CAS 1521-51-3: 3-BROMOCYCLOHEXENE

In peptide synthesis, can be used to protect the hydroxyl group of serine and threonine as the cyclohexyl (Chx) ether, by reaction with the sodium alkoxide (generated with NaH), followed by hydrogenation. The group is stable to TFA and 20% piperidine in DMF, but can be cleaved with TfOH in TFA, in the presence of thioanisole as a cation scavenger. It is also used in the synthesis of N-tert-butoxycarbonyl-O-cyclohexyl-L-tyrosine.1 It was also used in the synthesis of enantiopure cyclohexitols such as muco-quercitol, D-chiro-inocitol and allo-inocitol.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.

3-Bromocyclohexene is a monomer that can be used in the synthesis of fatty acids and their esters. It can also be used as a cross-coupler for organic syntheses, such as the preparation of enantiopure compounds. 3-Bromocyclohexene reacts with butyric acid to form (E)-3-bromocyclohexanol, which is then reacted with phosphorus pentachloride to form (E)-3-chlorocyclohexanecarboxylic acid. This reaction mechanism is shown below: This product is an industrial chemical that is used in the production of plasticizers, lubricants, solvents, and pesticides.

3-Bromocyclohex-1-ene

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.