1.

(a) Give the product of debromination with NaI in acetonesolution of the following. (i) Erythro or meso -2,3- dibromobutane (ii) Threo or (+-)-2,3-dibromobutane. (b) Write the structural formulae of the isomers of the alkyl halide , C_(5)H_(11) Br. (w) Which one undergoes E_(1) elimination at the fastesy rate (x) Which one can give only a single alkene on E_(2) elimination ? (y) Which one gives the most complex mixture ofalkenes on E_(2) elimination ? (Z) Which one is incapable of reactingby the E_(2) elimination ? (c) A compound is formed by substitution of two chlorine atoms for two H-atoms in propane . What is the number of structural isomers possible ?

Answer»

Solution :(a) (i) TRANS -But -2-ene
`("ERYTHRO or meso compound " overset("Anti")underset("elimination")(to) " trans -Alkene ")`
(ii) CIS-But-2-ene
`(" Three of"(+-) "compound "overset("Anti")underset("elimination")(to) " cis- Alkene ")`
(b) Eight isomers :

(w) and (v i ii), (x) (i) ,(y) (ii) Pent-1-ene, Pent-2- ene (cis and trans) (z) (iv)
(C) Four isomers : `CICH_(2)CH_(2)CH_(2)CI , CH_(3)CHCICH_(2)CI,`
`CH_(3)CH_(2)CHCI_(2) , CH_(3)C CI_(2)CH_(3) ,`


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