Skip to content
Question 48 of 76

Q.The reaction of ethylene glycol with PI3PI_3 gives :

(a) ICH2−CH2IICH_2-CH_2I
(b) CH2=CH2CH_2=CH_2
(c) CH2=CHICH_2=CHI
(d) ICH=CHIICH=CHI
Tamil Nadu DgeTamil Nadu HSC (DGE) Board 2017MCQ· 1mImportance★★★★★
63% · 48/76 Questions
🔒 Locked · start free trial →

You're viewing a preview — the full solution, concept, methods & PYQ mapping are locked.

Start your 14-day free trial to unlock the full solution →

Ethylene glycol + PI3PI_3 forms the vicinal diiodide as an unstable intermediate, which immediately eliminates I2I_2 to give ethylene gas.

PI3PI_3 replaces −OH-OH by −I-I, so the initial product of HOCH2CH2OH+PI3HOCH_2CH_2OH + PI_3 is 1,2-diiodoethane, ICH2−CH2IICH_2-CH_2I. However, vicinal (1,2-) diiodides are thermally and chemically unstable at ordinary temperature because the weak C–I bonds allow easy loss of iodine; the diiodide spontaneously decomposes, releasing I2I_2 and regenerating the alkene, CH2=CH2CH_2=CH_2. So while ICH2−CH2IICH_2-CH_2I (option a) is the fleeting intermediate, it is not the isolable product — …

Unlock everything free for 14 days

  • Full step-by-step solutions
  • Concept-first explanations
  • Methods, shortcuts & mistakes
  • PYQ mapping + timed mock tests

Full access for 14 days. No credit card required.