Compound E is a branched molecule with the molecular formula of C,H14O. Compound E reacted with hot concentrated phosphoric acid to form Compound F (major product). Compound G was produced when Compound F reacted with hydrogen gas in the presence of platinum while Compound H was produced when Compound F reacted with Br2 in H2O. Compound F reacted with hydrogen bromide in the presences of hydrogen peroxide to form Compound I. Compound J formed when Compound F reacted with cold dilute manganate (VII) ions while Compound K formed when Compound F reacted with hot acidified concentrated potassium permanganate. Compound I was heated with aqueous sodium hydroxide to produce Compound L. Compound M was produced when Compound I reacted with aqueous ammonia in ethanol while Compound N was produced when Compound I reacted with sodium cyanide.

Principles of Modern Chemistry
8th Edition
ISBN:9781305079113
Author:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Publisher:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Chapter7: Bonding In Organic Molecules
Section: Chapter Questions
Problem 40AP: Consider the following proposed structures for benzene, each of which is consistent with the...
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Compound E is a branched molecule with the molecular formula of CH140.
Compound E reacted with hot concentrated phosphoric acid to form Compound F
(major product). Compound G was produced when Compound F reacted with
hydrogen gas in the presence of platinum while Compound H was produced when
Compound F reacted with Br2 in H20. Compound F reacted with hydrogen bromide
in the presences of hydrogen peroxide to form Compound I. Compound J formed
when Compound F reacted with cold dilute manganate (VII) ions while Compound
K formed when Compound F reacted with hot acidified concentrated potassium
permanganate. Compound I was heated with aqueous sodium hydroxide to produce
Compound L. Compound M was produced when Compound I reacted with aqueous
ammonia in ethanol while Compound N was produced when Compound I reacted
with sodium cyanide.
Identify the possible structural formulae for compound E to N.
State ONE test to differentiate between Compound F and Compound G.
Give TWO differences between Sn1 and Sn2 reactions and state ONE example for
each reaction.
Transcribed Image Text:Compound E is a branched molecule with the molecular formula of CH140. Compound E reacted with hot concentrated phosphoric acid to form Compound F (major product). Compound G was produced when Compound F reacted with hydrogen gas in the presence of platinum while Compound H was produced when Compound F reacted with Br2 in H20. Compound F reacted with hydrogen bromide in the presences of hydrogen peroxide to form Compound I. Compound J formed when Compound F reacted with cold dilute manganate (VII) ions while Compound K formed when Compound F reacted with hot acidified concentrated potassium permanganate. Compound I was heated with aqueous sodium hydroxide to produce Compound L. Compound M was produced when Compound I reacted with aqueous ammonia in ethanol while Compound N was produced when Compound I reacted with sodium cyanide. Identify the possible structural formulae for compound E to N. State ONE test to differentiate between Compound F and Compound G. Give TWO differences between Sn1 and Sn2 reactions and state ONE example for each reaction.
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