1. Write condensed structural formula for all isomers of compounds that fulfill the following requirements: (a) Alkenes with molecular formula CSH10. (b) Alkynes with molecular formula C4H6. (c) Dienes with molecular formula C4H6. 2. For each of the following, give the order of increasing boiling point: (a) n-Heptane, n-octane and n-hexane. (b) n-Pentane, isopentane and n-hexane. (c) 2-Methylhexane, n-heptane and 3,3-dimethylpentane. 9 3. Isomeric compounds can sometimes be distinguished by observing the number of mono- brominated compounds that each forms. In the following cases decide which isomer is present by the number of compounds that are formed. (a) Compound A forms four monobromo compounds. Is it 2-methylbutane or n-pentane? (b) CompoundB forms four monobromo compounds. Is it 2- methylpentane or 3- methylpentane? (c) Compounds C forms monobromo compound. Is it cyclopentane or one mehtylcyclopentane? 4. A hydrocarbon C3H12 was allowed to react with bromine. Only monobromo product CSH11BR was formed. What is the structure of the hydrocarbon? 5. The reaction of propene with bromine in the presence of chloride ion yields a bromochloride as well as the normal dibromide. Write the structure of this bromochloride and the mechanism by which it arises. 6. What reaction is necessary convert 1-methylcyclohexene to 1-bromo-1- to methylcyclohexane?

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1. Write condensed structural formula for all isomers of compounds that fulfill the following
requirements:
(a) Alkenes with molecular formula CsH10.
(b) Alkynes with molecular formula C4H6.
(c) Dienes with molecular formula C4H6.
2. For each of the following, give the order of increasing boiling point:
(a) n-Heptane, n-octane and n-hexane.
(b) n-Pentane, isopentane and n-hexane.
(c) 2-Methylhexane, n-heptane and 3,3-dimethylpentane.
9
3. Isomeric compounds can sometimes be distinguished by observing the number of mono-
brominated compounds that each forms. In the following cases decide which isomer is
present by the number of compounds that are formed.
(a) Compound A forms four monobromo compounds. Is it 2-methylbutane or n-pentane?
(b) CompoundB forms four monobromo compounds. Is it 2- methylpentane or 3-
methylpentane?
(c) Compounds C
forms
monobromo compound. Is it cyclopentane or
one
mehtylcyclopentane?
4. A hydrocarbon C5H12 was allowed to react with bromine. Only monobromo product
CSH11BR was formed. What is the structure of the hydrocarbon?
5. The reaction of propene with bromine in the presence of chloride ion yields a
bromochloride as well as the normal dibromide. Write the structure of this bromochloride
and the mechanism by which it arises.
6. What reaction is
1-methylcyclohexene to
1-bromo-1-
necessary to
convert
methylcyclohexane?
Transcribed Image Text:1. Write condensed structural formula for all isomers of compounds that fulfill the following requirements: (a) Alkenes with molecular formula CsH10. (b) Alkynes with molecular formula C4H6. (c) Dienes with molecular formula C4H6. 2. For each of the following, give the order of increasing boiling point: (a) n-Heptane, n-octane and n-hexane. (b) n-Pentane, isopentane and n-hexane. (c) 2-Methylhexane, n-heptane and 3,3-dimethylpentane. 9 3. Isomeric compounds can sometimes be distinguished by observing the number of mono- brominated compounds that each forms. In the following cases decide which isomer is present by the number of compounds that are formed. (a) Compound A forms four monobromo compounds. Is it 2-methylbutane or n-pentane? (b) CompoundB forms four monobromo compounds. Is it 2- methylpentane or 3- methylpentane? (c) Compounds C forms monobromo compound. Is it cyclopentane or one mehtylcyclopentane? 4. A hydrocarbon C5H12 was allowed to react with bromine. Only monobromo product CSH11BR was formed. What is the structure of the hydrocarbon? 5. The reaction of propene with bromine in the presence of chloride ion yields a bromochloride as well as the normal dibromide. Write the structure of this bromochloride and the mechanism by which it arises. 6. What reaction is 1-methylcyclohexene to 1-bromo-1- necessary to convert methylcyclohexane?
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