GENERAL ORGANIC & BIOCHEMISTRY >ACCESS<
GENERAL ORGANIC & BIOCHEMISTRY >ACCESS<
4th Edition
ISBN: 9781264096602
Author: SMITH
Publisher: MCG
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Chapter 13, Problem 58P
Interpretation Introduction

(a)

Interpretation:

The product should be identified when CH3CH=CHCH3 treated with HCl.

Concept Introduction:

Alkenes are hydrocarbon molecules that consist a carbon-carbon double bond which has the general formula of CnH2n . Alkyl halides are the hydrocarbon molecules which contains halogen atoms within the molecule.

Reaction of alkene with HCl will form saturated alkyl halides and the reaction is known as hydro halogenation reaction.

Hydro halogenation reaction of alkenes follows the Markovnikov's rule.

Expert Solution
Check Mark

Answer to Problem 58P

  CH3CH2CHClCH3

Explanation of Solution

Unsaturated CH3CH=CHCH3 , alkene molecule reacts with HCl and form saturated alkyl halides. Bond between hydrogen and chlorine in the HCl , is broken and also a one bond (of double bonded) between two carbon-carbon bond is broken, meanwhile new two bonds of CCl and CH are formed.

Hydro halogenation reaction of alkenes follows the Markovnikov's rule. When addition of HCl molecule to an unsymmetrical alkene, H atom binds to the less substituted carbon atom is known as Markovnikov's rule. This molecule is not falling into the unsymmetrical alkene category, hence; Markovnikov's rule is not applied to this molecule.

Refer to the below reaction;

  CH3CH=CHCH3HClCH3CH2CHClCH3

Interpretation Introduction

(b)

Interpretation:

The product should be identified when C5H8 treated with H2 in the presence of Pd.

  GENERAL ORGANIC & BIOCHEMISTRY >ACCESS<, Chapter 13, Problem 58P , additional homework tip  1   = C5H8

Concept Introduction:

Cyclic alkenes are hydrocarbon molecules that consist a carbon-carbon double bond which has the general formula of CnH2(nm).

Reaction of alkene with H2 in the presence of Pd will form saturated alkanes and the reaction is known as hydrogenation reaction.

Expert Solution
Check Mark

Answer to Problem 58P

  GENERAL ORGANIC & BIOCHEMISTRY >ACCESS<, Chapter 13, Problem 58P , additional homework tip  2

Explanation of Solution

Unsaturated C5H8 , alkene molecule reacts with H2 in the presence of Pd and form saturated alkanes. Bond between two H in the H2 , is broken and also a one bond (of double bonded) between two carbon-carbon bond is broken, meanwhile new two bonds of CH are formed in the presence of Pd metallic catalyst, which reduce the activation energy of the reaction.

Refer to the below reaction;

  GENERAL ORGANIC & BIOCHEMISTRY >ACCESS<, Chapter 13, Problem 58P , additional homework tip  3

Interpretation Introduction

(c)

Interpretation:

The product should be identified when C8H14 treated with Cl2.

  GENERAL ORGANIC & BIOCHEMISTRY >ACCESS<, Chapter 13, Problem 58P , additional homework tip  4  = C8H14

Concept Introduction:

Cyclic alkenes are hydrocarbon molecules that consist a carbon-carbon double bond which has the general formula of CnH2(nm) . Dihalides are the molecules which have two halogen atoms in a molecule.

Reaction of alkene with Cl2 will form saturated dihalides and the reaction is known as halogenation reaction.

Expert Solution
Check Mark

Answer to Problem 58P

  GENERAL ORGANIC & BIOCHEMISTRY >ACCESS<, Chapter 13, Problem 58P , additional homework tip  5

Explanation of Solution

Unsaturated C8H14 , alkene molecule reacts with Cl2 and form saturated dihalides. Bond between two Cl in the Cl2 , is broken and also a one bond between (of double bonded) two carbon-carbon bond is broken, meanwhile new two bonds of CCl are formed. Refer to the below reaction;

  GENERAL ORGANIC & BIOCHEMISTRY >ACCESS<, Chapter 13, Problem 58P , additional homework tip  6

Interpretation Introduction

(d)

Interpretation:

The product should be identified when CH3CH=CHCH2CH2CH3 treated with Br2.

