1,3-Diphenyl-2-thiourea

Description

Diphenylthiourea is a rubber chemical used as an accelerator and stabilizer in neopren.

Chemical properties

white powder

The Uses of 1,3-Diphenyl-2-thiourea

Vulcanizing accelerator; sulfur dyes.

The Uses of 1,3-Diphenyl-2-thiourea

N,N'-Diphenylthiourea is a vulcanizing accelerator; sulfur dyes; pharmaceutieals; floatation agent; acid inhibitor; intermediate for organic synthesis; accelerator and activator for chloroprene rubber and ethylene-propylene-diene terpolymers; as heat stabilizer in PVC adhesive-tape backing.

The Uses of 1,3-Diphenyl-2-thiourea

N,N'-Diphenylthiourea possesses a wide dipole moment and thus is involved in the forming wide metal chelated complexes as the radioactive-compound which used in radiopharmaceutical imaging, and to treat metal poisoning. It is used in co-crystals development used in the field of nonlinear optics to generate new coherent wavelengths.

Definition

ChEBI: N,N'-diphenylthiourea is thiourea in which each nitrogen carries a phenyl substituent. It has a role as an allergen.

Synthesis Reference(s)

Tetrahedron Letters, 15, p. 1191, 1974 DOI: 10.1016/S0040-4039(01)82442-4

General Description

White to off-white powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

An organosulfide amide. Organosulfides are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 1,3-Diphenyl-2-thiourea emits highly toxic fumes.

Fire Hazard

Flash point data for 1,3-Diphenyl-2-thiourea are not available. 1,3-Diphenyl-2-thiourea is probably combustible.

Flammability and Explosibility

Non flammable

Industrial uses

Thiocarbanilide (diphenyl thiourea) is a crystalline compound, only marginally soluble in water. In solution, it can assume a tautomeric form, typical of thiocarbanilide.
The first tautomer has acidic characteristics. The hydrogen can easily react with cations from the mineral surface and therefore can act as a collector. The second form (II) does not have collecting properties. Thiocarbanilide is a very effective and selective collector for galena. Diphenylthiocarbazide (C₆H₅–NH–NH)₂–C=S. This collector also appears in two forms; in the active form the hydrogen is connected to sulfur. This reagent can be both anionic and cationic. This collector can be utilized for flotation of nickel and cobalt minerals after treatment of the pulp with copper sulfate.

Contact allergens

It is a rubber chemical used as an accelerator and stabilizing agent in neoprene

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Experimental reproductive effects. When heated to decomposition it emits highly toxic fumes of SOx, and NOx,.

Purification Methods

Crystallise the thiourea from boiling EtOH by adding hot water and allowing to cool. [Beilstein 12 H 394, 12 IV 810.]