An alkene ' A ' (molecular formula C 5 H 10 ) on ozonolysis gives a mixture of two compounds ' B ' and ' C '. Compound 'B' gives positive Fehling test and also forms iodoform on treatment with I 2 and NaOH . Compound ' C ' does not give Fehling's test but forms iodoform. Identify the compound A , B and C . Write the reaction for ozonolysis and formation of iodoform from B and C .

Question

An alkene ' A ' (molecular formula C 5 ​ H 10 ​ ) on ozonolysis gives a mixture of two compounds ' B ' and ' C '. Compound 'B' gives positive Fehling test and also forms iodoform on treatment with I 2 ​ and NaOH . Compound ' C ' does not give Fehling's test but forms iodoform. Identify the compound A , B and C . Write the reaction for ozonolysis and formation of iodoform from B and C .,

MARKS App · Accepted Answer

$ Possible structure of alkenes with molecular formula C 5 ​ H 10 ​ are: im g src = " h ttp s : // c d n − q u es t i o n − p oo l . g e t ma r k s . a pp / m o d u l es / c b se / T r v 82 Y c I S 9 h U C 2 J ​ n O 25 m 9 Z D 7 H 6 ​ K NRS D 2 TZ 5 E k ​ R U 4. or i g ina l . f u ll s i ze . p n g " > b r > im g src = " h ttp s : // c d n − q u es t i o n − p oo l . g e t ma r k s . a pp / m o d u l es / c b se /4 b pB im l i 1 K k d E A O 0 U l A 2 A m p − s MGZ c t d A yo TM u k 9 K R Y w . or i g ina l . f u ll s i ze . p n g " > b r > im g src = " h ttp s : // c d n − q u es t i o n − p oo l . g e t ma r k s . a pp / m o d u l es / c b se /9 C 4 pq s − 842 NT k R h 2 A b 6 bm qXBq d K 9 p f 5 K RP g XP j g X x z E . or i g ina l . f u ll s i ze . p n g " > b r > im g src = " h ttp s : // c d n − q u es t i o n − p oo l . g e t ma r k s . a pp / m o d u l es / c b se / A 9 E 4 o S e B r L s b x 6 vU W M j S A 3 R j 0 G g V q 4 i 8 k t i Zl s 6 TGO 4. or i g ina l . f u ll s i ze . p n g " > b r > St r u c t u re I , II an d III o n ozo n o l ys i s g i v es a l d e h y d eso n l y . B u t i t i s g i v e nin t h e q u es t i o n t ha t o n eo f t h eco m p o u n dd oes n o t g i v e F e h l in g t es t b u t g i v es i o d o f or m t es t . T h ere f ore , k e t o n es h o u l d a l so b e f or m e d o n ozo n o l ys i s . O n l ys t r u c t u re I V w i ll g i v e ana l d e h y d e an d k e t o n eo n ozo n o l ys i s a s f o ll o w in g : im g src = " h ttp s : // c d n − q u es t i o n − p oo l . g e t ma r k s . a pp / m o d u l es / c b se / j N d j 3 v V p e − 0 O Vb 5 y 2 G WY p i g O 4 v EG 4 n OSB bW lGQS 0 U 24. or i g ina l . f u ll s i ze . p n g " > b r > Formation of iodoform from ’ B ’ and ’ C ’ may be explained as follows: $

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