ピバルアルデヒド

外観

無色～わずかにうすい黄色, 澄明の液体

溶解性

エタノール及びアセトンに溶けやすく、水にほとんど溶けない。

使用上の注意

不活性ガス封入

説明

Trimethylacetaldehyde (also known as Pivaldehyde) is the trimethyl form of acetaldehyde. It is an aldehyde with a sterically bulky R group, the tertiary-butyl group being attached to the carbonyl, >C=O. It is a useful reagent in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. It is useful in streoselective synthesis application as well as in aldol condensation reactions. As a derivative of acetaldehyde, trimethyl acetaldehyde can be used for the production of acetate. It can also be used as the precursor for manufacturing of pyridine derivatives, pentaerythritol, and crotonaldehyde.

化学的特性

Clear colorless liquid

使用

Commonly used building block in aldol condensation reactions.

主な応用

Pivaldehyde is a hazardous by-product released from engine exhaust and is often used as a raw material for organic synthesis or as a reagent in chemical reactions. It can be copolymerised with aldehyde anions, such as acrolein, to prepare unsaturated polyacetals, or a TBPB initiated decarbonylative cascade cyclization of ortho-cyanoarylacrylamides with pivaldehyde leads to tert-butyl containing quinolone-2,4(1H,3H)-diones by formation of both C(sp³)–C(sp³) and C(s^p3)–C(sp²) bonds. As well as probing the absolute rate constants of its autoxidation, etc^[1-3].

参考文献

Ho, Tse Lok, et al. Pivaldehyde. Fieser and Fieser's Reagents for Organic Synthesis. John Wiley & Sons, Inc. 2006.
https://en.wikipedia.org/wiki/Acetaldehyde#Uses
https://en.wikipedia.org/wiki/Pivaldehyde
https://www.alfa.com/en/catalog/A15013/