Concept Introduction:

Alkenes are hydrocarbon molecules that consist a carbon-carbon double bond which has the general formula of CnH2n . Dihalides are the molecules which have two halogen atoms in a molecule.

Reaction of alkene with Br2 will form saturated dihalides and the reaction is known as halogenation reaction.

Expert Solution
Check Mark

Answer to Problem 58P

  CH3CHBrCHBrCH2CH2CH3

Explanation of Solution

Unsaturated CH3CH=CHCH2CH2CH3 , alkene molecule reacts with Br2 and form saturated dihalides. Bond between two Br in the Br2 , is broken and also a one bond (of double bonded) between two carbon-carbon bond is broken, meanwhile new two bonds of CBr are formed. Refer to the below reaction;

  CH3CH=CHCH2CH2CH3Br2CH3CHBrCHBrCH2CH2CH3

Interpretation Introduction

(e)

Interpretation:

The product should be identified when (CH3)2C=CHCH2CH3 treated with HBr.

Concept Introduction:

Alkenes are hydrocarbon molecules that consist a carbon-carbon double bond which has the general formula of CnH2n . Alkyl halides are the hydrocarbon molecules which contains halogen atoms within the molecule.

Reaction of alkene with HBr will form saturated alkyl halides and the reaction is known as hydro halogenation reaction.

Hydro halogenation reaction of alkenes follows the Markovnikov's rule.

Expert Solution
Check Mark

Answer to Problem 58P

  (CH3)2CBrCH2CH2CH3

Explanation of Solution

Unsaturated (CH3)2C=CHCH2CH3 , alkene molecule reacts with HBr and form saturated alkyl halides. Bond between hydrogen and chlorine in the HBr , is broken and also a one bond (of double bonded) between two carbon-carbon bond is broken, meanwhile new two bonds of CBr and CH are formed.

Hydro halogenation reaction of alkenes follows the Markovnikov's rule. When addition of HBr molecule to an unsymmetrical alkene, H atom binds to the less substituted carbon atom is known as Markovnikov's rule. This molecule also falls into the unsymmetrical alkene category, hence; Markovnikov's rule is applied to this molecule.

Refer to the below reaction;

  (CH3)2C=CHCH2CH3HBr(CH3)2CBrCH2CH2CH3

Interpretation Introduction

(f)

Interpretation:

The product should be identified when C8H14 treated with H2O and H2SO4.

  GENERAL ORGANIC & BIOCHEMISTRY >ACCESS<, Chapter 13, Problem 58P , additional homework tip  7  = C8H14

Concept Introduction:

Cyclic alkenes are hydrocarbon molecules that consist a carbon-carbon double bond which has the general formula of CnH2(nm) . Alcohols are the hydrocarbon molecules which contains OH group in the molecule.

Reaction of alkene with H2O and H2SO4 will form saturated alcohols and the reaction is known as hydration reaction.

Hydration reaction of alkenes follows the Markovnikov's rule.

Expert Solution
Check Mark

Answer to Problem 58P

  GENERAL ORGANIC & BIOCHEMISTRY >ACCESS<, Chapter 13, Problem 58P , additional homework tip  8

Explanation of Solution

Unsaturated C8H14 , alkene molecule reacts with H2O and H2SO4 , form alcohols. One bond between a hydrogen atom and an oxygen atom in the H2O , is broken and also a one bond between (of double bonded) two carbon-carbon bond is broken, meanwhile new two bonds of COH and CH are formed. Hydrogenation occurs only in the presence of a strong acid such as H2SO4 . Refer to the below reaction;

  GENERAL ORGANIC & BIOCHEMISTRY >ACCESS<, Chapter 13, Problem 58P , additional homework tip  9

