Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 2, Problem 2.29P

For each IUPAC name, draw the corresponding structural formula and line-angle formula.

  1. (a) Ethanol
  2. (b) Butanal
  3. (c) Butanoic acid
  4. (d) Ethanoic acid
  5. (e) Heptanoic acid
  6. (f) Propanoic acid
  7. (g) Octanal
  8. (h) Cyclopentene
  9. (i) Cyclopentanol
  10. (j) Cyclopentanone
  11. (k) Cyclohexanol
  12. (l) Propanone

(a)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

For the given IUPAC name, the corresponding structural formula and line–angle formula has to be drawn.

Concept Introduction:

Condensed structural formula:

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Line–angle formula:

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula. This is a shorthand representation of an organic molecule with lines which represents its molecular bonding. In line–angle formula, hydrogen atoms are not shown.

Explanation of Solution

Given data:

Ethanol

Structural formula and line–angle formula:

From the name it is known that the compound has two carbon atoms.  The name ends with suffix –ol which indicates that there will be an alcoholic OH group in the compound.

The structural formula and line–angle formula for ethanol is drawn below.

Organic Chemistry, Chapter 2, Problem 2.29P , additional homework tip  1

(b)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

For the given IUPAC name, the corresponding structural formula and line–angle formula has to be drawn.

Concept Introduction:

Condensed structural formula:

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Line–angle formula:

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula. This is a shorthand representation of an organic molecule with lines which represents its molecular bonding. In line–angle formula, hydrogen atoms are not shown.

Explanation of Solution

Given data:

Butanal

Structural formula and line–angle formula:

From the name it is known that the compound has four carbon atoms.  The name ends with suffix –al which indicates that there will be an aldehyde CHO group in the compound.

The structural formula and line–angle formula for Butanal is drawn below.

Organic Chemistry, Chapter 2, Problem 2.29P , additional homework tip  2

(c)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

For the given IUPAC name, the corresponding structural formula and line–angle formula has to be drawn.

Concept Introduction:

Condensed structural formula:

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Line–angle formula:

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula. This is a shorthand representation of an organic molecule with lines which represents its molecular bonding. In line–angle formula, hydrogen atoms are not shown.

Explanation of Solution

Given data:

Butanoic acid

Structural formula and line–angle formula:

From the name it is known that the compound has four carbon atoms.  The name ends with suffix –oic acid which indicates that there will be an acid -COOH group in the compound.

The structural formula and line–angle formula for butanoic acid is drawn below.

Organic Chemistry, Chapter 2, Problem 2.29P , additional homework tip  3

(d)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

For the given IUPAC name, the corresponding structural formula and line–angle formula has to be drawn.

Concept Introduction:

Condensed structural formula:

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Line–angle formula:

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula. This is a shorthand representation of an organic molecule with lines which represents its molecular bonding. In line–angle formula, hydrogen atoms are not shown.

Explanation of Solution

Given data:

Ethanoic acid

Structural formula and line–angle formula:

From the name it is known that the compound has two carbon atoms.  The name ends with suffix –oic acid which indicates that there will be an acid -COOH  group in the compound.

The structural formula and line–angle formula for ethanoic acid is drawn below.

Organic Chemistry, Chapter 2, Problem 2.29P , additional homework tip  4

(e)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

For the given IUPAC name, the corresponding structural formula and line–angle formula has to be drawn.

Concept Introduction:

Condensed structural formula:

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Line–angle formula:

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula. This is a shorthand representation of an organic molecule with lines which represents its molecular bonding. In line–angle formula, hydrogen atoms are not shown.

Explanation of Solution

Given data:

Heptanoic acid

Structural formula and line–angle formula:

From the name it is known that the compound has seven carbon atoms.  The name ends with suffix –oic acid which indicates that there will be an acid -COOH  group in the compound.

The structural formula and line–angle formula for Heptanoic acid is drawn below.

Organic Chemistry, Chapter 2, Problem 2.29P , additional homework tip  5

(f)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

For the given IUPAC name, the corresponding structural formula and line–angle formula has to be drawn.

Concept Introduction:

Condensed structural formula:

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Line–angle formula:

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula. This is a shorthand representation of an organic molecule with lines which represents its molecular bonding. In line–angle formula, hydrogen atoms are not shown.

Explanation of Solution

Given data:

Propanoic acid

Structural formula and line–angle formula:

From the name it is known that the longest chain has three carbon atoms.  The name ends with suffix –oic acid which indicates that there will be an acid -COOH group in the compound.

