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C) Trigonal Planar: E-Pent-2-ene Z-Pent-2-ene Z-3-Methylpent-2-ene Z-2-Methylpent-2-ene

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Chapter 7 Homework

7.1 Describe the geometry around the carbon–carbon double bond.


a) Tetrahedral
b) Trigonal pyramidal
c) Trigonal planar
d) Bent
e) Linear

7.2 Give the formula for an alkene.


a) CnH2n-4
b) CnH2n-2
c) CnH2n
d) CnH2n+2
e) CnH2n+4

7.3 Name CH3CH=CHCH=CH2.


a) Buta-2,4-diene
b) Buta-1,3-diene
c) Penta-2,4-diene
d) Penta-1,3-diene
e) Penta-1,4-diene

7.4 Calculate the unsaturation number for C6H10BrCl.


a) 0
b) 1
c) 2
d) 3

7.5 Name
a) trans-Pent-2-ene
b) cis-Pent-2-ene
c) trans-3-Methylpent-2-ene
d) cis-3-Methylpent-2-ene

7.6 Name
a) E-Pent-2-ene
b) Z-Pent-2-ene
c) E-3-Methylpent-2-ene
d) Z-3-Methylpent-2-ene
e) Z-2-Methylpent-2-ene

7.7 Name
a) CH3COOH
b) CH3CHO
c) CH3CH2OH
d) HOCH2CH2OH
e) CH3CH(OH)2

7.8
a) ClCH2CH2Cl
b) ClCH=CHCl
c) CH2=CH2
d) CH2=CHCl

7.9
a) (CH3)2CHOH
b) CH3CH2CH2OH
c) HOCH2CH2CH2OH
d) CH3CH(OH)CH2OH

7.10
a) [CH2CH(CH3)]n
b) [CH2CH2]n
c) [CH2=CH(CH3)]n
d) [CH2=CH2]n

7.11 Identify the product formed from the polymerization of tetrafluoroethylene.


a) Polypropylene
b) Poly(vinyl chloride) (PVC)
c) Polyethylene
d) Poly(tetrafluoroethylene), Teflon

7.12
a) CH3CCCH3
b) CH2=CHCH=CH2
c) CH3CH=CHCH3
d) CH3CH2CH2CH3

7.13
a) (CH3)2C(Br)CH3
b) (CH3)2C=CHBr
c) (CH3)2C=CH2
d) (CH3)2CHCH3

7.14 Debromination of vicinal dibromides occurs by what mechanism?


a) SN1
b) SN2
c) E1
d) E2
7.15
a) (CH3)2CHOSO3H
b) CH3CH=CH2
c) (CH3)2C=O
d) CH3CH2COOH

7.16 Dehydration of alcohols occurs by what mechanism?


a) SN1
b) SN2
c) E1
d) E2

7.17 Give the products from the catalytic cracking of alkanes.


a) Alkanes
b) Alkenes
c) Alkynes
d) Alkanes + alkenes
e) Alkanes + alkynes

7.18 Give the products from the dehydrogenation of alkanes.


a) Alkanes
b) Alkenes
c) Alkynes
d) Alkanes + alkenes
e) Alkanes + alkynes

7.19
a) (CH3)3CO-, (CH3)3COH
b) CH3CH2O-, CH3CH2OH
c) NaI, acetone
d) H2, Pd

7.20
a) Pt, 500 oC
b) H2, Pt
c) H2SO4, 150 oC
d) NaI, acetone
e) NaOH
Chapter 8 Homework

8.1
a) BrCH2CH2CH3
b) BrCH2CH(Br)CH3
c) CH3CH(Br)CH3
d) CH3CH(OH)CH3

8.2
a) BrCH2CH2CH3
b) BrCH2CH(Br)CH3
c) CH3CH(Br)CH3
d) CH3CH(OH)CH3

8.3 Identify the intermediate in the reaction of an alkene with hydrogen peroxide and HBr.
a) Anion
b) Cation
c) Radical
d) Cycloalkane

8.4
a) HOCH2CH2CH3
b) CH2=CHCH3
c) HOCH2CH(OH)CH3
d) CH3CH(OH)CH3

8.5 Give the intermediate for the dehydration of 2-methylbutan-2-ol.


a) Methyl carbocation
b) Primary carbocation
c) Secondary carbocation
d) Tertiary carbocation

8.6
a) HOCH2CH2CH3
b) CH3CH(OH)CH3
c) CH2=CHCH3
d) HOCH2CH(OH)CH3

8.7
a) CH3OCH2CH2CH3
b) CH3CH(OCH3)CH3
c) CH2=CHCH3
d) CH3OCH2CH(OCH3)CH3
8.8
a) HOCH2CH2CH3
b) CH3CH(OH)CH3
c) CH2=CHCH3
d) HOCH2CH(OH)CH3

8.9 Identify for the hydroboration of an alkene.


a) Markovnikov, anti addition
b) Markovnikov, syn addition
c) Anti-Markovnikov, anti addition
d) Anti-Markovnikov, syn addition
e) None of the above

