Question

3. An ester with a molecular formula of CH1002, is hydrolyzed in acid to give two products. Use the 'H-NMR given below to determine the structure of the starting ester and the structures of the products. Be sure to assign all the peaks to support your structures A. Starting Ester, CsH1002 ppm 2H quartet 2H 3H 3H quartet triplet triplet

Answer 1

Molecular formula of esten: H1002 d Double bond equivalent (DBE) - I (204 + -1, +2) (2*5 +0–10+2) where, na no. of atoms having valeancy 4. - no. of atoms So the structure of the or having vallancy 3 estere may be receix ) n, a no. of atoms having valency 1 CACH - COCA - CH3 or CH Chy-Cha-Cha Now, we have to determine we which is the

right structure from the given N 'H-NMR spectra of ester and it's hydrolyzed product Spectra (A) match with the structure - Chach- &-o-CH-CH₂ ca) (6) (c) (d) Proton (a) 3H triplet Proton (b) 2 quartet Proton @ 24 quartet Proton (d) 3H triplet. & value order of these proton in HeHb) Hd 7 Ha. Again, hydrolysis of this ester give the pdt. CH2 - CH₂ - C-o-Cty Ctz hydrolysis, CH₂ - CH -C-04 & CH₂ - CH₂ – OH spectra (6) match with the product .. YiH, singlet 3H, triplet 24, quartet Spectra (6) match with the product CH₂ - CH₂-O-H a 2 1 H, singlet 3t, triplet 2H, quartet Thus, from the above analysis, we can conclude that the ester in CH₃ -CH₂-C-O-CH ₂ -CHA

4. Given reaction - - синен, -си, 8-е 4 сн, он — си ең - осно не е . Ако не си - с Mechanism а : си, -ен-ен, -е-ел . . см, -с», -е, - не н" - село - от - н - - - - тура OCH