General, Organic, and Biochemistry
General, Organic, and Biochemistry
9th Edition
ISBN: 9780078021541
Author: Katherine J Denniston, Joseph J Topping, Dr Danae Quirk Dorr
Publisher: McGraw-Hill Education
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Chapter 10.3, Problem 10.5PP

(a)

Interpretation Introduction

Interpretation:

Given cycloalkane has to be named using IUPAC nomenclature.

General, Organic, and Biochemistry, Chapter 10.3, Problem 10.5PP , additional homework tip  1

Concept Introduction:

IUPAC rules for naming cycloalkanes:

A common nomenclature of naming organic compounds has been developed by IUPAC.  By usage of this nomenclature or rules, memorizing of names of organic compounds is not necessary.

  • The number of carbon atoms present in the ring is counted and the name of the alkane that has the same number of carbon atoms is given by adding prefix “cyclo-” to the alkane name.
  • If the ring is substituted, then the names of the group or atoms have to be placed before the name of cycloalkane.  If only one substituent is present, then number is not required.
  • If the ring contains more than one substituent, then the numbers has to be used in a way that it gives the lowest position for the substituents.

(b)

Interpretation Introduction

Interpretation:

Given cycloalkane has to be named using IUPAC nomenclature.

General, Organic, and Biochemistry, Chapter 10.3, Problem 10.5PP , additional homework tip  2

Concept Introduction:

Refer part (a).

(c)

Interpretation Introduction

Interpretation:

Given cycloalkane has to be named using IUPAC nomenclature.

General, Organic, and Biochemistry, Chapter 10.3, Problem 10.5PP , additional homework tip  3

Concept Introduction:

Refer part (a).

(d)

Interpretation Introduction

Interpretation:

Given cycloalkane has to be named using IUPAC nomenclature.

General, Organic, and Biochemistry, Chapter 10.3, Problem 10.5PP , additional homework tip  4

Concept Introduction:

Refer part (a).

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The SN 1 mechanism starts with the rate-determining step which is the dissociation of the alkyl halide into a carbocation and a halide ion. The next step is the rapid reaction of the carbocation intermediate with the nucleophile; this step completes the nucleophilic substitution stage. The step that follows the nucleophilic substitution is a fast acid-base reaction. The nucleophile now acts as a base to remove the proton from the oxonium ion from the previous step, to give the observed product. Draw a curved arrow mechanism for the reaction, adding steps as necessary. Be sure to include all nonzero formal charges. Cl: Add/Remove step G Click and drag to start drawing a structure.

Chapter 10 Solutions

General, Organic, and Biochemistry

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