6-MITC
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6-MITC
6-(Methylsulfinyl)hexyl isothiocyanate (6-MITC or 6-MSITC) is a compound within the isothiocyanate group of organosulfur compounds. 6-MITC is obtained from cruciferous vegetables, chiefly wasabi. Like other isothiocyanates, it is produced when the enzyme myrosinase transforms the associated glucosinolate into 6-MITC upon cell injury. It is a trend in Japan to apply freshly grated wasabi stem to the hair because Kinin Corporation, the world's largest wasabi producer, claims that 6-MITC promotes hair regrowth. See also * Methyl isothiocyanate Methyl isothiocyanate is the organosulfur compound with the formula CH3N=C=S. This low melting colorless solid is a powerful lachrymator. As a precursor to a variety of valuable bioactive compounds, it is the most important organic isothiocyanat ... References Isothiocyanates Sulfoxides {{biochemistry-stub ...
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Methyl Isothiocyanate
Methyl isothiocyanate is the organosulfur compound with the formula CH3N=C=S. This low melting colorless solid is a powerful lachrymator. As a precursor to a variety of valuable bioactive compounds, it is the most important organic isothiocyanate in industry. Synthesis It is prepared industrially by two routes. Annual production in 1993 was estimated to be 4,000 tonnes. The main method involves the thermal rearrangement of methyl thiocyanate: :CH3S−C≡N → CH3N=C=S It is also prepared via with the reaction of methylamine with carbon disulfide followed by oxidation of the resulting dithiocarbamate with hydrogen peroxide. A related method is useful to prepare this compound in the laboratory. MITC forms naturally upon the enzymatic degradation of glucocapparin, a glucoside found in capers. Reactions A characteristic reaction is with amines to give methyl thioureas: :CH3NCS + R2NH → R2NC(S)NHCH3 : Other nucleophiles add similarly. Applications Solutions of M ...
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