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Assignment Cover Sheet
For attention of: OFFICE USE ONLY
Assignment received:
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I declare that all material in this assignment is my own work except where there is clear acknowledgement or reference to the work of others and I have complied and agreed to the University Statement on Plagiarism and Academic Integrity on the University website.*
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*By submitting this assignment and cover sheet electronically, in whatever form, you are deemed to have made the declaration set out above.
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Statement on Plagiarism and Academic Integrity
Plagiarism is a form of cheating. It is taking and using someone else's thoughts, writings or inventions and representing them as your own; for example, using an author's words without putting them in quotation marks and citing the source, using an author's ideas without proper acknowledgment and citation, copying another student's work.
If you have any doubts about how to refer to the work of others in your assignments, please consult your lecturer or tutor for relevant referencing guidelines, and the resources on the Academic Integrity website.
The intentional copying of someone else’s work as one’s own is a serious offence punishable by penalties that may range from a fine or deduction/cancellation of marks and, in the most serious of cases, to exclusion from a unit, a course or the University. Details of penalties that can be imposed are available in Ordinance No 9 - Student Discipline – Part 3 Academic Misconduct available on the University Council website.
The University, and any persons authorised by the University. may submit your assessable works to a text matching system, such as Turnitin, to obtain a report on possible instances of plagiarism. Assessable works may also be included in a reference database. It is a condition of this arrangement that the original author’s permission is required before a work within the database can be viewed.
KRA224 Organic Functional Groups Assignment Due: Week 9, Wednesday April 27th, 2016
Question 1
3-methylbut-1-ene can be treated with HBr to give A, and Br2 in EtOH to give B.
(a) Predict the structure of A and provide a complete mechanism for its formation. Annotate your mechanism in order to explain the regioselectivity of the reaction.
(b) Predict the structure of B and provide a complete mechanism for its formation. Annotate your mechanism in order to explain the regioselectivity of the reaction.
(c) Compound A can be reacted with benzene in the presence of AlBr3 to give C. If 1-bromopentane is used in the place of A multiple products are obtained. Account for the difference in the two reactions.
[12 marks]
Question 2
Suggest efficient reaction sequences for the preparation of each of the following compounds from the indicated starting materials and any other necessary reagents. Provide complete mechanisms in each case.
OH
(a)
from (b)
from (c)
from

[8 marks]
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