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Chapter 26: Q 12. (page 1062)

What stereoisomers are formed when trans-hex-3-ene is treated withCH2I2 and Zn(Cu)?

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01

Stereoisomers

Stereoisomers are isomers with identical atomic constitution. Enantiomers form a part of stereoisomers.

02

 Step 2: Reaction of alkene with CH2I2 and Zn(Cu)

Alkenes associate with CH2I2and Zn(Cu) to give rise to non-haogenated cyclopropanes. This reaction is known as Simmons鈥揝mith reaction.

03

Treatment of trans-hex-3-ene CH2I2 with and Zn(Cu)

The trans-3-hexene reacts with CH2I2and Zn(Cu) to form two enantiomers of 1,2-diethylcyclopropane. The position of the substituents in the reactant is retained during product formation.

The stereoisomers formed on the treatment of trans-hex-3-ene with CH2I2and Zn(Cu) can be given as:

Treatment of trans-hex-3-ene withCH2I2and Zn(Cu)

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Most popular questions from this chapter

What starting material is needed to synthesize each compound by a ring-closing metathesis reaction?

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What ring-closing metathesis product is formed when each substrate is treated with Grubbs catalyst under high-dilution conditions?

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Sulfur ylides, like the phosphorus ylides of Chapter 21, are useful intermediates in organic synthesis. Methyl trans-chrysanthemate, an intermediate in the synthesis of the insecticide pyrethrin I (Section 26.4), can be prepared from diene A and a sulfur ylide. Draw a stepwise mechanism for this reaction.

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The following conversion, carried out in the presence of Grubbs catalyst and ethylene gas, involves a cascade of metathesis reactions. Draw a reaction sequence that illustrates how the reactant is converted to the product Z, and indicate where each labeled atom in the reactant ends up in Z.
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