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Chapter 10: Q12P (page 513)

Question: Predict the products of the following reactions.

(a)CH3CH2Br+Mg鈫�ether

(b) isobutyliodide+2Li鈫�hexane

(c) 1-bromo-4-fluorocyclohexane+Mg鈫�THF

(d) CH2=CCl-CH2CH3+2Li鈫�ether

Short Answer

Expert verified

Answer

(a) CH3CH2MgBr

(b)

(c)

(d)

(e)

Step by step solution

01

Organic reactions

Organic reactions involve the reagents like Grignard reagent (R-Mg-X) and organolithium reagents (R-Li). This reaction occurs in a solvent like dry ether, THF, and hexane.

02

Products of the reactions (a) and (b)

a. When bromoethane reacts with Mg in the presence of dry ether, it results in the formation of Grignard reagent (R-Mg-X).

CH3CH2Br+Mg鈫�etherCH3CH2MgBr

b. When R-X reacts with Li in the presence of hexane, it results in the formation of alkyllithium reagent and LiX.


Formation of product

03

 Step 2: Products of the reactions (c) and (d)

d. When 1-bromo-4-fluorocyclohexane reacts with Mg in the presence of THF, it forms Grignard reagent (R-Mg-X).


Formation of product

e. When 2-chlorobutene reacts with Li (2 Equiv.) in the presence of ether, it forms organolithium reagent and LiCl.


Formation of product

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Most popular questions from this chapter

Show how you would synthesize the following compounds from alkyl halides, vinyl halides, and aryl halides containing no more than six carbon atoms.

  1. octane
  2. vinylcyclohexane
  3. trans-oct-3-ene
  4. cyclopentyl propyl ketone

The following compounds are only slightly soluble in water, but one of them is very soluble in a dilute aqueous solution of sodium hydroxide. The other is still only slightly soluble.

(a) Explain the difference in solubility of these compounds in dilute sodium hydroxide.

(b) Show how this difference might be exploited to separate a mixture of these two compounds using a separatory funnel.

Show how you would synthesize the following compounds from any starting materials containing no more than six carbon atoms.

a)

b)

c)

Without looking them up, rank the following compounds in decreasing order of acidity. These examples represent large classes of compounds that differ widely in acidity.

Water, ethanol, 2-chloroethanol, tert-butyl alcohol, ammonia, sulfuric acid, hexane, hex-1-yne, acetic acid

Suggest carbonyl compounds and reducing agents that might be used to form the following alcohols.

  1. heptan-1-ol
  2. 1-cyclohexylethanol
  3. 1-phenylpropan-1-ol

e)

f)
See all solutions

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