This MedLibrary.org supplementary page on Propionaldehyde is provided directly from the open source Wikipedia as a service to our readers. Please see the note below on authorship of this content, as well as the Wikipedia usage guidelines. To search for other content from our encyclopedia supplement, please use the form below:
Related Sponsors
| Propionaldehyde | |
|---|---|
 |
|
| IUPAC name | Propionaldehyde |
| Systematic name | Propanal |
| Other names | Methylacetaldehyde; propionic aldehyde; propaldehyde |
| Identifiers | |
| CAS number | [123-38-6] |
| UN number | 1275 |
| SMILES |
|
| ChemSpider ID | |
| Properties | |
| Molecular formula | C3H6O |
| Molar mass | 58.080 g mol−1 |
| Appearance | Colorless liquid Pungent, marty odor |
| Density | 0.81 g cm−3 |
| Melting point |
−81 °C (192 K) |
| Boiling point |
46-50 °C (321 K) |
| Solubility in water | 20 g/100 mL |
| Viscosity | 0.6 cP at 20°C |
| Structure | |
| Molecular shape | C1, O: sp2
C2, C3: sp3 |
| Dipole moment | 2.52 D |
| Hazards | |
| EU classification | Highly flammable (F) Irritant (Xi) |
| NFPA 704 |
 3
2
2
|
| R-phrases | R11, R36/37/38 |
| S-phrases | S9, S16, S29 |
| Flash point | −26 °C |
| Autoignition temperature |
175 °C |
| Related compounds | |
| Related aldehydes | Formaldehyde Acetaldehyde Butyraldehyde |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references |
|
Propionaldehyde or propanal is the organic compound with the formula CH3CH2CHO. It is a saturate 3-carbon aldehyde and is a structural isomer of acetone. It is a colourless liquid with a slightly irritating, fruity odour.
Propionaldehyde is mainly produced through the hydroformylation, by combining synthesis gas (carbon monoxide and hydrogen) with ethylene using a metal catalyst:
- CO + H2 + C2H4 → CH3CH2CHO
Uses
It is principally used as a precursor to "trimethylolethane" (CH3C(CH2OH)3) through a condensation reaction with methanol; this triol is an important intermediate in the production of alkyd resins.
Condensation of propionaldehyde with tert-butylamine gives CH3CH2CH=N-t-Bu, a three-carbon building block used in organic synthesis. Deprotonation of this imine with LDA produces CH3CHLiCH=N-t-Bu, which in turn condenses with aldehydes.[1]
References
- ^ Peralta, M. M. "Propionaldehyde t-Butylimine" in Encyclopedia of Reagents for Organic Synthesis (Ed: L. Paquette) 2004, J. Wiley & Sons, New York. DOI: 10.1002/047084289.
Wikipedia content modification information:
- This page was last modified on 2 September 2008, at 04:22.
Wikipedia Authorship and Review
Wikipedia content provided here is not reviewed directly by MedLibrary.org. Wikipedia content is authored by an open community of volunteers and is not produced by or in any way affiliated with MedLibrary.org.
Wikipedia Usage Guidelines
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article on "Propionaldehyde".
The URL for this specific entry is:
All Wikipedia text is available under the terms of the GNU Free Documentation License. (See Copyrights for details). Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc.