Question

Br OH P) CH3CH2ONa, CH3CH2OH Q) (CH3)3COK, (CH3)3COH R) NaNH2, NH3 S) Na, NH3 T) H2 A) NBS B) Br2, CCI4 C) Cl2, CCl4 D) HBr E) HBr, ROOR F) H20 G) Hg(OAc)2, NaOH, H20 H) HgSO4, H2O, H2SO4 ) H30workup) J) Dicyclohexylborane K) BH3 L) H202, H20, NaOH M) Pd N) Lindlar's Cat. O) 1% Pd(OAc), PPh 3 3 V) Zn, CH3COOH W) CrO3, H2SO4, H20 X) CH3CH2Br Y) CHACH2CH2Br Z) CH3CH2Li AA) CH2CHCH(CH3)2 AB) CH2CHCH2CH(CH3)2 AC) CH2CH2CH2CH2CHO AD) CH3CH2CH2COCH3

First we start with ______________and immediately add  ______________followed by ______________ work up to give the new functional group  ______________. Then treatment with  ______________and  ______________will give (syn / anti)  ______________addition to give the ______________(stereochemistry)  ______________(functional group)  . The final product can be formed by adding ______________ .

Answer 1

1) NaNH2 in liquid NH3, 2) CH3CH2CH2CH2 CHO, 3) H3O+ (work up),4) -OH, 5)Na./ in liquid NH3, 6)Br2/ CCl4, 7) anti- 8) R- configuration, 9)   , 10) H2/Ni

.