How to Face an Organic Reaction Involving a Reducing Agent – Part 3

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


The nature of reduction may change depending on the stoichiometric use and/or elevated temperature and/or use of another reagent like a catalyst.

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

Question:

Predict the reagent(s) of the following reactions:




Click/tap to enlarge the image

Solution infographic:



Click/tap to enlarge the image

Diisobutylaluminum hydride (DIBALH, DIBAL, DIBAL-H or DIBAH) is an organometallic, selective reducing agent (chemoselectivity) that does not touch a C=C double bond or reduce a CN to CH2OH.

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

References:

(1)    Wikipedia Contributors. Diisobutylaluminium hydride. Wikipedia.

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

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

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

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