Surf Wiki
Save to docs
general/flavors

From Surf Wiki (app.surf) — the open knowledge base

Butyraldehyde

Chemical compound CH3(CH2)2CHO

Chemical compound CH3(CH2)2CHO

4.32 MPa 103.4 J·mol−1·K−1 (gas) 343.7 J·mol−1·K−1 (gas) −204.8 kJ·mol−1 (gas) | NFPA-H=3 | NFPA-F=3 | NFPA-R=0 Pentanal Butyric acid, isobutyraldehyde

Butyraldehyde, also known as butanal, is an organic compound with the formula CH3(CH2)2CHO. This compound is the aldehyde derivative of butane. It is a colorless flammable liquid with an unpleasant smell. It is miscible with most organic solvents.

Production

Butyraldehyde is produced almost exclusively by the hydroformylation of propylene: : CH3CH=CH2 + H2 + CO → CH3CH2CH2CHO Traditionally, hydroformylation was catalyzed by cobalt carbonyl but rhodium complexes are more common. The dominant technology involves the use of rhodium catalysts derived from the water-soluble ligand tppts. An aqueous solution of the rhodium catalyst converts the propylene to the aldehyde, which forms a lighter (less dense) immiscible phase. About 6 billion kilograms are produced annually in this manner. Butyraldehyde can be produced by the catalytic dehydrogenation of n-butanol. At one time, it was produced industrially by the catalytic hydrogenation of crotonaldehyde, which is derived from acetaldehyde.

Reactions and uses

Butyraldehyde undergoes reactions typical of alkyl aldehydes, and these define many of the uses of this compound. Important reactions include hydrogenation to the alcohol, oxidation to the acid, and base-catalyzed condensation. In the presence of a base, two equivalents of butyraldehyde undergoe aldol condensation to give 2-ethylhexenal. This unsaturated aldehyde is then partially hydrogenated to form 2-ethylhexanal, a precursor to plasticizers such as bis(2-ethylhexyl) phthalate.

Butyraldehyde is a component in the two-step synthesis of trimethylolpropane, which is used for the production of alkyd resins.

References

References

  1. ''Merck Index'', 11th Edition, '''1591'''.
  2. (2016). "CRC handbook of chemistry and physics : a ready-reference book of chemical and physical data.".
  3. {{GESTIS
  4. Raff, Donald K.. (2013). "Butanals".
  5. (2008). "Alcohols, Polyhydric".
Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

flavors alkanals foul-smelling-chemicals
Want to explore this topic further?

Ask Mako anything about Butyraldehyde — get instant answers, deeper analysis, and related topics.

Research with Mako

Free with your Surf account

Content sourced from Wikipedia, available under CC BY-SA 4.0.

This content may have been generated or modified by AI. CloudSurf Software LLC is not responsible for the accuracy, completeness, or reliability of AI-generated content. Always verify important information from primary sources.

Report