**Yes, NaBH4 can reduce organic compounds containing double bonds.**

NaBH4, also known as sodium borohydride, is a commonly used reducing agent in organic chemistry. It is particularly effective in reducing aldehydes and ketones, but it can also reduce organic compounds containing double bonds.

**Mechanism of Reduction:**

The reduction of organic compounds by NaBH4 involves a transfer of hydride ions (H-) from the borohydride ion (BH4-) to the substrate molecule. The reaction proceeds through a nucleophilic addition-elimination mechanism.

1. **Nucleophilic Addition:** The hydride ion acts as a nucleophile and attacks the electron-deficient carbon in the double bond of the organic substrate. This leads to the formation of a new carbon-hydrogen bond and the creation of a negatively charged intermediate.

2. **Protonation:** The negatively charged intermediate is protonated by water molecules present in the reaction mixture to form an alcohol. This step restores the neutral charge on the carbon atom.

3. **Elimination:** The final step involves the elimination of the borate ion (BH3OH-) as a leaving group, resulting in the reduction of the double bond and formation of a saturated compound (alcohol).

**Scope of NaBH4 Reduction:**

NaBH4 can reduce a wide range of organic compounds containing double bonds. It is effective in reducing various functional groups, such as aldehydes, ketones, imines, nitro compounds, and even some esters and acids.

**Selective Reduction:**

One of the advantages of using NaBH4 as a reducing agent is its selectivity towards carbonyl groups (aldehydes and ketones). It typically does not reduce other functional groups present in the molecule, such as halogens, hydroxyl groups, or double bonds. This selectivity allows for the reduction of specific functional groups without affecting others.

However, it is important to note that NaBH4 is not effective in reducing certain functional groups, such as carboxylic acids, amides, and nitriles. In these cases, alternative reducing agents like lithium aluminum hydride (LiAlH4) or catalytic hydrogenation may be used.

**Conclusion:**

In summary, NaBH4 is a versatile reducing agent that can effectively reduce organic compounds containing double bonds. Its mechanism involves the transfer of hydride ions to the substrate molecule, leading to the formation of alcohols. NaBH4 is selective towards carbonyl groups, making it a valuable tool in organic synthesis. However, it is important to consider the specific functional groups present in the molecule and choose the appropriate reducing agent accordingly.

No it dosent reduce the compound containing double bond just like lialh4 .....