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Anti-addition via radical mechanism:
$$R-C\equiv C-R' + 2\mathrm{Na} + 2\mathrm{NH}_3 \rightarrow \underset{(\mathrm{trans})}{RCH=CHR'} + 2\mathrm{NaNH}_2$$Yields trans-alkenes exclusively (E-configuration).
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Anti-addition via radical mechanism:
$$R-C\equiv C-R' + 2\mathrm{Na} + 2\mathrm{NH}_3 \rightarrow \underset{(\mathrm{trans})}{RCH=CHR'} + 2\mathrm{NaNH}_2$$Yields trans-alkenes exclusively (E-configuration).
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