Chapter 9 Homework

• I and II

• I, II, and III

• I, III, and IV

• I, II, and IV

• I, II, III, and IV

• An E2 reaction will be more likely than an SN2 reaction due to the alkyl halide is 3 degrees

• A bromide would be added the final product

• An SN2 reaction will be favored and therefore an elimination produce is not expected

• The reaction will not form the necessary alkynide anion

• an E1 reaction will be more likely than an SN2 reaction due to the tertiary carbon in tert-butyl bromide

• NaNH2 is used in the reduction of alkynes to trans alkenes

• The secondary alkyl halide would undergo an elimination reaction

• Br is not a good enough leaving group

• The terminal alkyne is not acidic enough to be depronated

• The reaction sequence is correct and will produce the shown product

• CH=CH + (CH3)2CHC=CH

• (CH3)2CHC=CCH3

• (CH3)2CHCH2C=CH

• (CH3)2CHCHBrC=CH

• CH3CHCH2C=CCH3

• 1-tert-butyl-1-butyne

• 2,2-dimethyl-3-hexyne

• 3,3-dimethyl-2-hexyne

• 5,5-dimethyl-3-hexyne

• 3-octyne

Which of the following alkynes would be expected to produce only one major organic product through ozonolysis

• 1-hexyne

• 2-hexyne

• 3-hexyne

• 2-heptyne

• 3-heptyne

What is the expected major product(s) of the treatment of 1-pentyne with 1 equivalent of Br2?

• 1,1-dibromo-1-pentene

• (E)-1,2,-dibromo-1-pentene

• (Z)-1-bromo-1-pentene

• 1,1-dibromo-1-pentene and (E)-1,2,-dibromo-1-pentene

• (E)-1,2,-dibromo-1-pentene and (Z)-1-bromo-1-pentene

• I and II

• II

• III and IV

• I, II, and IV

• I, III and IV

which functional group is expected to be produced when cyclodecyne is reacted with disiamylborane, followed by treatment of basic hydrogen peroxide

• Aldehyde

• Ketone

• Diol

• Ether

• Carboxylic acid

• Markovnikov addition would occur

• The location of addition of Br would be unpredictable

• Heat would need to be added for the reaction to proceed

• The reaction would not proceed

• The reaction would yield an alkene with two Br substituents