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Benzenesulfonyl hydrazide

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Name

Benzenesulfonyl hydrazide

EINECS 201-255-2
CAS No. 80-17-1 Density 1.353 g/cm3
PSA 80.57000 LogP 2.01060
Solubility Insoluble in water Melting Point 101-103 °C(lit.)
Formula C6H8N2O2S Boiling Point 333.5 °C at 760 mmHg
Molecular Weight 172.208 Flash Point 155.5 °C
Transport Information UN 3226 4.1 Appearance white to pale yellow powder
Safety 15-16-22-24/25 Risk Codes 11
Molecular Structure Molecular Structure of 80-17-1 (Benzenesulfonyl hydrazide) Hazard Symbols FlammableF
Synonyms

Benzenesulfonic acid, hydrazide;ChKhZ 9;N-Benzenesulfonylhydrazide;NSC 643;Nitropore OBSH;Phenylsulfohydrazide;Porofor-BSH-Pulver;Benzenesulfohydrazide;

Article Data 89

Benzenesulfonyl hydrazide Synthetic route

98-09-9

benzenesulfonyl chloride

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%
74114-75-3

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

80-17-1

benzenesufonyl hydrazide

Conditions
ConditionsYield
With trifluoroacetic acid for 0.5h;84%
With trifluoroacetic acid for 1h; Ambient temperature; Yield given;
126063-51-2

C13H19N2O2S(1-)*K(1+)

A

625-65-0

2,4-dimethyl-2-pentene

B

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%
368-43-4

phenylsulfonyl fluoride

100-63-0

phenylhydrazine

80-17-1

benzenesufonyl hydrazide

80-18-2

Methyl benzenesulfonate

80-17-1

benzenesufonyl hydrazide

Conditions
ConditionsYield
With hydrazine hydrate
98-09-9

benzenesulfonyl chloride

hydrazine hydrate (2 mol )

hydrazine hydrate (2 mol )

80-17-1

benzenesufonyl hydrazide

98-11-3

benzenesulfonic acid

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
46248-01-5

benzenesulfonic acid imidazolide

80-17-1

benzenesufonyl hydrazide

Conditions
ConditionsYield
With hydrazine hydrate for 0.0166667h; Sonication;
51592-73-5

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

80-17-1

benzenesufonyl hydrazide

C13H12(2)H2N2O2S

Conditions
ConditionsYield
In methanol for 0.166667h; Heating;100%

Benzenesulfonyl hydrazide Consensus Reports

Reported in EPA TSCA Inventory.

Benzenesulfonyl hydrazide Standards and Recommendations

DOT Classification:  4.1; Label: Flammable Solid

Benzenesulfonyl hydrazide Specification

The Benzenesulfonic acid, hydrazide, with the CAS registry number 80-17-1, is also known as Phenylsulfonyl hydrazide. It belongs to the product category of Pharmaceutical Intermediates. Its EINECS number is 201-255-2. This chemical's molecular formula is C6H8N2O2S and molecular weight is 172.20. What's more, its systematic name is benzenesulfonohydrazide. It should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from light and moisture. It is mainly used as foaming agent in the manufacturing of foam plastics and foam rubber.

Physical properties of Benzenesulfonic acid, hydrazide are: (1)ACD/LogP: -0.14; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.14; (4)ACD/LogD (pH 7.4): -0.15; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 19.99; (8)ACD/KOC (pH 7.4): 19.75; (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: 1.588; (14)Molar Refractivity: 42.84 cm3; (15)Molar Volume: 127.1 cm3; (16)Polarizability: 16.98×10-24cm3; (17)Surface Tension: 51.8 dyne/cm; (18)Density: 1.353 g/cm3; (19)Flash Point: 155.5 °C; (20)Enthalpy of Vaporization: 57.64 kJ/mol; (21)Boiling Point: 333.5 °C at 760 mmHg; (22)Vapour Pressure: 0.000136 mmHg at 25°C.

Preparation of Benzenesulfonic acid, hydrazide: this chemical can be prepared by benzenesulfonyl chloride by heating. This reaction will need reagents triethylamine, Me3Si-NHNH2. The yield is about 88%.

Benzenesulfonic acid, hydrazide can be prepared by benzenesulfonyl chloride by heating

Uses of Benzenesulfonic acid, hydrazide: it can be used to produce benzenesulfonyl azide at the ambient temperature. It will need reagent SHNC and solvent H2O with the reaction time of 1.5 hours. The yield is about 92%.

Benzenesulfonic acid, hydrazide can be used to produce benzenesulfonyl azide 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. You must keep it away from heat. You should not breathe dust. When using it, you must avoid contact with eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(NN)c1ccccc1
(2)Std. InChI: InChI=1S/C6H8N2O2S/c7-8-11(9,10)6-4-2-1-3-5-6/h1-5,8H,7H2
(3)Std. InChIKey: VJRITMATACIYAF-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LDLo oral 50mg/kg (50mg/kg)   International Polymer Science and Technology. Vol. 3, Pg. 93, 1976.

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