Today we want to delve into the fascinating world of 3-Hydroxybutanal. Whatever its meaning to each person, 3-Hydroxybutanal is a topic that has captured the attention of millions around the world over the years. From its impact on society to its influence on popular culture, 3-Hydroxybutanal has been a constant point of discussion and a topic of interest for researchers, enthusiasts and the curious alike. Throughout this article, we will explore the various facets of 3-Hydroxybutanal, analyzing its importance in different contexts and its evolution over time. Get ready to embark on a journey of discovery and learning about 3-Hydroxybutanal!
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3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.003.210 |
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MeSH | 3-hydroxybutanal |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C4H8O2 | |
Molar mass | 88.106 g·mol−1 |
Appearance | colorless liquid |
Density | 0.98 g/mL |
Boiling point | 162 °C (324 °F; 435 K) |
Related compounds | |
Related aldehydes
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Glycolaldehyde |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
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In organic chemistry, 3-hydroxybutanal (acetaldol, aldol) is an organic compound with the formula CH3CH(OH)CH2CHO and the structure H3C−CH(OH)−CH2−CH=O. It is classified as an aldol (R−CH(OH)−CHR'−C(=O)−R") and the word "aldol" can refer specifically to 3-hydroxybutanal. It is formally the product of the dimerization of acetaldehyde (CH3CHO). A thick colorless or pale-yellow liquid, it is a versatile and valuable intermediate with diverse impacts. The compound is chiral although this aspect is not often exploited.
Acetaldehyde dimerizes upon treatment with aqueous sodium hydroxide:
This is the prototypical aldol reaction.
Dehydration of 3-hydroxybutanal gives crotonaldehyde. Distillation of 3-hydroxybutanal is sufficiently forcing to effect this conversion:
Hydrogenation of 3-hydroxybutanal gives 1,3-butanediol:
This diol is a precursor to 1,3-butadiene, precursor to diverse polymers.
Polymerization of 3-hydroxybutanal is also spontaneous, but can be stopped with the addition of water.
Aldol has been used in making perfumes and in ore flotation.
It was formerly used in medicine as a hypnotic and sedative.