In organic chemistry, isothiouronium is a functional group with the formula [RSC(NH2)2+ (R = alkyl, aryl) and is the acid salt of isothiourea. The H centres can also be replaced by alkyl and aryl. Structurally, these cations resemble guanidinium cations. The CN2S core is planar and the C–N bonds are short. [1]
Salts comprising these cations are typically prepared by alkylation of thiourea:
Hydrolysis of isothiouronium salts gives thiols. [2]
Isothiouronium salts in which the sulfur has been alkylated, such as S-methylisothiourea hemisulfate (CAS number: 867-44-7), will convert amines into guanidinium groups. This approach is sometimes called the Rathke synthesis [3] after Bernhard Rathke [4] who first reported it in 1881. [5]
Chelating resins with isothiouronium groups are used to recover mercury and other noble metals including platinum from solutions. [6]
In organic chemistry, isothiouronium is a functional group with the formula [RSC(NH2)2+ (R = alkyl, aryl) and is the acid salt of isothiourea. The H centres can also be replaced by alkyl and aryl. Structurally, these cations resemble guanidinium cations. The CN2S core is planar and the C–N bonds are short. [1]
Salts comprising these cations are typically prepared by alkylation of thiourea:
Hydrolysis of isothiouronium salts gives thiols. [2]
Isothiouronium salts in which the sulfur has been alkylated, such as S-methylisothiourea hemisulfate (CAS number: 867-44-7), will convert amines into guanidinium groups. This approach is sometimes called the Rathke synthesis [3] after Bernhard Rathke [4] who first reported it in 1881. [5]
Chelating resins with isothiouronium groups are used to recover mercury and other noble metals including platinum from solutions. [6]