Name | p-Toluenesulfonhydrazide |
Synonyms | TSH PTSH Foamer TSH Tosyl hydrazide p-toluenesulfohydrazide p-tolylsulfonyl-hydrazin p-Toluenesulfonhydrazide n-toluolsulphonylhydrazine P-Benzene sulfonyl hydrazine P-Benzene Sulfonyl Hydrazine 4-Methylbenzenesulfonhydrazide 4-METHYL-1-BENZENESULFONYL HYDRAZIDE p-Toluenesulfonic acid hydrazide, p-Toluenesulfonyl hydrazide, Tosylhydrazide p-Toluenesulfonhydrazide, p-Toluenesulfonic acid hydrazide, p-Toluenesulfonyl hydrazide, Tosylhydrazide |
CAS | 1576-35-8 |
EINECS | 216-407-3 |
InChI | InChI=1/C7H10N2O2S/c1-6-4-2-3-5-7(6)12(10,11)9-8/h2-5,9H,8H2,1H3 |
InChIKey | ICGLPKIVTVWCFT-UHFFFAOYSA-N |
Molecular Formula | C7H10N2O2S |
Molar Mass | 186.23 |
Density | 1.42g/cm3 |
Melting Point | 103-108°C(lit.) |
Boling Point | 340.5±35.0 °C(Predicted) |
Flash Point | 60°C |
Water Solubility | 5 g/L (15 ºC) |
Solubility | 5g/l |
Vapor Presure | 0Pa at 20℃ |
Appearance | Powder |
Color | White or off-white to slightly grayish |
BRN | 610130 |
pKa | 9.39±0.10(Predicted) |
Storage Condition | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
Sensitive | Moisture Sensitive |
Refractive Index | 1.5400 (estimate) |
Physical and Chemical Properties | Properties white crystalline fine powder |
Use | Used as natural rubber, synthetic rubber and a variety of plastic foaming agent and used in organic synthesis; Intermediate, medicine, foaming agent. |
Risk Codes | R11 - Highly Flammable R22 - Harmful if swallowed R44 - Risk of explosion if heated under confinement R2017/11/22 - |
Safety Description | S16 - Keep away from sources of ignition. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
UN IDs | UN 3226 4.1 |
WGK Germany | 3 |
RTECS | MW0210000 |
TSCA | Yes |
HS Code | 29280090 |
Hazard Class | 4.1 |
Packing Group | II |
LogP | 0.55 at 25℃ |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Overview | p-Toluenesulfonyl Hydrazide alias 4-methylbenzenesulfonyl hydrazide, white crystalline powder, easily soluble in alkali, soluble in methanol, ethanol and methyl ethyl ketone, slightly soluble in water, aldehydes, insoluble in benzene, toluene. Used as natural rubber, synthetic rubber and a variety of plastic foaming agent, so that plastic and rubber products produce fine closed-cell structure, product shrinkage rate is small, tear strength, it is also an important intermediate in organic synthesis, which is used in the production of pharmaceuticals and pesticides. |
preparation | at present, the synthesis method of p-Toluenesulfonyl Hydrazide is mainly composed of p-Toluenesulfonyl chloride and hydrazine hydrate (or hydrazine salt) the reaction is made in a benzene medium, and the process steps are as follows: hydrazine hydrate is diluted into a 10% aqueous solution by adding water, and put into an enamel reaction vessel, and sulfuric acid is added to react under stirring to generate a hydrazine sulfate solution. After stirring and dissolving benzene and p-tolylsulfonyl chloride, the mixture was added to a reaction kettle and mixed with hydrazine sulfate, followed by continuous stirring at room temperature to produce P-Toluenesulfonyl Hydrazide by condensation reaction. Since P-Toluenesulfonyl Hydrazide is insoluble in benzene and only slightly soluble in water, it is precipitated as a solid. The hydrogen chloride produced during the reaction is extracted and absorbed with water to obtain hydrochloric acid as a by-product. After the reaction of p-Toluenesulfonyl Hydrazide is completed, the stirring is stopped, the reaction product is filtered, the filtrate is left to stand and layered, the upper layer is recycled with benzene, and the water layer is recovered with unreacted hydrazine sulfate. The filter cake is washed with water, washed with acid and water-soluble matter, then dehydrated and dried at about 60 ° C. To obtain a finished product. |
Use | used as a foaming agent for natural rubber, synthetic rubber and a variety of plastics to produce fine closed-cell structures for plastics and rubber products, the shrinkage of the product is small, and the tear strength is large. used as natural rubber, synthetic rubber and a variety of plastic foaming agent and used in organic synthesis; Intermediate, medicine, foaming agent |
production method | p-Toluenesulfonyl chloride is condensed with hydrazine hydrate in a benzene medium at 60-70 °c, and the discharged hydrogen chloride is absorbed with water. The foaming agent TSH was obtained by filtration, washing with water, and drying at 65 °c. The benzene layer in the filtrate is recycled, and hydrazine sulfate can be recovered from the aqueous layer. Raw material consumption (kg/t) P-Toluenesulfonyl chloride (96.8%) 1110 hydrazine hydrate (40%) 820 benzene 520 |