Question

Q1. Give the structure of the compound that satisfies the criterion given in each instance. (3 pts cach) (0) A compound of formula CsHi Br that cannot yield an alkene upon treatment with 'BuOK (ii) A four carbon alkene that yields a meso diol upon treatment with m-CPBA/H:0. (iii) A six carbon secondary alcohol (C.H.40) that yields only a single alkene upon acid catalyzed dehydration MacBook Air & w

Answer 1

(i) Formula: Co Hi Br.. given that it should not yield an alkane upon to eatment with it Buok. so the compound may be gillen as follows. L CH3 i to o.. n o alkane . Hzc-C- CH₂ - Br . product che (C5 HV13%) As there is no d- Hydrogen present. So base cannot abstract Hydrogen to form alkene by t2 elimination Reaction... (ii) four carbon alkenë that yields.meso diei treatment with M-CP BA /H2O. The compound ginen fellow 1. Hoa .:: Hré-OH Hea (1) : H₂C H₂ C m-(PBA i (eporidations : Hireach Hazel (dial) (meso compound) six carbon secondary alcohol (E6Hino) that yields only a single akene upon acid catalysed dehydration. The compound given follows : CH3 . Haere - eH=CH₂ Her C- CH - CH₂ - сH3 (colliuo). Hol-e -CH=CH₂ CH3 Only this alkene : will formed eH3 OH - intl @ ci ita : CH3 Scanned with CamScanner