Beruflich Dokumente
Kultur Dokumente
TUTORIAL 5
Feb 2013
2.
3.
C5H10O
C7H15O
C5H9O
C7H16O
CH3CHCH2CH3
Br
b)
CH3CHCH2CHCH3
CH2Br Br
c)
CH2CHCH2CH2
Br Br
Cl
2,2,3-trifluorohexane
2-chloro-3-methylhexane
3-ethyl-4-methyl-2-hexanol
4.
What is the name and structural formula for the alkyl halide produced from the reaction between
propene and hydrogen iodide? Write equation for the reaction.
5.
6.
What is the preferred product when the following haloalkanes react with an ethanolic solution of KOH?
a)
b)
7.
1-bromobutane
2-chloro- 3-methylpentane
Give the formulas and name the alkoxide ions formed when sodium (Na) reacts with:
a)
b)
Methanol
Ethanol
8.
9.
What are the major and minor products of the following addition reaction?
CH3C(CH3) CH2 + HBr
10.
1-chloropropane
2-chloro-2-methylpropane
2-chloro-3-methylbutane
trichloromethane
11.
12.
Identify the compounds X and Y in the following substitution reactions. Name the nucleophile in each
reaction.
a)
CH3CH2CH2Cl + NaCN
b)
CH3CHBrCH2CH3 + NaOH
14.
15.
Y + NaBr
What are the reagents used for the conversion of 3-iodo-2-methylpentane to the following compounds?
a)
b)
13.
X + NaCl
2-methyl-2-pentene
2-methyl-3-pentanol
Alkyl halides can undergo both substitution and elimination reactions. Identify the following reactions as
substitution or elimination.
a)
CH3CH2CHCH3 + CN CH3CH2CHCH3 + Br
|
|
Br
CN
b)
CH3CH2CHCH3
|
Br
a)
Write the condensed structural formulas, and give the names of the first five straight-chained
members of the alcohol homologous series.
b)
Write the condensed structural formula for a tertiary alcohol which has the molecular formula
C5H12O. Name the alcohol.
Give the systematic names for the following compounds and classify them as primary, secondary or
tertiary alcohol.
a)
CH3CHCH2CH2CH2CH3
OH
b)
CH3CH2CH2CH2OH
c)
CH3CH2CHCH2CHCH3
OH
CH3
16.
2-propanol can be prepared by the hydration of an alkene. Name the alkene and write an equation for
the hydration reaction.
17.
Describe one chemical test which may be used to distinguish between 1-butanol and 2-butanol?
18.
19.
CH3CH2CH CH2
CH3CH C(CH3)CH2CH3
20.
21.
a)
What reactions occur when 3-methyl-2-butanol is added to acidified KMnO 4? Describe any
observable changes.
How would you differentiate between a primary alcohol and a tertiary alcohol?
b)
22.
When 1-propanol is heated with acetic acid (ethanoic acid, CH 3COOH) in the presence of concentrated
H2SO4, a compound with a fruity odour is produced. What is the identity of the compound? What type of
reaction has taken place?
23.
24.
(CH3)2C(OH)CH2CH3
CH3CH2CH(OH)CH3
CH3CH2CH(CH3)CH2OH
KOH(aq)
reflux
KMnO4/H+
2-butanol
B
heat
conc. H2SO4
heat
C + D (major product)
a)
b)
c)
d)
25.
26.
27.
CH3CH2COCH2CH(OH)CH3
CH3CH2CHO
HCHO
a)
b)
H H
H H
|
|
|
|
H C C C C O
|
|
H
H
H C H
|
H
Prepared by: Ho Chong Yuen
28.
Name the aldehyde obtained from the oxidation of the primary alcohol, 1-octanol.
29.
Name the ketone obtained from the oxidation of the secondary alcohol 2-methyl-3-pentanol.
30.
Write an equation to show the oxidation of pentanal to pentanoic acid. Name the reagent used.
31.
Name the product formed when the following are reduced with lithium aluminium hydride, LiAlH 4.
a)
b)
32.
Butanal
Butanone
Which of the following compounds is expected to be soluble in water, and the solution turns blue litmus
paper red?
CH3CH3
33.
CH3CH2COOH
34.
CH3CH2OH
35.
Name the carboxylic acid that, when reacts with ethanol, will give the ester, ethyl propanoate. Write an
equation to represent the esterification reaction.
36.
Raspberry oil contains an ester that can be made by reaction of formic acid, HCOOH with 2-methyl-1propanol. (CH3)2CHCH2OH. What is its structure?
37.
38
a)
b)
c)
d)
(acid-catalysed)
CH3CHCH2Cl + Mg
dry ether
P
+ CH3CHO
H2O/H+
Q
R
conc. H2SO4
S
Pt
S + H2
39.
a)
b)
40.
What chemical test would you use to distinguish between butanal and butanone?
41.
butanone to 2-fluorobutane.
3-chloro-2-methylpentane to 2-methyl-3-pentanone.