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Chapter 10: Q10-10P. (page 300)

Question: How might you replace a halogen substituent by a deuterium atom if you wanted to prepare a deuterated compound?

Short Answer

Expert verified

Answer

The reaction for the formation of above deuterated compound is as follows:

Step by step solution

01

Grignard reagent

A Grignard reagent is formally the magnesium salt,R3C21MgX , of a carbon acid, R3COH, and is thus a carbon anion, or carbanion.

02

Preparation of deuterated compound

The Grignard reagent converts R-MgX to R-H by reacting with a proton donor. Similarly, Grignard reagent also reacts with a deuterium donor to convert R-MgX into R-D.

Preparation of deuterated butane

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Most popular questions from this chapter

How would you prepare the following compounds, starting with cyclopentene and any other reagents needed? (d) Cyclopentanol.

Give IUPAC names for the following alkyl halide (a):

(a)

Tertiary alkyl halides,R3CX, undergo spontaneous dissociation to yield a carbocation,R3C+, plus halide ion. Which do you think reacts faster,(CH3)3CBrorH2C=CHC(CH3)2Br? Explain.

Draw resonance structures for the benzyl radical, the intermediate produced in the NBS bromination reaction of toluene (Problem 10-35).

Draw structures corresponding to the following IUPAC names: (e) 4-sec-Butyl-2-chlorononane.
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