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Thiourea

Thiourea
Thiourea.png
Thiourea-3D-vdW.png
Names
IUPAC name
Thiourea
Other names
Thiocarbamide
Identifiers
62-56-6 YesY
3D model (Jmol) Interactive image
605327
ChEBI CHEBI:36946 YesY
ChEMBL ChEMBL260876 YesY
ChemSpider 2005981 YesY
ECHA InfoCard 100.000.494
1604
KEGG C14415 YesY
PubChem 2723790
RTECS number YU2800000
UNII GYV9AM2QAG YesY
UN number 2811
Properties
CH4N2S
Molar mass 76.12 g/mol
Appearance white solid
Density 1.405 g/ml
Melting point 182 °C (360 °F; 455 K)
142 g/l (25 °C)
-42.4·10−6 cm3/mol
Hazards
Carc. Cat. 3
Repr. Cat. 3
Harmful (Xn)
Dangerous for the environment (N)
R-phrases R22, R40, R51/53, R63
S-phrases (S2), S36/37, S61
NFPA 704
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g., canola oil Health code 3: Short exposure could cause serious temporary or residual injury. E.g., chlorine gas Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Related compounds
Related compounds
Urea
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY  (what is YesYN ?)
Infobox references

Thiourea (/ˌθəjʊˈrə, ˌθ-/) is an organosulfur compound with the formula SC(NH2)2 . It is structurally similar to urea, except that the oxygen atom is replaced by a sulfur atom, but the properties of urea and thiourea differ significantly. Thiourea is a reagent in organic synthesis. "Thioureas" refers to a broad class of compounds with the general structure (R1R2N)(R3R4N)C=S. Thioureas are related to thioamides, e.g. RC(S)NR2, where R is methyl, ethyl, etc.

Thiourea is a planar molecule. The C=S bond distance is 1.60±0.1 Å for thiourea (as well as many of its derivatives). The material has the unusual property of changing to ammonium thiocyanate upon heating above 130 °C. Upon cooling, the ammonium salt converts back to thiourea.


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