Portage Organic Chem Module 5
1. 2-methyl-2-butene:ANS- Name this
2. - hydroxyl (OH) group is pronated by the solvent
- a water molecule (from the solvent?) removes a ²-hydrogen.
- As the ²-hydrogen is removed the bond H-C bond is broken and then there
is a C=C bond formed between the ²-carbon and the ±-carbon.
- At the same time. the double bond kicks off the H2O molecule from the ±-
carbon
- The net result is that H and OH are removed (eliminated) from the original
alcohol substrate.
- products: an alkene and H3O+ ANS-: Steps of a dehydration reaction for a
primary alcohol
, . Portage Organic Chem Module 5
Study online at https://quizlet.com/_did2n5
3. This occurs when a ²-hydrogen can be removed from different carbons to
create the C=C in different places on the parent chain.ANS-: When can a
single alcohol substrate produce more than one alkene product?
4. Zaitsev's Rule ANS-: The production of the more highly substituted alkene as
the major product
5. True: True or False: Alcohols can be converted to alkyl halides.
6. True: True or False: Alcohols react with most hydrogen halides (HCl, HBr, HI)
to produce the corresponding alkyl chloride, bromide, or iodide, respectively.
7. a substitution reaction, replacing the hydroxyl group with a halogen.:
What type of reaction is it when alcohols are converted to alkyl halides?
8. 1. The acid protonates the hydroxyl group of the alcohol to make it a good
leaving group.
, . Portage Organic Chem Module 5
Study online at https://quizlet.com/_did2n5
2. the halide ions are good nucleophiles but weak bases, so substitution is
promoted over elimination.: The use of hydrogen halides promotes the
substitution in two ways. What are they?
9. False, they are the same: True or False: The order of reactivity of alcohols
with hydrogen halides is different than in dehydration.
10. a phosphorus trihalide reagent (PX3, X = Cl or Br).
**Notes: This reaction is particularly efficient as one molecule of PX3 can
convert three molecules of alcohol to the corresponding alkyl halide.: An
alternate method for converting primary and secondary alcohols to alkyl chlorides
and bromides employs what?
11. the alkene whose C=C has more alkyl groups attached.: In dehydration
cases where more than one alkene product is possible, the major product is
always 12 the more stable the alkene.: The greater the substitution (the
number of alkyl groups) attached to the C=C,
, . Portage Organic Chem Module 5
Study online at https://quizlet.com/_did2n5
13. primary and secondary: A reaction of alcohols with SOCl2 is very efficient
for ____________ alcohols.
14. hydrogen halide: Name this
15. alcohol: Name this
16. alkyl halide: Name this
17. water: Name this
18. 1-butanol: Name this
19. 1- chlorobutane: Name this
20. phosphorus trihalide (X = Cl or Br): Name
this
21. phosphorus acid: Name this
1. 2-methyl-2-butene:ANS- Name this
2. - hydroxyl (OH) group is pronated by the solvent
- a water molecule (from the solvent?) removes a ²-hydrogen.
- As the ²-hydrogen is removed the bond H-C bond is broken and then there
is a C=C bond formed between the ²-carbon and the ±-carbon.
- At the same time. the double bond kicks off the H2O molecule from the ±-
carbon
- The net result is that H and OH are removed (eliminated) from the original
alcohol substrate.
- products: an alkene and H3O+ ANS-: Steps of a dehydration reaction for a
primary alcohol
, . Portage Organic Chem Module 5
Study online at https://quizlet.com/_did2n5
3. This occurs when a ²-hydrogen can be removed from different carbons to
create the C=C in different places on the parent chain.ANS-: When can a
single alcohol substrate produce more than one alkene product?
4. Zaitsev's Rule ANS-: The production of the more highly substituted alkene as
the major product
5. True: True or False: Alcohols can be converted to alkyl halides.
6. True: True or False: Alcohols react with most hydrogen halides (HCl, HBr, HI)
to produce the corresponding alkyl chloride, bromide, or iodide, respectively.
7. a substitution reaction, replacing the hydroxyl group with a halogen.:
What type of reaction is it when alcohols are converted to alkyl halides?
8. 1. The acid protonates the hydroxyl group of the alcohol to make it a good
leaving group.
, . Portage Organic Chem Module 5
Study online at https://quizlet.com/_did2n5
2. the halide ions are good nucleophiles but weak bases, so substitution is
promoted over elimination.: The use of hydrogen halides promotes the
substitution in two ways. What are they?
9. False, they are the same: True or False: The order of reactivity of alcohols
with hydrogen halides is different than in dehydration.
10. a phosphorus trihalide reagent (PX3, X = Cl or Br).
**Notes: This reaction is particularly efficient as one molecule of PX3 can
convert three molecules of alcohol to the corresponding alkyl halide.: An
alternate method for converting primary and secondary alcohols to alkyl chlorides
and bromides employs what?
11. the alkene whose C=C has more alkyl groups attached.: In dehydration
cases where more than one alkene product is possible, the major product is
always 12 the more stable the alkene.: The greater the substitution (the
number of alkyl groups) attached to the C=C,
, . Portage Organic Chem Module 5
Study online at https://quizlet.com/_did2n5
13. primary and secondary: A reaction of alcohols with SOCl2 is very efficient
for ____________ alcohols.
14. hydrogen halide: Name this
15. alcohol: Name this
16. alkyl halide: Name this
17. water: Name this
18. 1-butanol: Name this
19. 1- chlorobutane: Name this
20. phosphorus trihalide (X = Cl or Br): Name
this
21. phosphorus acid: Name this
