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(C(6)H(12))overset(HCl)rarr underset((C(...

`(C_(6)H_(12))overset(HCl)rarr underset((C_(6)H_(13)Cl))(B)+(C )`
`(B)overset(Alc.KOH)rarr(D)` [isomer of (A)]
`(D)overset("Ozonolysis")rarr(E )` (It gives negative test with Fehling's solution but responds to iodoform test)
`(A)overset("Ozonolysis)rarr(F)+(G)` (Both give positive Tollens test but do not give iodoform test)
`(F)+(G)overset("Conc.NaOH)rarr HCOONa` + A primary alcohol .
Identify A to G.

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i. Both (F) and (G) are aldehydes lacking `alpha-H` atom because they give positive Tollens test and undergo cross Cannizzaro reaction. One aldehyde is (HCHO), since one product of cross C.R. is HCOONa. Total C atom in (A) are six and ozonolysis product of (A) is HCHO and a five C aldehyde without `alpha-H` atom. So another aldehyde must be `(Me_(3)C-CHO)`.
Proceed reverse to obtain the structure of (A):

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From the following sequence of reactions , [A] (C_(6)H_(12)) overset(HCl)(rarr) (B) (C_(6) H_(13)Cl) + (C) (C_(6)H_(13)Cl) react with AgNO_(3) to give white ppt. [B] overset("Alc." KOH)(to) (D) (An isomer of A ) gives positive test with Br_(2)//C Cl_(4) [D] overset("Ozonelysis")(to) (E) gives positive iodoform test and negative Fehling's test . [A] overset("Ozonolysis")(to) (F) + (G) , both F and G give positive Tollen's test . [F] + [G] underset(Delta)overset("Conc." NaOH)(to) HCOONa + alcohol The reaction involve in F and G with the NaOH is : The structure of compound D is :

From the following sequence of reactions , [A] (C_(6)H_(12)) overset(HCl)(rarr) (B) (C_(6) H_(13)Cl) + (C) (C_(6)H_(13)Cl) react with AgNO_(3) to give white ppt. [B] overset("Alc." KOH)(to) (D) (An isomer of A ) gives positive test with Br_(2)//C Cl_(4) [D] overset("Ozonelysis")(to) (E) gives positive iodoform test and negative Fehling's test . [A] overset("Ozonolysis")(to) (F) + (G) , both F and G give positive Tollen's test . [F] + [G] underset(Delta)overset("Conc." NaOH)(to) HCOONa + alcohol The structure A and B respectively are :

From the following sequence of reactions , [A] (C_(6)H_(12)) overset(HCl)(rarr) (B) (C_(6) H_(13)Cl) + (C) (C_(6)H_(13)Cl) react with AgNO_(3) to give white ppt. [B] overset("Alc." KOH)(to) (D) (An isomer of A ) gives positive test with Br_(2)//C Cl_(4) [D] overset("Ozonelysis")(to) (E) gives positive iodoform test and negative Fehling's test . [A] overset("Ozonolysis")(to) (F) + (G) , both F and G give positive Tollen's test . [F] + [G] underset(Delta)overset("Conc." NaOH)(to) HCOONa + alcohol The structure of C is :

From the following sequence of reactions , [A] (C_(6)H_(12)) overset(HCl)(rarr) (B) (C_(6) H_(13)Cl) + (C) (C_(6)H_(13)Cl) react with AgNO_(3) to give white ppt. [B] overset("Alc." KOH)(to) (D) (An isomer of A ) gives positive test with Br_(2)//C Cl_(4) [D] overset("Ozonelysis")(to) (E) gives positive iodoform test and negative Fehling's test . [A] overset("Ozonolysis")(to) (F) + (G) , both F and G give positive Tollen's test . [F] + [G] underset(Delta)overset("Conc." NaOH)(to) HCOONa + alcohol The reaction involve in F and G with the NaOH is : The reaction involve in the F and G with NaOH is :

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