Question

In: Chemistry

Match the correct reagents with the description of the reaction. converts an alkene into an alkyl...

Match the correct reagents with the description of the reaction.

converts an alkene into an alkyl bromide (non-Markovnikov)

hydrates an alkene (Markovnikov, rearrangements possible)

converts an alkene into an alkyl bromide (Markovnikov)

converts an alkyne into a geminal dibromide (Markovnikov)

reduces an alkene or alkyne to an alkane

substitutes an H for a Br in the position of the most stable radical

reduces an alkyne to a trans alkene

converts a terminal alkyne to an aldehyde (non-Markovnikov)

reduces an alkyne to a cis alkene

alkylates an acetylide ion with a methyl group

converts an alkene into an alcohol (Markovnikov, no rearrangements)

converts an alkyne to a ketone (Markovnikov, improved yield compared to aqueous acid alone)

alkylates a bromide with a methyl group

converts an alkene into a dibromide (anti-addition)

converts a terminal alkene to an acetylide ion

converts an alkene into an alcohol (non-Markovnikov)

1.

H₂/Pd⁰

2.

H₂/Lindlar

3.

Na⁰/NH₃(l)

4.

NaNH₂

5.

H₂O/H₂SO₄/HgSO₄

6.

1) Hg(OAc)₂, H₂O; 2) NaBH₄

7.

1) BH₃; 2) H₂O₂, OH⁻

8.

H₃O⁺

9.

HBr (dark)

10.

HBr/peroxides

11.

Br₂ (dark)

12.

NBS/∆ or Br₂/ℎ?

13.

CH₃Br

14.

(CH₃)₂CuLi

Solutions

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