CH3 CH3 Br Br2 CH3 CH2CI2 CH3 H3C H3C Br Electrophilic addition of bromine, Br2, to alkenes yields a 1,2-dibromoalkane. The reaction proceeds through a cyclic intermediate known as a bromonium ion. The reaction occurs in an anhydrous solvent such as CH2C12. In the second step of the reaction, bromide is the nucleophile and attacks at one of the carbons of the bromonium ion to yield the product. Due to steric clashes, the bromide ion always attacks the carbon from the opposite face of the bromonium ion so that a product with anti stereochemistry is formed. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions CH3 CH3 Br CH3 .CH3 H3C H3C ig:

Draw curved arrows to show the movement of electrons in this step of the mechanism.

Draw the energy diagram of the following reaction (label and draw reactants, intermediates, and products). Label transition state of the rate limiting step and draw the transition state of the rate determining step. Is it a concerted or stepwise reaction? Write the rate law for this reaction. How do we increase the reaction rate? If we use deutrium-tert-butyl bromide such as (CD3)3CBr instead of (CH3)3CBr, will it increase or decrease the reaction rate? Or there is no meaningful rate change. Write reasons for your answer. Draw mechanisms for reactions by drawing arrows and intermediates.

Consider the mechanism for the given nucleophilic substitution reaction. X 2H₂0

Write the expected substitution product(s) for each reaction and predict the mechanism by which each product is formed.

Consider the reaction of NaCl with 2- bromo-2-methylhexane in acetone/water. Predict the change in rate if the concentrations of both the 2-bromo-2- methylhexane and the NaCl are doubled. A) The reaction rate stays the same. B) The reaction rate doubles. C) The reaction rate is halved. D) The reaction rate quadruples E) The reaction rate triples.

Draw the structure of the four allylic halides formed when 3-methylcyclohexene undergoes allylic halogenation with NBS + hv.

Draw a structural formula for the major organic product of each reaction and specify the most likely mechanism by which each is formed.

Ethers can be prepared by reaction of an alkoxide or phenoxide ion with a primary alkyl halide. Draw the structure of the expected organic product of the reaction of iodomethane with the following alkoxide ion: CH3 H3C O Na You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • Do not include counter-ions, e.g., Na", I, in your answer. орy вste ChemDoodle

What is the NAME of the Mechanism for this reaction?