Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
Question
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Chapter 10, Problem 10.50P
Interpretation Introduction

(a)

Interpretation: The product formed when cyclohexene reacts with given reagent is to be drawn.

Concept introduction: Hydrogen bromide reacts with an alkene to form an alkyl bromide. The reaction is known as hydrohalogenation. A general hydrohalogenation reaction is represented as,

R=R+HBrHRRBr

Interpretation Introduction

(b)

Interpretation: The product formed when cyclohexene reacts with given reagent is to be drawn.

Concept introduction: Hydrogen iodide reacts with an alkene to form an alkyl iodide. The reaction is known as hydrohalogenation. A general hydrohalogenation reaction is represented as,

R=R+HIHRRI

Interpretation Introduction

(c)

Interpretation: The product formed when cyclohexene reacts with given reagent is to be drawn.

Concept introduction: Sulfuric acid is a strong acid. Sulfuric acid is used in any acid catalyst reaction. It easily gives its proton that is used to precede the reaction. Alkenes react with water in the presence of sulfuric acid to form alcohol.

Interpretation Introduction

(d)

Interpretation: The product formed when cyclohexene reacts with given reagent is to be drawn.

Concept introduction: Sulfuric acid is a strong acid. Sulfuric acid is used in any acid catalyst reaction. It easily gives its proton that is used to precede the reaction. Alkenes react with alcohol in the presence of sulfuric acid to form ether.

Interpretation Introduction

(e)

Interpretation: The product formed when cyclohexene reacts with given reagent is to be drawn.

Concept introduction: Chlorine gas reacts with an alkene to form a dichloroalkane. The reaction is known as halogenation. A general halogenation reaction is represented as,

R=R+Cl2ClRRCl

Interpretation Introduction

(f)

Interpretation: The product formed when cyclohexene reacts with given reagent is to be drawn.

Concept introduction: Bromine water reacts with an alkene in the presence of water to form a bromine substituted alcohol. The reaction is known as halohydrin reaction. A general halohydrin reaction is represented as,

R=R+Br2HORRBr

Interpretation Introduction

(g)

Interpretation: The product formed when cyclohexene reacts with given reagent is to be drawn.

Concept introduction: The reagent NBromosuccinimide is used for bromine addition in an organic compound. When NBromosuccinimide dissolved in aqueous DMSO is reacted with an alkene, it undergo a halohydrin reaction.

Interpretation Introduction

(h)

Interpretation: The product formed when cyclohexene reacts with given reagent is to be drawn.

Concept introduction: In hydroboration reaction of alkenes, alkenes react with BH3 and then get oxidized by hydrogen peroxide to form an alcohol.

Hydrogen peroxide is a good an oxidizing agent.

Interpretation Introduction

(i)

Interpretation: The product formed when cyclohexene reacts with given reagent is to be drawn.

Concept introduction: The reagent 9Borabicyclo(3.3.1)nonane also known as 9-BBN, undergoes hydroboration with alkene to form alcohol. Hydrogen peroxide is used as oxidizing agent in this hydroboration reaction.

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Chapter 10 Solutions

Organic Chemistry

Ch. 10 - Linolenic acidTable 10.2 and stearidonic acid are...Ch. 10 - Prob. 10.12PCh. 10 - Prob. 10.13PCh. 10 - Prob. 10.14PCh. 10 - Prob. 10.15PCh. 10 - Prob. 10.16PCh. 10 - Prob. 10.17PCh. 10 - Prob. 10.18PCh. 10 - Prob. 10.19PCh. 10 - Which compounds A-D in Figure 10.12 are formed by...Ch. 10 - What two alkenes give rise to each alcohol as the...Ch. 10 - Prob. 10.22PCh. 10 - Problem 10.23 Draw the products of each reaction,...Ch. 10 - Problem 10.24 Draw all stereoisomers formed in...Ch. 10 - Prob. 10.25PCh. 10 - Prob. 10.26PCh. 10 - Borane is sold for laboratory use as a complex...Ch. 10 - What alkylborane is formed from hydroboration of...Ch. 10 - Draw the products formed when each alkene is...Ch. 10 - What alkene can be used to prepare each alcohol as...Ch. 10 - Prob. 10.31PCh. 10 - Draw the products of each reaction using the two...Ch. 10 - Problem 10.31 Devise a synthesis of each compound...Ch. 10 - Give the IUPAC name for each compound. a.b.Ch. 10 - a Label the carbon-carbon double bond in A as E or...Ch. 10 - Prob. 10.36PCh. 10 - Calculate the number of degrees of unsaturation f...Ch. 10 - Prob. 10.38PCh. 10 - The fertility drug clomiphene trade name Clomid is...Ch. 10 - Give the IUPAC name for each compound. a....Ch. 10 - Give the structure corresponding to each name. a....Ch. 10 - 10.40 (a) Draw all possible stereoisomers of, and...Ch. 10 - Prob. 10.43PCh. 10 - 10.42 Now that you have learned how to name...Ch. 10 - Prob. 10.45PCh. 10 - Prob. 10.46PCh. 10 - Prob. 10.47PCh. 10 - Prob. 10.48PCh. 10 - By using the bond dissociation energies in...Ch. 10 - Prob. 10.50PCh. 10 - Repeat Problem 10.50 with CH32C=CH2 as the...Ch. 10 - What alkene can be used to prepare each alkyl...Ch. 10 - Prob. 10.53PCh. 10 - Draw the constitutional isomer formed in each...Ch. 10 - Prob. 10.55PCh. 10 - Draw all stereoisomers formed in each reaction....Ch. 10 - Prob. 10.57PCh. 10 - Prob. 10.58PCh. 10 - Prob. 10.59PCh. 10 - Draw a stepwise mechanism for the following...Ch. 10 - Draw a stepwise mechanism for each reaction. a.b.Ch. 10 - Draw a stepwise mechanism that shows how all three...Ch. 10 - Less stable alkenes can be isomerized to more...Ch. 10 - Prob. 10.64PCh. 10 - Prob. 10.65PCh. 10 - Bromoetherification, the addition of the elements...Ch. 10 - Devise a synthesis of each product from the given...Ch. 10 - Prob. 10.68PCh. 10 - Prob. 10.69PCh. 10 - Prob. 10.70PCh. 10 - 10.66 Explain why A is a stable compound but B is...Ch. 10 - Prob. 10.72PCh. 10 - Prob. 10.73PCh. 10 - 10.69 Lactones, cyclic esters such as compound A,...Ch. 10 - 10.70 Draw a stepwise mechanism for the following...Ch. 10 - 10.71 Like other electrophiles, carbocations add...Ch. 10 - 10.72 Draw a stepwise mechanism for the...
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