Which reaction yields hexan-1-ol? NABH, H20 Ob. OH 1. LIAIH. THE 2. H-о Oc. 1. Hg(OAc)2, H2O 2. NaBH4, HO Od. NaBH, H20

15) Draw the organic product in the following reaction: 1) LDA 2) CH,CH,I

a) H₂ Pd C-C -H and -H + A-B For the following reagents, indicate the following: a) what is added accross the double bond; b) is the addition stereoselective/stereospecific? If yes, do A and B add syn or anti?; c) draw the product, with relevant stereochemistry, when the reagent system shown is reacted with 1-methylcyclopentene. The answer to the first reagent system is shown below. (i) b) yes, syn addition | | -C-C- (achiral, stereochem. not observable) | I A B (ii) a) 1) 9-BBN 2) H₂O2, NaOH(aq) b)

For alkenes A, B, C, and D: (a) Rank A—D in order of increasing heat ofhydrogenation; (b) rank A—D in order of increasing rate of reaction withH2, Pd-C; (c) draw the products formed when each alkene is treated withozone, followed by Zn, H2O.

30) Using a Newman projection as a model, predict the product of the following elimination reaction. Br CH3 NaOH

2) Give the reagents to make each product from the starting molecule. a) CH,=CHCH,CH,CH, b) c) Br

1.Does This have the ability to form a hemiacetal or acetal if acetone is added in the presence of heat and acid? Draw the product.

Draw the major organic product when each of the below reagent is added to 3,3-dimethylbutene.

Select the right statement about the following reaction. 1 equ. HBr Br O The given product is thermodynamic product that results from a 1,4-addition at low temperature. O The given product is thermodynamic product that results from a 1,2-addition at high temperature. O The given product is kinetic product that results from a 1,2-addition at low temperature. O The given product is kinetic product that results from a 1,4-addition at high temperature. O The given product is thermodynamic product that results from a 1,4-addition at high temperature.

Draw the structures of A, B, C and D in each step. NaH A- B H₂SO4 C 150 °C D