Chemical Properties
Colorless liquid; penetrating aroma.
Occurrence
Reported found in horseradish, mustard, and wasabi.
Uses
3-Butenyl isothiocyanate is a useful building block and has been proposed to have demonstrated anticancer effects in colorectal cancer, however little is known about their effect in colorectal cancers and tumor initiation properties.
Definition
ChEBI: 4-isothiocyanato-1-butene is an isothiocyanate.
Aroma threshold values
High strength odor, recommend smelling in a 0.01% solution or less.
Synthesis
N, N-dimethylformamide (DMF) (480 g, 6.57 mol) was added to a mixture of 4-bromo-1-butene (160 g, 1.19 mol) and potassium thiocyanate (114 g, 1.17 mol), and the mixture was stirred at 100 C for 1.5 h. The insoluble material was removed, the mixture was evaporated, and the DMF-containing 3-butene thiocyanate ( 560 g). Sodium iodide (208 g, 1.40 mol) and calcium carbonate (11.2 g, 0.11 mol) were added to 3-butenyl thiocyanate and the mixture was refluxed with stirring for 2 h. The insoluble material was removed and the mixture was distilled. The insoluble material was removed and the remaining mixture was distilled to obtain 3-butenyl isothiocyanate.
