfonyl)hydrazone

Conditions

Conditions	Yield
In methanol for 8h; Heating;	100%

: 10265-39-1
7,7-dimethoxynorbornan-2-one

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 53329-08-1, 74035-49-7
7,7-dimethoxybicyclo<2.2.1>heptan-2-one p-toluenesulfonylhydrazone

Conditions

Conditions	Yield
In methanol for 24h; Ambient temperature;	100%

: 6102-41-6, 6102-44-9, 14116-78-0, 70749-10-9, 70749-11-0, 78341-47-6
rel-(4aS,8aS)-1,2,3,4,4a,5,8,8a-octahydronaphthalen-2-one

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 111219-19-3
C17H22N2O2S

Conditions

Conditions	Yield
In ethanol for 1h; Heating;	100%

: 2009-81-6
2-dimethylaminomethylene-1,3-bis(dimethylimonio)propane diperchlorate

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 137305-40-9
1-(4'-Methylphenylsulfonyl)-4-pyrazolecarboxaldehyde 4'-methylphenylsulfonylhydrazone

Conditions

Conditions	Yield
With sodium carbonate In ethanol Ambient temperature;	100%

: 132272-85-6
dimethyl cis-1,2-dimethyl-5-oxocyclohex-3-ene-1,2-dicarboxylate

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: C19H24N2O6S

Conditions

Conditions	Yield
In methanol 1/ 21 h, RT, 2/ 20 min, reflux;	100%

: 129001-03-2, 129098-99-3
(1S,5R)-9-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-9-azabicyclo<4.2.1>-nonan-2-one

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 129001-08-7, 129099-07-6, 129099-08-7, 129099-09-8
(1S,5S)-9-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-9-azabicyclo<4.2.1>nonan-2-one (4-tolylsulfonyl)hydrazone

Conditions

Conditions	Yield
With pyridine; succinic acid anhydride; dmap; 3 A molecular sieve; pyridinium p-toluenesulfonate 1) CH2Cl2, RT, 3 h; 2) overnight;	100%

: 132235-18-8
pentaspiro[2.0.3.0.3.0.3.0.3.0]nonadecane-1-carbaldehyde

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 132235-19-9
N-pentaspiro[2.0.3.0.3.0.3.0.3.0]nonadec-1-ylidene-N'-(p-tosyl)hydrazine

Conditions

Conditions	Yield
With triethylamine In dichloromethane	100%

: 132235-24-6
hexaspiro[2.0.3.0.3.0.3.0.3.0.3.0]tricosane-1-carbaldehyde

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 132235-25-7
N-hexaspiro[2.0.3.0.3.0.3.0.3.0.3.0]tricosan-1-ylidene-N'-(p-tosyl)hydrazine

Conditions

Conditions	Yield
With triethylamine In dichloromethane	100%

: 132235-32-6
[2-13C]hexaspiro[2.0.3.0.3.0.3.0.3.0.3.0]tricosane-1-carbaldehyde

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 132235-33-7
[2-13C]-N-hexaspiro[2.0.3.0.3.0.3.0.3.0.3.0]tricosan-1-ylidene-N'-(p-tosyl)hydrazine

Conditions

Conditions	Yield
With triethylamine In dichloromethane	100%

: 78167-14-3
9-Chloro-2,3-dihydro-1-thiaphenalen-3-one

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 78167-15-4
9-Chloro-2,3-dihydro-1-thiaphenalene-3-tosylhydrazone

Conditions

Conditions	Yield
In ethanol for 6h; Heating;	100%

: 111476-69-8
methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-arabinohexopyranosid-3-ulose

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 113668-65-8
methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-arabinohexapyranosid-3-ulose (p-tolylsulfonyl)hydrazone

Conditions

Conditions	Yield
In ethanol for 0.5h; Ambient temperature;	100%

: 104788-46-7
(1R,2S,7S,8S)-10-Benzoyl-4-oxo-9-oxa-10-aza-tricyclo[6.2.2.02,7]dodec-5-ene-7-carboxylic acid methyl ester

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: C26H27N3O6S

Conditions

Conditions	Yield
In methanol	100%

: 10265-39-1, 53585-72-1, 74035-53-3, 83829-13-4
(1R,4S)-7,7-Dimethoxy-bicyclo[2.2.1]heptan-2-one

