Thiocarbanilide is an

organic chemical compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The s ...

with the formula (C₆H₅NH)₂CS. This white solid is a derivative of

thiourea Thiourea () is an organosulfur compound with the formula and the structure . It is structurally similar to urea (), except that the oxygen atom is replaced by a sulfur atom (as implied by the '' thio-'' prefix); however, the properties of ur ...

. It is prepared by the reaction of

aniline Aniline is an organic compound with the formula C6 H5 NH2. Consisting of a phenyl group attached to an amino group, aniline is the simplest aromatic amine. It is an industrially significant commodity chemical, as well as a versatile start ...

and

carbon disulfide Carbon disulfide (also spelled as carbon disulphide) is a neurotoxic, colorless, volatile liquid with the formula and structure . The compound is used frequently as a building block in organic chemistry as well as an industrial and chemical ...

Uses

Thiocarbanilide is commonly used as a

vulcanization Vulcanization (British: Vulcanisation) is a range of processes for hardening rubbers. The term originally referred exclusively to the treatment of natural rubber with sulfur, which remains the most common practice. It has also grown to include ...

accelerator for

rubber Rubber, also called India rubber, latex, Amazonian rubber, ''caucho'', or ''caoutchouc'', as initially produced, consists of polymers of the organic compound isoprene, with minor impurities of other organic compounds. Thailand, Malaysia, a ...

,Hans-Wilhelm Engels, Herrmann-Josef Weidenhaupt, Manfred Pieroth, Werner Hofmann, Karl-Hans Menting, Thomas Mergenhagen, Ralf Schmoll, Stefan Uhrlandt "Rubber, 4. Chemicals and Additives" in Ullmann's Encyclopedia of Industrial Chemistry 2004, Wiley-VCH, Weinheim. and as a stabilizer for PVC and

PVDC Polyvinylidene chloride, or polyvinylidene dichloride (PVDC), is a homopolymer of vinylidene chloride. History Ralph Wiley accidentally discovered polyvinylidene chloride polymer in 1933. He, then, was a college student who worked part-time at D ...

. Its use as a vulcanization accelerator was discovered by

BF Goodrich BFGoodrich is an American tire company. Originally part of the industrial conglomerate Goodrich Corporation, it was acquired in 1990 (along with Uniroyal, then The Uniroyal Goodrich Tire Company) by the French tire maker Michelin. BFGoodrich wa ...

chemist

George Oenslager George Oenslager (September 25, 1873 – February 5, 1956) was a Goodrich chemist who discovered that a derivative of aniline accelerated the vulcanization of rubber with sulfur Sulfur (or sulphur in British English) is a chemical element ...

Reactions

Thiocarbanilide reacts with

phosphorus pentachloride Phosphorus pentachloride is the chemical compound with the formula PCl5. It is one of the most important phosphorus chlorides, others being PCl3 and POCl3. PCl5 finds use as a chlorinating reagent. It is a colourless, water-sensitive and moist ...

hydrochloric acid Hydrochloric acid, also known as muriatic acid, is an aqueous solution of hydrogen chloride. It is a colorless solution with a distinctive pungent smell. It is classified as a strong acid. It is a component of the gastric acid in the dig ...

, dilute sulfuric acid,

acetic anhydride Acetic anhydride, or ethanoic anhydride, is the chemical compound with the formula (CH3CO)2O. Commonly abbreviated Ac2O, it is the simplest isolable anhydride of a carboxylic acid and is widely used as a reagent in organic synthesis. It is a c ...

iodine Iodine is a chemical element with the Symbol (chemistry), symbol I and atomic number 53. The heaviest of the stable halogens, it exists as a semi-lustrous, non-metallic solid at standard conditions that melts to form a deep violet liquid at , ...

to produce

phenyl isothiocyanate Phenyl isothiocyanate (PITC) is a reagent used in reversed phase HPLC. PITC is less sensitive than ''o''- phthaldehyde (OPA) and cannot be fully automated. PITC can be used for analysing secondary amines, unlike OPA. It is also known as Edman's r ...

Toxicology

Oral, rat: = 50 mg/kg.

References

Thioureas {{organic-compound-stub