13352-80-2

Usage

Uses

Used in Organic Synthesis:
1-Bromo-3,3-dimethylbut-1-ene is used as a reagent in the preparation of bromo(dimethyl)butenes. This is achieved through the elimination of dibromo(dimethyl)butane, which is an important step in the synthesis of various organic compounds.
Used in the Preparation of Alkynes:
1-Bromo-3,3-dimethylbut-1-ene plays a crucial role in the preparation of alkynes, which are essential building blocks in organic chemistry. The elimination of dibromo(dimethyl)butane from 1-bromo-3,3-dimethylbut-1-ene allows for the formation of alkynes, which are valuable for the synthesis of a wide range of organic compounds, including pharmaceuticals, agrochemicals, and materials.

Upstream product

• 917-92-0 3,3-Dimethylbut-1-yne 
• 114479-30-0 1,1-Dibromo-3,3-dimethyl-butane 
• 640-21-1 1,2-dibromo-3,3-dimethylbutane 

Downstream Products

• 50428-39-2 2,2,8,8-tetramethyl-3,6-nonadiyne-5-ol 
• 79884-90-5 4-bromo-2,2,3-trimethyl-1-phenylphosphetan 1-oxide 
• 79884-90-5 (1R,3S)-4-Bromo-2,2,3-trimethyl-1-phenyl-phosphetane 1-oxide 

Relevant academic research and scientific papers

Removal of water - a factor influencing the synthesis of alkynes in a phase-transfer catalyzed β-elimination reaction

Acetylene derivatives 4 were synthesized from the corresponding vicinal bromo compounds 2 in the phase-transfer catalyzed hydrogen bromide β-elimination reaction using solid potassium hydroxide as a base, xylene as a solvent, and a phase-transfer catalyst. The yields of the synthesized acetylene derivatives 4 were substantially improved when water formed in the process had been removed.

Synthesis, Stereochemistry, and Crystal and Molecular Structure of 4-Bromo-1,2,2,3-tetramethyl-1-phenylphosphetanium Bromide

The synthesis of 4-bromo-2,2,3-trimethyl-1-phenylphosphetan 1-oxide was achieved by reaction of 1-bromo-3,3-dimethylbut-1-ene with phenylphosphonous dichloride in the presence of anhydrous aluminium chloride, followed by the addition of water.The oxide was converted into the title compound by reduction (Cl3SiH) and then quaternization with methyl bromide.The title compound crystallizes in the monoclinic space group P21/n, with four molecules in the unit cell of dimensions a = 7.653(1), b = 12.662(3), c = 15.487(3) Angstroem and β = 97.58(2) deg.The structure was solved by the heavy-atom method and refined to a final R value of 0.065.The four-membered ring is puckered with a dihedral angle of 34.0 deg.The methyl substituent at C(3) and the phenyl group have a cis-relation, whereas the bromo-substituent and phenyl ring are trans.All three of these groups occupy eqatorial positions with respect to the ring.