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Chemistry & Chemical Reactivity

10th Edition
John C. Kotz + 3 others
ISBN: 9781337399074

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BuyFindarrow_forward

Chemistry & Chemical Reactivity

10th Edition
John C. Kotz + 3 others
ISBN: 9781337399074
Textbook Problem

Four (of six possible) dimethylhexanes are named below. Draw the structures of each, and determine which of these isomers has a chiral carbon center.

(a) 2,2-dimethylhexane

(b) 2,3-dimethylhexane

(c) 2,4-dimethylhexane

(d) 2,5-dimethylhexane

(a)

Interpretation Introduction

Interpretation: The structure of 2,2-dimethylhexane has to be drawn. The compound is whether chiral carbon containing molecule has to be determined

Concept introduction:

The structure of the alkanes can be drawn with the help of their systematic name.

(1) The parent name give the information about the longest chain of the carbon atoms for alkane.

(2) The prefix written in the systematic name tells about the side chains and their positions.

(3) Numbering should be given according to side chain, so that carbon atom having side chain get a least numbering.

(4) If molecule has more than one side chain which are different then name should be written alphabetically.

A chiral carbon is the carbon atom which is substituted to four different groups. Due to presence of chiral carbon a molecule become chiral and it gives optical isomers also that is R and S isomers. For example,

  images

All the substituents are different hence is is a chiral carbon and so molecule.

Explanation

The given isomer is 2,2-dimethylhexane

From the name it is clear that:

  • The parent name is hexane for the given alkane so the number of carbon atoms in longest chain are six.
  • The alkane is disubstituted by methyl group at position 2.

(b)

Interpretation Introduction

Interpretation: The structure of 2,3-dimethylhexane has to be drawn. The compound is whether chiral carbon containing molecule has to be determined

Concept introduction:

The structure of the alkanes can be drawn with the help of their systematic name.

(1) The parent name give the information about the longest chain of the carbon atoms for alkane.

(2) The prefix written in the systematic name tells about the side chains and their positions.

(3) Numbering should be given according to side chain, so that carbon atom having side chain get a least numbering.

(4) If molecule has more than one side chain which are different then name should be written alphabetically.

A chiral carbon is the carbon atom which is substituted to four different groups. Due to presence of chiral carbon a molecule become chiral and it gives optical isomers also that is R and S isomers. For example,

  images

All the substituents are different hence is is a chiral carbon and so molecule.

(c)

Interpretation Introduction

Interpretation: The structure of 2,4-dimethylhexane has to be drawn. The compound is whether chiral carbon containing molecule has to be determined

Concept introduction:

The structure of the alkanes can be drawn with the help of their systematic name.

(1) The parent name give the information about the longest chain of the carbon atoms for alkane.

(2) The prefix written in the systematic name tells about the side chains and their positions.

(3) Numbering should be given according to side chain, so that carbon atom having side chain get a least numbering.

(4) If molecule has more than one side chain which are different then name should be written alphabetically.

A chiral carbon is the carbon atom which is substituted to four different groups. Due to presence of chiral carbon a molecule become chiral and it gives optical isomers also that is R and S isomers. For example,

  images

All the substituents are different hence is is a chiral carbon and so molecule.

(d)

Interpretation Introduction

Interpretation: The structure of 2,5-dimethylhexane has to be drawn. The compound is whether chiral carbon containing molecule has to be determined

Concept introduction:

The structure of the alkanes can be drawn with the help of their systematic name.

(1) The parent name give the information about the longest chain of the carbon atoms for alkane.

(2) The prefix written in the systematic name tells about the side chains and their positions.

(3) Numbering should be given according to side chain, so that carbon atom having side chain get a least numbering.

(4) If molecule has more than one side chain which are different then name should be written alphabetically.

A chiral carbon is the carbon atom which is substituted to four different groups. Due to presence of chiral carbon a molecule become chiral and it gives optical isomers also that is R and S isomers. For example,

  images

All the substituents are different hence is is a chiral carbon and so molecule.

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Chapter 23 Solutions

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Sect-23.5 P-1.3ACPSect-23.5 P-2.1ACPSect-23.5 P-2.2ACPSect-23.5 P-2.3ACPSect-23.5 P-3.1ACPSect-23.5 P-3.2ACPSect-23.5 P-3.3ACPSect-23.5 P-3.4ACPSect-23.5 P-3.5ACPCh-23 P-1PSCh-23 P-2PSCh-23 P-3PSCh-23 P-4PSCh-23 P-5PSCh-23 P-6PSCh-23 P-7PSCh-23 P-8PSCh-23 P-9PSCh-23 P-10PSCh-23 P-11PSCh-23 P-12PSCh-23 P-13PSCh-23 P-14PSCh-23 P-15PSCh-23 P-16PSCh-23 P-17PSCh-23 P-18PSCh-23 P-19PSCh-23 P-20PSCh-23 P-21PSCh-23 P-22PSCh-23 P-23PSCh-23 P-24PSCh-23 P-25PSCh-23 P-26PSCh-23 P-27PSCh-23 P-28PSCh-23 P-29PSCh-23 P-30PSCh-23 P-31PSCh-23 P-32PSCh-23 P-33PSCh-23 P-34PSCh-23 P-35PSCh-23 P-36PSCh-23 P-37PSCh-23 P-38PSCh-23 P-39PSCh-23 P-40PSCh-23 P-41PSCh-23 P-42PSCh-23 P-43PSCh-23 P-44PSCh-23 P-45PSCh-23 P-46PSCh-23 P-47PSCh-23 P-48PSCh-23 P-49PSCh-23 P-50PSCh-23 P-51PSCh-23 P-52PSCh-23 P-53PSCh-23 P-54PSCh-23 P-55PSCh-23 P-56PSCh-23 P-57PSCh-23 P-58PSCh-23 P-59PSCh-23 P-60PSCh-23 P-61PSCh-23 P-62PSCh-23 P-63PSCh-23 P-64PSCh-23 P-65PSCh-23 P-66PSCh-23 P-67PSCh-23 P-68PSCh-23 P-69PSCh-23 P-70PSCh-23 P-71PSCh-23 P-72PSCh-23 P-73PSCh-23 P-74PSCh-23 P-75GQCh-23 P-76GQCh-23 P-77GQCh-23 P-78GQCh-23 P-79GQCh-23 P-80GQCh-23 P-81GQCh-23 P-82GQCh-23 P-83GQCh-23 P-84GQCh-23 P-85GQCh-23 P-86GQCh-23 P-87GQCh-23 P-88GQCh-23 P-89GQCh-23 P-90GQCh-23 P-91GQCh-23 P-92GQCh-23 P-93GQCh-23 P-94GQCh-23 P-95GQCh-23 P-96GQCh-23 P-97GQCh-23 P-98GQCh-23 P-99GQCh-23 P-100GQCh-23 P-101GQCh-23 P-102GQCh-23 P-103ILCh-23 P-104ILCh-23 P-105ILCh-23 P-106ILCh-23 P-107ILCh-23 P-108ILCh-23 P-109ILCh-23 P-110ILCh-23 P-111ILCh-23 P-112ILCh-23 P-113ILCh-23 P-114ILCh-23 P-115SCQCh-23 P-116SCQCh-23 P-117SCQCh-23 P-118SCQCh-23 P-119SCQCh-23 P-120SCQCh-23 P-121SCQ

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