83832-32-0

Basic information

• Product Name: 1-((1R,2S)-2-Bromo-1-methoxy-1-methyl-2-phenyl-ethyl)-4-chloro-benzene
• CAS NO: 83832-32-0
• Molecular Weight: 339.659
• Mol File: 83832-32-0.mol

Chemical Properties

• CAS DataBase Reference: 1-((1R,2S)-2-Bromo-1-methoxy-1-methyl-2-phenyl-ethyl)-4-chloro-benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-((1R,2S)-2-Bromo-1-methoxy-1-methyl-2-phenyl-ethyl)-4-chloro-benzene(83832-32-0)
• EPA Substance Registry System: 1-((1R,2S)-2-Bromo-1-methoxy-1-methyl-2-phenyl-ethyl)-4-chloro-benzene(83832-32-0)

Safety Data

• Hazardous Substances Data: 83832-32-0(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 58662-11-6 (Ε)-1-chloro-4-(1-phenylprop-1-en-2-yl)benzene 

Relevant articles and documents

Multipathway Mechanism in Aryl Olefin Bromination: Competition between Tertiary and Secondary Carbocation Pathways

Rate constants, product stereochemistry, and regiochemistry of the bromination of 26 α-methylstilbenes XC6H4C(Me)=CHC6H4Y have been measured in methanol at 25 deg C.Kinetic substituent effects on the rate show the competitive formation of secondary and tertiary carbocations in the rate-determining step.The secondary pathway competes with the tertiary one only if Y is strongly electron donating and X electron accepting.The ρ values are all consistent with carbocationic transition states: in the tertiary pathway ρα for X is -4.59 and ρβ for Y is -1.66, whereas in the secondary pathway ρβ for X, which varies with Y from -1.95 (Y=4-OMe) to -0.89 (Y=4-NMe2), is in the expected range for a β effect.Product analysis is in complete agreement with the kinetic results.The formation of dibromides and methoxy bromides is nonstereoselective as expected from the absence of bromine bridging in the transition states and the intermediates.The experimental regiochemistry is correctly predicted by the relative rates of formation of the secondary and tertiary carbocations.From this rate-product correlation, the first established for an addition reaction, the unambiguous conclusion is that the positive charge distribution does not change on going from the rate-determining to the product-determining transition state.