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Master Organic Chemistry Reaction Guide

Addition of Dichlorocarbene to alkenes to give dichlorocyclopropanes

Description: Alkenes treated with chloroform (CHCl3) and strong base will form dichlorocarbenes, which add to alkenes to form cyclopropanes.

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Real-Life Examples:

Org. Synth. 1976, 55, 12

DOI Link: 10.15227/orgsyn.055.0012

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Org. Synth. 1969, 49, 35

DOI Link: 10.15227/orgsyn.049.0035

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Org. Synth. 1961, 41, 76

DOI Link: 10.15227/orgsyn.041.0076

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Comments

Comment section

2 thoughts on “Addition of Dichlorocarbene to alkenes to give dichlorocyclopropanes

  1. I think the stereo chemistry is wrong here. They don’t always add syn as Dichlorocarbene rxn’s are sterospecfic cis.

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