Structure via PubChem · Public domain (PubChem)
thiourea
Sign in to saveAlso known as thiocarbonic acid diamide, 2-thiourea, thiocarbamide, carbonothioic diamide, aminothioamide, aminothiocarboxamide
Thiourea () is an organosulfur compound with the formula and the structure . It is structurally similar to urea (), with the oxygen atom replaced by sulfur atom (as implied by the thio- prefix). The properties of urea and thiourea differ significantly. Thiourea is a reagent in organic synthesis. Thioureas are a broad class of compounds with the formula
Chemical data
- Formula
- CH4N2S
- Molecular weight
- 76.12 g/mol
- IUPAC name
- thiourea
- SMILES
- C(=S)(N)N
- InChIKey
- UMGDCJDMYOKAJW-UHFFFAOYSA-N
- XLogP
- -0.8
- Polar surface area
- 84.1 Ų
- H-bond donors
- 2
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
15,843 papers- Thiourea compounds as multifaceted bioactive agents in medicinal chemistry.Bioorganic chemistry · 2025
- Chitosan-thiourea and their derivatives: Applications and action mechanisms for imparting drought tolerance.Journal of plant physiology · 2024
- Recent Advances in Thiourea Based Colorimetric and Fluorescent Chemosensors for Detection of Anions and Neutral Analytes: A Review.Critical reviews in analytical chemistry · 2024
- Thiourea.Report on carcinogens : carcinogen profiles · 2004
- Thiourea Modified Doxorubicin: A Perspective pH-Sensitive Prodrug.Bioconjugate chemistry · 2019
via PubMed
Wikidata facts
- Mass
- 76.01
Show 5 more facts
- Commons category
- Thiourea
- canonical SMILES
- C(=S)(N)N
- chemical formula
- CH₄N₂S
- melting point
- 177.0
- MCN code
- 2930.90.21
via Wikidata · CC0
~6 min read
Article
18 sectionsContents
- Structure and bonding
- Production
- Applications
- Thiox precursor
- Pharmaceuticals
- Other uses
- Reactions
- Oxidation
- Reductant
- Precursor to thiols
- Precursor to metal sulfides
- Precursor to heterocycles
- With metals
- Safety
- See also
- References
- Further reading
- External links
Thiourea () is an organosulfur compound with the formula and the structure . It is structurally similar to urea (), with the oxygen atom replaced by sulfur atom (as implied by the thio- prefix). The properties of urea and thiourea differ significantly. Thiourea is a reagent in organic synthesis. Thioureas are a broad class of compounds with the formula
==Structure and bonding== Thiourea is a planar molecule. The C=S bond distance is 1.71 Å. The C-N distances average 1.33 Å. The weakening of the C-S bond by C-N pi-bonding is indicated by the short C=S bond in thiobenzophenone, which is 1.63 Å.