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(a) You are provided with an unknown colourless liquid. Elemental analysis shows that this sample has the molecular formula C,H,Br. It is your task to identify this compound. Firstly, draw all possible constitutional isomers of this sample. (b) You now place this sample into a polarimeter. You find that the optical rotation equals +4.5°. Draw and name the two compounds that this sample could be. (c) Treating these compounds with a strong base can lead to an E2 elimination of the bromine atom. This reaction could also potentially eliminate three different hydrogen atoms, leading to three different products. Draw and name these products.

(a) You are provided with an unknown colourless liquid. Elemental analysis shows that this sample has the molecular formula C,H,Br. It is your task to identify this compound. Firstly, draw all possible constitutional isomers of this sample. (b) You now place this sample into a polarimeter. You find that the optical rotation equals +4.5°. Draw and name the two compounds that this sample could be. (c) Treating these compounds with a strong base can lead to an E2 elimination of the bromine atom. This reaction could also potentially eliminate three different hydrogen atoms, leading to three different products. Draw and name these products.

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter17: Conjugation And Molecular Orbital (mo) Theory
Section: Chapter Questions
Problem 21CTQ
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(a) You are provided with an unknown colourless liquid. Elemental analysis shows that this sample has the molecular formula C,H,Br. It is your task to identify this compound. Firstly, draw all possible constitutional isomers of this sample. (b) You now place this sample into a polarimeter. You find that the optical rotation equals +4.5°. Draw and name the two compounds that this sample could be. (c) Treating these compounds with a strong base can lead to an E2 elimination of the bromine atom. This reaction could also potentially eliminate three different hydrogen atoms, leading to three different products. Draw and name these products.
Transcribed Image Text:(a) You are provided with an unknown colourless liquid. Elemental analysis shows that this sample has the molecular formula C,H,Br. It is your task to identify this compound. Firstly, draw all possible constitutional isomers of this sample. (b) You now place this sample into a polarimeter. You find that the optical rotation equals +4.5°. Draw and name the two compounds that this sample could be. (c) Treating these compounds with a strong base can lead to an E2 elimination of the bromine atom. This reaction could also potentially eliminate three different hydrogen atoms, leading to three different products. Draw and name these products.
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