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thiourea : ウィキペディア英語版
thiourea

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Thiourea () 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.
==Structure and bonding==
Thiourea is a planar molecule. The C=S bond distance is for thiourea (as well as many of its derivatives). The material has the unusual property of changing to ammonium thiocyanate upon heating above . Upon cooling, the ammonium salt converts back to thiourea.
Thiourea occurs in two tautomeric forms. In aqueous solutions the thione form predominates. The thiol form, which is also known as an isothiourea, can be encountered in substituted compounds such as isothiouronium salts.
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