8.10
a) ClCH2CH2CH3
b) CH3CH(Cl)CH3
c) CH3CH2CH3
d) ClCH2CH(Cl)CH3

8.11 Identify the intermediate in the halogenation of an alkene.


a) Radical
b) Anion
c) Cation
d) Halonium ion

8.12
a) ClCH2CH(OH)CH3
b) HOCH2CH(Cl)CH3
c) ClCH2CH(Cl)CH3
d) HOCH2CH(OH)CH3

8.13
a) CH3CH2CH2CH3
b) CH3CH2CH3
c) CH3CH3
d) HC≡CCH3
e) HC≡CCH2CH3

8.14 Identify the intermediate in the reaction of an alkene with diazomethane.


a) Radical
b) Anion
c) Cation
d) Carbene
8.15
a) Butane
b) 2-Methylpropane
c) Methylcyclopropane
d) Cyclopropane

8.16 Identify the product in the reaction of an alkene with a peroxyacid.


a) Cyclopropane
b) Epoxide
c) Alcohol
d) Ether

8.17
a) HOCH2CH2CH3
b) CH3CH(OH)CH3
c) HOCH2CH(OH)CH3
d) HOCH2CH2CH2OH

8.18 Describe the addition of potassium permanganate to an alkene.


a) Syn dihydroxylation
b) Anti dihydroxylation
c) Markovnikov addition of water
d) Anti-Markovnikov addition of water

8.19
a) HOCH2CH(OH)CH3
b) H2C=O + CH3CHO
c) CO2 + CH3COOH
d) CO2 + CH3CHO

8.20 Identify the polymerization that is electrophilic addition.


a) Anionic polymerization
b) Free-radical polymerization
c) Cationic polymerization
d) None
Chapter 9 Homework

9.1
a) Hept-6-en-3-yne
b) Pent-5-en-3-yne
c) Hept-1-en-4-yne
d) Hept-3-en-5-yne

9.2
a) Pent-2-yn-4-ol
b) Pent-2-en-4-ol
c) Pent-3-en-2-ol
d) Pent-3-yn-2-ol

9.3 Give the hybridization of a carbon in an alkyne.


a) sp
b) sp2
c) sp3
d) sp4

9.4 Give the shape of a carbon in an alkyne.


a) Trigonal planar
b) Trigonal pyramidal
c) Tetrahedral
d) Linear
e) Bent

9.5
a) CH3CH=CH2
b) CH3CCCl
c) CH3CCCH3
d) CH3(Cl)=CHCH3

9.6 Give the mechanism for the alkylation of an acetylide ion.


a) E1
b) E2
c) SN1
d) SN2

9.7
a) CH3CCCH2OH
b) CH3CH=CHCH2OH
c) CH3C(OH)=CH2
d) HOCH2C(CH3)=CH2
9.8
a) CH3C(Cl)=CHCH3
b) CH3CH(OH)CH(OH)CH3
c) CH3CH(OH)CH(Cl)CH3
d) CH3CCCH3

9.9
a) CH3CH=CHCH3 (cis)
b) CH3CH=CHCH3 (trans)
c) CH3CH2CH2CH3
d) CH3CCCH3

9.10
a) CH3CH=CHCH3 (cis)
b) CH3CH=CHCH3 (trans)
c) CH3CH2CH2CH3
d) CH3CCCH3

9.11 Describe how hydrogen is added in the reaction of an alkene with Lindlar’s catalyst.
a) Anti
b) Syn
c) Both
d) Neither

9.12
a) CH3CH=CHCH3 (cis)
b) CH3CH=CHCH3 (trans)
c) CH3CH2CH2CH3
d) CH3CCCH3

9.13
a) CH3CH2C(Br)2C(Br)2
b) CH3C(Br)2C(Br)2CH3
c) CH(Br)2CH2CH2CH(Br)2
d) CH3CH2CH(Br)2CH3
e) CH3CH(Br)CH(Br)CH3

9.14
a) CH3C(Cl)2CH3
b) CH3CH2CHCl2
c) CH3C(Cl)=CH2
d) CH3CH=CHCl (cis)
e) CH3CH=CHCl (trans)
9.15
a) CH3C(Br)2CH3
b) CH3CH2CHBr2
c) CH3C(Br)=CH2
d) CH3CH=CHBr

9.16
a) CH3C(OH)=CH2
b) (CH3)2C=O
c) CH3CH2CHO
d) CH3CH=CHOH (cis)
e) CH3CH=CHOH (trans)

9.17
a) CH3C(OH)=CH2
b) (CH3)2C=O
c) CH3CH2CHO
d) CH3CH=CHOH (cis)
e) CH3CH=CHOH (trans)

9.18 Describe the hydroboration–oxidation of an alkyne.


a) Markovnikov; anti
b) Markovnikov; syn
c) Anti-Markovnikov; anti
d) Anti-Markovnikov; syn

9.19 Identify the product(s) from the permanganate oxidation of but-1-yne under neutral
conditions.
a) Keto-acid
b) Diketone
c) Dialdehyde
d) Diacid
e) Aldo-acid

9.20 Identify the product(s) from the ozonolysis of an alkyne.


a) Two aldehydes
b) Two ketones
c) Ketone + aldehyde
d) Two carboxylic acids
e) Ketone + carboxylic acid

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