Problem: Cleavage of cyclopentyl ethyl ether by HBr.

Hw.153.

Draw/write what goes over the arrow in the following transformation

Need to check answers

Provide the complete mechanism using curved arrow formalism for the reaction of pyruvic acid treated with the compound shown below>

Draw all enols of the following ketone.

2. Which of the following additions to alkenes occur(s) specifically in a syn fashion? A) dihydroxylation using OsO4, H2O2 B) addition of H2 C) hydroboration D) addition of HCI E) A, B, and C

Draw the organic product of the following reaction. CH3 m-CICgH,CO;H • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If the reaction produces a racemic mixture, just draw one stereoisomer. • If more than one product is possible, only draw the major product. opy aste

2) Draw the products with detailed reaction mechanism, and also indicate the stereochemistry for the following reaction. U OH CH3COCI CH3 pyridine

When treated with NaOH, the bromide below gives an alkene by the E2 mechanism, by elimination of the H atom indicated by the arrow: a) Draw the Newman projection from which elimination takes place. b) Draw the mechanism. （what rule is used？？be specific，need details） c) Draw the product with the proper stereochemistry. d) Assign the proper stereochemical descriptor to the product. e) Give the rate equation.