6. Show how each compound can be prepared. 1) 3-pentanol from an alkene 3) Bromoethane from ethylene 2) but anal from butane 4) 4-Octanol from acetylene 5)(E)-1-bromo-2-octene from 1-octene 6) 3-Bromocyclohexene (racem from cyclohexene

44a) Draw the bond-line structure of 1,4-dimethyl-cyclohexa-1,3-diene here: STRUCTURE: b) Circle all the sp²-hybridized carbons in your drawing of the structure. c) In the spaces below, draw two potential products from a chlorination reaction (addition of Cl2) with your first structure Product 1: Product 2:

Alkene reaction map

Draw the alkene that would react with the reagent given to account for the product formed. OH H₂SO4 CH3CH2CCH2CH3 ? + H₂O CH2CH3 . You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one.

[Review Topics] [References] Draw a structural formula for the alkene you would use to prepare the alcohol shown by hydroboration/oxidation. но • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. C. aste Hdo [ド Previous ChemDoodle

a) Write out the 3-step arrow pushing mechanism showing how 1-pentene is hydrated to make 2-pentanol. b) Draw the other 2 alkenes(don’t forget cis/trans isomers!) that could also be hydrated to make 2-pentanol. Briefly explain why1-pentene is the best choice.

How many isomers (structural, geometric, and tereo) have the formula C5H10, and have "cyclo" in their name? (i.e. they contain a ring) 06 0 5 07 04 03

6. Which of the following additions to alkenes occur(s) specifically in an anti fashion? A) hydroboration-oxidation < B) addition of Br2 C) addition of H2 D) addition of H2O in dilute acid E) both A and B

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

Complete the following reactions