Cyclopentanol
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Cyclopentanol or cyclopentyl alcohol is the
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 . It is classified as a cyclic
alcohol Alcohol may refer to: Common uses * Alcohol (chemistry), a class of compounds * Ethanol, one of several alcohols, commonly known as alcohol in everyday life ** Alcohol (drug), intoxicant found in alcoholic beverages ** Alcoholic beverage, an alco ...
.


Synthesis and reactions

The bio-derived "platform chemical"
furfural Furfural is an organic compound with the formula C4H3OCHO. It is a colorless liquid, although commercial samples are often brown. It has an aldehyde group attached to the 2-position of furan. It is a product of the dehydration of sugars, as occu ...
can be efficiently converted to cyclopentanol by
hydrodeoxygenation Hydrodeoxygenation (HDO) is a hydrogenolysis process for removing oxygen from oxygen-containing compounds. Typical HDO catalysts commonly are sulfided nickel-molybdenum or cobalt-molybdenum on gamma alumina. An idealized reaction is: :R2O + 2 H2 ...
using a
copper Copper is a chemical element; it has symbol Cu (from Latin ) and atomic number 29. It is a soft, malleable, and ductile metal with very high thermal and electrical conductivity. A freshly exposed surface of pure copper has a pinkish-orang ...
catalyst. or a
nickel Nickel is a chemical element; it has symbol Ni and atomic number 28. It is a silvery-white lustrous metal with a slight golden tinge. Nickel is a hard and ductile transition metal. Pure nickel is chemically reactive, but large pieces are slo ...
cobalt Cobalt is a chemical element; it has Symbol (chemistry), symbol Co and atomic number 27. As with nickel, cobalt is found in the Earth's crust only in a chemically combined form, save for small deposits found in alloys of natural meteoric iron. ...
catalyst. Cyclopentanol can then be easily
dehydrated In physiology, dehydration is a lack of total body water that disrupts Metabolism, metabolic processes. It occurs when free water loss exceeds intake, often resulting from excessive sweating, health conditions, or inadequate consumption of wate ...
to
cyclopentene Cyclopentene is a chemical compound with the formula . It is a colorless liquid with a petrol-like odor. It has few applications, and thus is mainly used as a minor component of gasoline, present in concentrations of less than 1%. It is one of t ...
, which in turn can be converted to cyclopentyl methyl ether. Cyclopentanol is an intermediate in the oxidation of
cyclopentene Cyclopentene is a chemical compound with the formula . It is a colorless liquid with a petrol-like odor. It has few applications, and thus is mainly used as a minor component of gasoline, present in concentrations of less than 1%. It is one of t ...
to
cyclopentanone Cyclopentanone is the organic compound with the formula (CH2)4CO. This cyclic ketone is a colorless volatile liquid. Preparation Ketonic decarboxylation of adipic acid gives cyclopentanone. The reaction is conducted at elevated temperatures in t ...
.


References

Cyclopentyl compounds Cyclopentanols {{alcohol-stub