a) Give the molecular formula and draw the skeletal structure for 3-bromo-3- methylhexane. b) Name (including E/Z stereochemistry) the FIVE alkenes that can produce 3-bromo-3- methylhexane on reaction with HBr. Draw the skeletal structure of each molecule.??? c) Define the type of stereoisomerism present in 3-bromo-3-methylhexane. Name and draw the tetrahedral representation of the two stereoisomers?.

World of Chemistry, 3rd edition
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ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
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Chapter20: Organic Chemistry
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a) Give the molecular formula and draw the skeletal structure for 3-bromo-3-
methylhexane.
b) Name (including E/Z stereochemistry) the FIVE alkenes that can produce 3-bromo-3-
methylhexane on reaction with HBr. Draw the skeletal structure of each
molecule.???
c) Define the type of stereoisomerism present in 3-bromo-3-methylhexane. Name and
draw the tetrahedral representation of the two stereoisomers?.
d) For the base-catalysed hydrolysis of 3-bromo-3-methylhexane (i.e. reaction with the
nucleophile OH-):
i)
ii)
iii)
iv)
State whether the reaction is likely to proceed by an SN1 or SN2 mechanism,
and explain your choice
Give the likely rate law for the reaction. Explain your choice.
For the reaction intermediate, draw its structure and give the VSEPR
description of the geometry at the reaction centre
Give the names and draw the structures of the two reaction products.
Explain your conclusions
Transcribed Image Text:a) Give the molecular formula and draw the skeletal structure for 3-bromo-3- methylhexane. b) Name (including E/Z stereochemistry) the FIVE alkenes that can produce 3-bromo-3- methylhexane on reaction with HBr. Draw the skeletal structure of each molecule.??? c) Define the type of stereoisomerism present in 3-bromo-3-methylhexane. Name and draw the tetrahedral representation of the two stereoisomers?. d) For the base-catalysed hydrolysis of 3-bromo-3-methylhexane (i.e. reaction with the nucleophile OH-): i) ii) iii) iv) State whether the reaction is likely to proceed by an SN1 or SN2 mechanism, and explain your choice Give the likely rate law for the reaction. Explain your choice. For the reaction intermediate, draw its structure and give the VSEPR description of the geometry at the reaction centre Give the names and draw the structures of the two reaction products. Explain your conclusions
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