How to Face an Organic Reaction Involving a Reducing Agent – Part 2

A reducing agent may or may not be selective in an organic reaction.


If Hydrogen gas is passed through an organic compound (often dissolved in an organic solvent under moderately high or high temperature and/or pressure) in presence of a transition metal catalyst (or its compound), reduction (Red) occurs.

Both Lithium aluminum hydride, LiAlH4 or Li[AlH4] (LAH) and Sodium borohydride (aka Sodium tetrahydridoborate or Sodium tetrahydroborate), NaBH4 or Na[BH4] are inorganic compounds, the former being a stronger reducing agent.

If the product has a new chiral center, stereoisomers may be obtained.

Question:

How would you do the following transformations (only one-step for each)?



Click/tap to enlarge the image

Solution infographic:



Click/tap to enlarge the image

Randomness of the reducing agents❓ Let Chemaficionado know in the comments below or at mychemistryhomework@gmail.com❗

References:

(1)    Wikipedia Contributors. Hydrogenation. Wikipedia. https://en.wikipedia.org/wiki/Hydrogenation.

‌(2)    Sodium borohydride. Wikipedia. https://en.wikipedia.org/wiki/Sodium_borohydride.

(3)    Brown, C.; Ford, M. Higher Level Chemistry, 2nd ed.; Pearson Education: Harlow, Essex, 2014.

(4)    Ncert. Chemistry : Textbook for Class XI - Part.II; National Council Of Educational Research And Training: New Delhi.

(5)    Graham, T. W.; Fryhle, C. B.; Snyder, S. A. Organic Chemistry.; Hoboken, Nj John Wiley Et Sons, Inc, 2016.

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