Description
Diethylthiourea, a thiourea derivative, is used mainly
as a rubber chemical, particularly in solid neoprene
products.
Chemical Properties
white to buff-coloured solid
Uses
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.
Uses
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
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.]