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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079

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Section
BuyFindarrow_forward

Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079
Textbook Problem

Draw a structural formula for each of the following phenols.

  1. a. 3-Bromophenol
  2. b. o-Cresol
  3. c. Catechol
  4. d. 2,6-Dichlorophenol

(a)

Interpretation Introduction

Interpretation:

The structural formula for the given phenol has to be drawn.

Concept Introduction:

When one hydrogen atoms are replaced by a hydroxyl group in benzene is known as phenol.  If the other hydrogen atoms present in phenol are replaced by other atoms or groups are known as phenol derivatives.

Phenol derivative with one substituent:

IUPAC system of naming phenol derivative considers phenol to be a part of main name.  The numbering is given in a way that the substituent gets the least numbering possible.

Ortho- means disubstitution in 1,2

Meta- means disubstitution in 1,3

Para- means disubstitution in 1,4

In all the above derivatives of phenol, the first position is occupied by hydroxyl group.

Phenol derivatives with two or more substituents:

More than two groups are present in the benzene ring means, their positions are numbered.  The numbering is always done in a way that the carbon atom bearing substituent gets the lowest numbering possible.  If there is a choice of numbering system, then the group that comes alphabetically first is given the lowest number.

By considering the way the phenol is named, the structure can be drawn if the name is given.

Explanation

Given name of phenol is 3-bromophenol.  From the given name it is understood that the parent compound is phenol.  Substituent present is a bromine atom at third position...

(b)

Interpretation Introduction

Interpretation:

The structural formula for the given phenol has to be drawn.

Concept Introduction:

When one hydrogen atoms are replaced by a hydroxyl group in benzene is known as phenol.  If the other hydrogen atoms present in phenol are replaced by other atoms or groups are known as phenol derivatives.

Phenol derivative with one substituent:

IUPAC system of naming phenol derivative considers phenol to be a part of main name.  The numbering is given in a way that the substituent gets the least numbering possible.

Ortho- means disubstitution in 1,2

Meta- means disubstitution in 1,3

Para- means disubstitution in 1,4

In all the above derivatives of phenol, the first position is occupied by hydroxyl group.

Phenol derivatives with two or more substituents:

More than two groups are present in the benzene ring means, their positions are numbered.  The numbering is always done in a way that the carbon atom bearing substituent gets the lowest numbering possible.  If there is a choice of numbering system, then the group that comes alphabetically first is given the lowest number.

By considering the way the phenol is named, the structure can be drawn if the name is given.

(c)

Interpretation Introduction

Interpretation:

The structural formula for the given phenol has to be drawn.

Concept Introduction:

When one hydrogen atoms are replaced by a hydroxyl group in benzene is known as phenol.  If the other hydrogen atoms present in phenol are replaced by other atoms or groups are known as phenol derivatives.

Phenol derivative with one substituent:

IUPAC system of naming phenol derivative considers phenol to be a part of main name.  The numbering is given in a way that the substituent gets the least numbering possible.

Ortho- means disubstitution in 1,2

Meta- means disubstitution in 1,3

Para- means disubstitution in 1,4

In all the above derivatives of phenol, the first position is occupied by hydroxyl group.

Phenol derivatives with two or more substituents:

More than two groups are present in the benzene ring means, their positions are numbered.  The numbering is always done in a way that the carbon atom bearing substituent gets the lowest numbering possible.  If there is a choice of numbering system, then the group that comes alphabetically first is given the lowest number.

By considering the way the phenol is named, the structure can be drawn if the name is given.

(d)

Interpretation Introduction

Interpretation:

The structural formula for the given phenol has to be drawn.

Concept Introduction:

When one hydrogen atoms are replaced by a hydroxyl group in benzene is known as phenol.  If the other hydrogen atoms present in phenol are replaced by other atoms or groups are known as phenol derivatives.

Phenol derivative with one substituent:

IUPAC system of naming phenol derivative considers phenol to be a part of main name.  The numbering is given in a way that the substituent gets the least numbering possible.

Ortho- means disubstitution in 1,2

Meta- means disubstitution in 1,3

Para- means disubstitution in 1,4

In all the above derivatives of phenol, the first position is occupied by hydroxyl group.

Phenol derivatives with two or more substituents:

More than two groups are present in the benzene ring means, their positions are numbered.  The numbering is always done in a way that the carbon atom bearing substituent gets the lowest numbering possible.  If there is a choice of numbering system, then the group that comes alphabetically first is given the lowest number.

By considering the way the phenol is named, the structure can be drawn if the name is given.

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