CAS 917-92-0: 3,3-Dimethyl-1-butyne

3,3-Dimethylbut-1-yne

3,3-Dimethyl-1-butyne is an organic compound with the chemical formula CH2=CHCH2CH3. It is a colorless liquid that is soluble in most organic solvents and reacts readily with air. 3,3-Dimethyl-1-butyne is a reaction intermediate that can be synthesized from cyclopentene oxide. The molecule has an acidic hydrogen atom on the methyl group and a nucleophilic hydrogen atom on the butyl group. The reaction mechanism is believed to involve nucleophilic attack of the acidic hydrogen atom by the nucleophile, which results in a substitution reaction. The activation energy for this process is low, due to the nonpolar solvent and polar reactant.

3,3-Dimethyl-1-butyne is used as an active pharmaceutical intermediate for terbinafine. It is also used in the preparation of 2,2,7,7-tetramethyl-octa-3,5-diyne. Further, it is used in the synthesis of erythro and threo isomers of B-(3,3-dimethyl-1,2-dideuterio-1-butyl)-9-BBN by hydroboration-deuteronolysis-hydroboration sequence. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications tert-Butylethyne, is an organic building block used for the synthesis of various pharmaceutical compounds, such as Terbinafine Hydrochloride (T107500), which is a synthetic allylamine antifungal. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package References Hadi, V., et al.: Tetrahedron Letters, 50, 2370 (2009); Petranyi, G., et al.: Science, 224, 1239 (1984);

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.