. Provide a base to prepare the following major products for each of the following E2 reactions. Explain. a) b) c) d) Br Chervilkery CX

1) a) Propose a detailed mechanism for the reaction of 2-bromo-2,3-dimethylbutane with sodium methoxide (NaOCH3), showing formation of the major product. Please include: 1) a perspective diagram of the substrate 2) a Newman projection 3) a perspective diagram illustration of the transition state 4) curved arrows, lone pairs, formal/partial charges etc. as appropriate Special Request: Please don't do anything with the spectator ion. b) Draw a simple ('flat,' no dashes/wedges required) Lewis diagram of the minor product. 1) Why is it minor? 2) How would you alter the reaction conditions given to favor the minor product?

Will each of the following reactions follow an El or E2 mechanism? to to HO,

1. Take a close look at the following reactions. (a) Draw the product in the box below. (b) Provide the mechanism in the space below the reaction scheme. H₂O, H₂SO4

Which of the following substrates can undergo an E2 step with H2N¯ as the base? For those that can, draw the curved arrow notation and the products. (a) (b) CI (c) (d) (e) `Br Br

Each of the four reactions below undergoes an E2 mechanism. How many possible alkene products can be produced in each reaction? Hint: think about all major and minor possible products. O Hold and drag to reorder A) = 1 B) = 3 C) = 3 D) = 2 CI tBuOK A) CI NaOEt B) NaOEt C) CI CI NaOEt D) Ph

Indicate whether the reaction below is an oxidation, reduction, or neither.

3. Which of the following has the ability to react via both SN1 and SN2 mechanism? Br A) B) Br C) D) yo Br CH3BR

5) Predict the major product formed in the following multistep reaction sequence. CI 1) NaNH2 2) NaNO2, HCI F3C CI 3) CuBr

The reaction of (S)-2-bromobutane with sodium hydroxide can occur via either an SN1 or SN2 mechanism. Draw the arrow pushing for each of these mechanisms.