N,N'-Diethylthiourea

Description

Diethylthiourea, a thiourea derivative, is used mainly as a rubber chemical, particularly in solid neoprene products.

Chemical properties

white to buff-coloured solid

The Uses of N,N'-Diethylthiourea

Diethyl thiourea is the inhibitor of corrosion in metal pick/ing solutions; accelerator for mercaptan-modified chloroprene rubber; antidegradant for natural, nitrile-butadiene, styrene-butadiene, and chloroprene rubbers

The Uses of N,N'-Diethylthiourea

N,N′-Diethylthiourea can be used as a reactant to prepare:

• 3,5-Diethyltetrahydro-4-thioxo-1,3,5-triazine-1(2H)-propanoic acid by condensation reaction with formaldehyde and β-alanine.
• Methyl 3-ethyl-2-(ethylimino)-3,4-dihydro-4-oxo-2H-1,3-thiazine-6-carboxylate by one-pot reaction with dimethyl acetylenedicarboxylate in the presence of triphenylphosphine catalyst.
• 2-(Ethylimino)-3-ethyl-thiazolidin-4-one by cyclization reaction with 2-chloroacetic acid.
• 3-Ethyl-2-(ethylimino)-4-oxo-5-thiazolidineacetamide by condensation reaction with maleimides via Michael-type reaction.

Definition

ChEBI: Thiourea in which each nitogen carries an ethyl substituent.

General Description

Buff solid or white powder.

Air & Water Reactions

N,N'-Diethylthiourea may be sensitive to exposure to air. . Slightly soluble in water.

Reactivity Profile

N,N'-Diethylthiourea is an amide. 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 N,N'-Diethylthiourea emits toxic fumes.

Fire Hazard

Flash point data are not available for N,N'-Diethylthiourea, but N,N'-Diethylthiourea is probably combustible.

Flammability and Explosibility

Non flammable

Contact allergens

Diethylthiourea, a thiourea derivative, is used mainly as a rubber chemical, particularly in solid neoprene products.

Safety Profile

Poison by ingestion. Moderately toxic by intraperitoneal route. Questionable carcinogen with experimental carcinogenic data. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx

Purification Methods

Crystallise it from *benzene. [Beilstein 4 H 118, 4 I 355, 4 II 610, 4 III 220, 4 IV 375.]