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Chapter 13 Solutions

GENERAL ORGANIC & BIOCHEMISTRY >ACCESS<

Ch. 13.3 - Prob. 13.5PCh. 13.3 - Prob. 13.6PCh. 13.3 - Prob. 13.7PCh. 13.3 - Prob. 13.8PCh. 13.6 - Prob. 13.7PPCh. 13.6 - Prob. 13.9PCh. 13.6 - What products is formed in each of the following...Ch. 13.6 - Prob. 13.9PPCh. 13.6 - What product is formed when l-pentene (CH3CH2CH2CH...Ch. 13.7 - Prob. 13.11PCh. 13.8 - Prob. 13.10PPCh. 13.8 - Prob. 13.12PCh. 13.8 - Prob. 13.13PCh. 13.10 - Prob. 13.11PPCh. 13.10 - Prob. 13.14PCh. 13.11 - Prob. 13.15PCh. 13.12 - Prob. 13.16PCh. 13.13 - Prob. 13.17PCh. 13.13 - Prob. 13.18PCh. 13 - Anethole, the major constituent of anise oil, is...Ch. 13 - Prob. 20PCh. 13 - What is the molecular formula for a hydrocarbon...Ch. 13 - Prob. 22PCh. 13 - Prob. 23PCh. 13 - Prob. 24PCh. 13 - Prob. 25PCh. 13 - Prob. 26PCh. 13 - Give the IUPAC name for each molecule depicted in...Ch. 13 - Give the IUPAC name for each molecule depicted in...Ch. 13 - Give the IUPAC name for each compound. a....Ch. 13 - Give the IUPAC name for each compound. d....Ch. 13 - Give the IUPAC name for each alkene.Ch. 13 - Give the I UP AC name for each alkene.Ch. 13 - Give the IUPAC name for each cyclic compound.Ch. 13 - Give the IUPAC name for each cyclic compound.Ch. 13 - Give the structure corresponding to each IUPAC...Ch. 13 - Prob. 36PCh. 13 - Each of the following IUPAC names is incorrect....Ch. 13 - Each of the following IUPAC names is incorrect....Ch. 13 - Prob. 39PCh. 13 - Prob. 40PCh. 13 - Prob. 41PCh. 13 - Prob. 42PCh. 13 - Prob. 43PCh. 13 - Label the carbon-carbon double bond as cis or...Ch. 13 - Prob. 45PCh. 13 - Prob. 46PCh. 13 - Prob. 47PCh. 13 - Prob. 48PCh. 13 - Prob. 49PCh. 13 - Prob. 50PCh. 13 - Prob. 51PCh. 13 - Prob. 52PCh. 13 - Prob. 53PCh. 13 - Prob. 54PCh. 13 - What alkyd halide is formed when each alkene is...Ch. 13 - Prob. 56PCh. 13 - Prob. 57PCh. 13 - Prob. 58PCh. 13 - What alkene is needed as a starting material to...Ch. 13 - Prob. 60PCh. 13 - Prob. 61PCh. 13 - Prob. 62PCh. 13 - Prob. 63PCh. 13 - Prob. 64PCh. 13 - Prob. 65PCh. 13 - Prob. 66PCh. 13 - Prob. 67PCh. 13 - Prob. 68PCh. 13 - Prob. 69PCh. 13 - Prob. 70PCh. 13 - Prob. 71PCh. 13 - Prob. 72PCh. 13 - Prob. 73PCh. 13 - Are o-bromochlorobenzene and m-bromochlorobenzene...Ch. 13 - Give the structure corresponding to each IUPAC...Ch. 13 - Give the structure corresponding to each IUPAC...Ch. 13 - Prob. 77PCh. 13 - Prob. 78PCh. 13 - Prob. 79PCh. 13 - Prob. 80PCh. 13 - Prob. 81PCh. 13 - Prob. 82PCh. 13 - Prob. 83PCh. 13 - Prob. 84PCh. 13 - Prob. 85PCh. 13 - Eleostearic acid is an unsaturated fatty acid...Ch. 13 - Prob. 87PCh. 13 - Prob. 88PCh. 13 - Prob. 89PCh. 13 - Prob. 90PCh. 13 - Prob. 91PCh. 13 - Prob. 92PCh. 13 - Prob. 93PCh. 13 - Prob. 94PCh. 13 - Answer the following questions about compound A,...Ch. 13 - Prob. 96PCh. 13 - Answer the following questions about alkene C,...Ch. 13 - Prob. 98PCh. 13 - Prob. 99PCh. 13 - Prob. 100PCh. 13 - Prob. 101CPCh. 13 - Prob. 102CP
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