Thiocarbanilide

Thiocarbanilide is an organic chemical compound with the formula (C₆H₅NH)₂CS. This white solid is a derivative of thiourea. It is prepared by the reaction of aniline and carbon disulfide.

Thiocarbanilide

Thiocarbanilide
Names
Preferred IUPAC name N,N′-Diphenylthiourea
Other names 1,3-Diphenylthiourea sym-Diphenylthiourea Diphenylthiourea 1,3-Diphenyl-2-thiourea DPTU Sulfocarbanilide
Identifiers
CAS Number	102-08-9 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL275260 Y
ChemSpider	610932 Y
ECHA InfoCard	100.002.732
PubChem CID	700999
UNII	9YCB5VR86Z Y
CompTox Dashboard (EPA)	DTXSID4026139
InChI InChI=1S/C13H12N2S/c16-13(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1-10H,(H2,14,15,16) Y Key: FCSHMCFRCYZTRQ-UHFFFAOYSA-N Y InChI=1/C13H12N2S/c16-13(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1-10H,(H2,14,15,16) Key: FCSHMCFRCYZTRQ-UHFFFAOYAC
SMILES S=C(Nc1ccccc1)Nc2ccccc2
Properties
Chemical formula	C13H12N2S
Molar mass	228.312 g/mol
Appearance	White powder
Density	1.32 g/cm3
Melting point	154.5 °C (310.1 °F; 427.6 K)
Boiling point	decomposes
Solubility in water	slightly soluble in water
Solubility	very soluble in ethanol, diethyl ether, chloroform[1]
Hazards
NFPA 704 (fire diamond)	2 1 0
Flash point	164.7 °C (328.5 °F; 437.8 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Uses

Thiocarbanilide is commonly used as a vulcanization accelerator for rubber,^[2] and as a stabilizer for PVC and PVDC. Its use as a vulcanization accelerator was discovered by BF Goodrich chemist George Oenslager.^[3]

Reactions

Thiocarbanilide reacts with phosphorus pentachloride, phosphorus pentoxide, acetic anhydride, and other reagent to produce phenyl isothiocyanate.^[4]

Toxicology

Oral, rat: LD₅₀ = 50 mg/kg.