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Hydroxypivaldehyde is the
Hydroxypivaldehyde is also a precursor to
organic compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
with the formula HOCH2(CH3)2CCHO. A colorless liquid, it is produced by condensation
Condensation is the change of the state of matter from the gas phase into the liquid phase, and is the reverse of vaporization. The word most often refers to the water cycle. It can also be defined as the change in the state of water vapor ...
of formaldehyde
Formaldehyde ( , ) (systematic name methanal) is an organic compound with the chemical formula and structure , more precisely . The compound is a pungent, colourless gas that polymerises spontaneously into paraformaldehyde. It is stored as ...
and isobutyraldehyde
Isobutyraldehyde is the chemical compound with the formula (CH3)2CHCHO. It is an aldehyde, isomeric with ''n''-butyraldehyde (butanal). Isobutyraldehyde is made, often as a side-product, by the hydroformylation of propene. Its odour is described ...
:
:CH2O + (CH3)2CHCHO → HOCH2(CH3)2CCHO
The compound is a rare example of a distillable aldol
In organic chemistry, an aldol is a structure consisting of a hydroxy group (-OH) two carbons away from either an aldehyde or a ketone. The name combines the suffix 'ol' from the alcohol and the prefix depending on the carbonyl group, either 'ald' ...
(3-hydroxyaldehyde). Upon standing, it dimerizes reversibly to the dioxane derivative.
Applications
Hydroxypivaldehyde is a precursor tovitamin B5
Pantothenic acid (vitamin B5) is a B vitamin and an essential nutrient. All animals need pantothenic acid in order to synthesize coenzyme A (CoA), which is essential for cellular energy production and for the synthesis and degradation of prote ...
as is practiced commercially.{{cite journal , doi=10.1002/anie.201205886 , title=One Hundred Years of Vitamins-A Success Story of the Natural Sciences , year=2012 , last1=Eggersdorfer , first1=Manfred , last2=Laudert , first2=Dietmar , last3=Létinois , first3=Ulla , last4=McClymont , first4=Tom , last5=Medlock , first5=Jonathan , last6=Netscher , first6=Thomas , last7=Bonrath , first7=Werner , journal=Angewandte Chemie International Edition , volume=51 , issue=52 , page=12975 , pmid=23208776
:
Hydroxypivaldehyde is also a precursor to neopentyl glycol
Neopentyl glycol (IUPAC name: 2,2-dimethylpropane-1,3-diol) is an organic chemical compound. It is used in the synthesis of polyesters, paints, lubricants, and plasticizers. When used in the manufacture of polyesters, it enhances the stability of ...
by hydrogenation
Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a catalyst such as nickel, palladium or platinum. The process is commonly employed to redox, reduce or Saturated ...
:
:HOCH2(CH3)2CCHO + H2 → (CH3)2C(CH2OH)2
References