The structural formula and line–angle formula for Propanoic acid is drawn below.

Organic Chemistry, Chapter 2, Problem 2.29P , additional homework tip  6

(g)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

For the given IUPAC name, the corresponding structural formula and line–angle formula has to be drawn.

Concept Introduction:

Condensed structural formula:

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Line–angle formula:

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula. This is a shorthand representation of an organic molecule with lines which represents its molecular bonding. In line–angle formula, hydrogen atoms are not shown.

Explanation of Solution

Given data:

Octanal

Structural formula and line–angle formula:

From the name it is known that the longest chain has eight carbon atoms.  The name ends with suffix –al which indicates that there will be an aldehyde group in the compound.

The structural formula and line–angle formula for Octanal is drawn below.

Organic Chemistry, Chapter 2, Problem 2.29P , additional homework tip  7

(h)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

For the given IUPAC name, the corresponding structural formula and line–angle formula has to be drawn.

Concept Introduction:

Condensed structural formula:

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Line–angle formula:

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula. This is a shorthand representation of an organic molecule with lines which represents its molecular bonding. In line–angle formula, hydrogen atoms are not shown.

Explanation of Solution

Given data:

Cyclopentene

Structural formula and line–angle formula:

From the name it is known main core of the compound has a five membered cyclic ring.  The name ends with suffix –ene which indicates that there will a double in the ring structure.

The structural formula and line–angle formula for Cyclopentene is drawn below.

Organic Chemistry, Chapter 2, Problem 2.29P , additional homework tip  8

(i)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

For the given IUPAC name, the corresponding structural formula and line–angle formula has to be drawn.

Concept Introduction:

Condensed structural formula:

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Line–angle formula:

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula. This is a shorthand representation of an organic molecule with lines which represents its molecular bonding. In line–angle formula, hydrogen atoms are not shown.

Explanation of Solution

Given data:

Cyclopentanol

Structural formula and line–angle formula:

From the name it is known that the main core of the compound has a five membered cyclic ring.  The name ends with suffix –ol which indicates that there will be an alcoholic OH group in the compound.

The structural formula and line–angle formula for Cyclopentanol is drawn below.

Organic Chemistry, Chapter 2, Problem 2.29P , additional homework tip  9

(j)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

For the given IUPAC name, the corresponding structural formula and line–angle formula has to be drawn.

Concept Introduction:

Condensed structural formula:

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Line–angle formula:

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula. This is a shorthand representation of an organic molecule with lines which represents its molecular bonding. In line–angle formula, hydrogen atoms are not shown.

Explanation of Solution

Given data:

Cyclopentanone

Structural formula and line–angle formula:

From the name it is known that the main core of the compound has five membered cyclic ring structure.  The name ends with suffix –one which indicates that there will be a ketone -C=O group in the compound.

The structural formula and line–angle formula for Cyclopentanone is drawn below.

Organic Chemistry, Chapter 2, Problem 2.29P , additional homework tip  10

(k)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

For the given IUPAC name, the corresponding structural formula and line–angle formula has to be drawn.

Concept Introduction:

Condensed structural formula:

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Line–angle formula:

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula. This is a shorthand representation of an organic molecule with lines which represents its molecular bonding. In line–angle formula, hydrogen atoms are not shown.

Explanation of Solution

Given data:

Cyclohexanol

Structural formula and line–angle formula:

From the name it is known that the main core of the compound has six membered cyclic ring structure.  The name ends with suffix –ol which indicates that there will be an alcoholic -OH group in the compound.

The structural formula and line–angle formula for Cyclohexanol is drawn below.

Organic Chemistry, Chapter 2, Problem 2.29P , additional homework tip  11

(l)

Expert Solution
Check Mark
Interpretation Introduction

Interpretation:

For the given IUPAC name, the corresponding structural formula and line–angle formula has to be drawn.

Concept Introduction:

Condensed structural formula:

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Line–angle formula:

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula. This is a shorthand representation of an organic molecule with lines which represents its molecular bonding. In line–angle formula, hydrogen atoms are not shown.

Explanation of Solution

Given data:

Propanone

Structural formula and line–angle formula:

From the name it is known that the longest chain has three carbon atoms.  The name ends with suffix –one which indicates that there will be a ketone -C=O group in the compound.

The structural formula and line–angle formula for Propanone is drawn below.

Organic Chemistry, Chapter 2, Problem 2.29P , additional homework tip  12

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Chapter 2 Solutions

Organic Chemistry

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