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 53329-08-1, 73997-66-7, 74035-49-7
C16H22N2O4S

Conditions

Conditions	Yield
In methanol for 24h; Ambient temperature;	100%

: 124549-68-4, 124600-41-5
1-hydroxy-7-azatricyclo<6.3.1.02.7>dodecan-9-one

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 124549-76-4, 124600-43-7
tosylhydrazone of 1-hydroxy-7-azatricyclo<6.3.1.02.7>dodecan-9-one

Conditions

Conditions	Yield
With trimethyl orthoformate In methanol at 50℃; for 16h;	100%

: 124549-68-4, 124600-41-5
1-hydroxy-7-azatricyclo<6.3.1.02.7>dodecan-9-one

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 124549-76-4, 124600-43-7
tosylhydrazone of 1-hydroxy-7-azatricyclo<6.3.1.02.7>dodecan-9-one

Conditions

Conditions	Yield
With trimethyl orthoformate In methanol at 50℃; for 16h;	100%

: 118451-46-0
heptacyclo<7.7.0.02,6.03,15.04,12.05,10.011,16>hexadecane-7,13-dione

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: C30H36N4O4S2

Conditions

Conditions	Yield
In ethanol for 16h; Heating;	100%

: 73586-29-5
4-methylene-2-adamantanone

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 87433-44-1, 87433-45-2, 102780-96-1
4-methylene-2-adamantanone tosylhydrazone

Conditions

Conditions	Yield
In ethanol	100%

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 502-42-1
cycloheptanone

: 56382-69-5
cycloheptanone p-tolylsulfonylhydrazone

Conditions

Conditions	Yield
In methanol at 20℃; Schlenk technique;	100%
In ethanol at 100℃; for 0.25h; Inert atmosphere;	99%
In ethanol for 2h; Reflux; Inert atmosphere;	90%

: 591-31-1
3-methoxy-benzaldehyde

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 19350-71-1
N'-(3-methoxybenzylidene)-4-methylbenzen sulfonohydrazide

Conditions

Conditions	Yield
In ethanol for 8h; Reflux;	100%
With polystyrene sulfonic acid In water at 100℃; for 0.0833333h; Wavelength; Reagent/catalyst; Solvent; Temperature; Microwave irradiation; Green chemistry;	92%
In methanol at 20℃; for 3h;	90%

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 173044-65-0
Benzoic acid (1R,2R,6S,7S,9R)-2-hydroxy-2,6,10,10-tetramethyl-3-oxo-11-oxa-tricyclo[7.2.1.01,6]dodec-7-yl ester

: 173044-66-1
3-(4-Toluenesulfonylhydrazono)-4β-hydroxy-9β-benzoyloxy-β-dihydroagarofuran

Conditions

Conditions	Yield
In ethanol for 10h; Ambient temperature;	100%

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 6630-33-7
ortho-bromobenzaldehyde

: p-toluenesulfonylhydrazone of 2-bromobenzaldehyde

Conditions

Conditions	Yield
	100%

: 69649-19-0
pentacyclo[5.4.0.02,6.03,10.05,8]undecane-8-one

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: pentacyclo<5.4.0.02,6.03,10.05,9>undecan-8-one p-tosylhydrazone

Conditions

Conditions	Yield
In ethanol at 80℃;	100%

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: (+/-)-trans-2-<1-(4-isopropylphenyl)-1-methylethyl>cyclohexyl 2-oxo-2-phenylacetate

: (+/-)-trans-2-<1-(4-isopropylphenyl)-1-methylethyl>cyclohexyl 2-oxo-2-phenylacetate tosylhydrazone

Conditions

Conditions	Yield
In toluene Heating;	100%

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: (+/-)-trans-2-<1-(4-t-butylphenyl)-1-methylethyl>cyclohexyl 2-oxo-2-phenylacetate

: (+/-)-trans-2-<1-(4-t-butylphenyl)-1-methylethyl>cyclohexyl 2-oxo-2-phenylacetate tosylhydrazone

Conditions

Conditions	Yield
In toluene Heating;	100%

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.

Product Name

4-Methylbenzenesulfonhydrazide

Synthetic route

4-Methylbenzenesulfonhydrazide Consensus Reports

4-Methylbenzenesulfonhydrazide Specification

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