Cyclopentanol

Last updated
Cyclopentanol [1]
Cyclopentanol.png
Names
Preferred IUPAC name
Cyclopentanol
Other names
Cyclopentyl alcohol
Hydroxycyclopentane
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.278 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 202-504-8
KEGG
PubChem CID
UNII
  • InChI=1S/C5H10O/c6-5-3-1-2-4-5/h5-6H,1-4H2 Yes check.svgY
    Key: XCIXKGXIYUWCLL-UHFFFAOYSA-N Yes check.svgY
  • C1CCC(C1)O
Properties
C5H10O
Molar mass 86.1323 g/mol
AppearanceColorless liquid
Density 0.949 g/mL
Melting point −19 °C (−2 °F; 254 K)
Boiling point 139 to 140 °C (282 to 284 °F; 412 to 413 K)
-64.0·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Cyclopentanol or cyclopentyl alcohol is a cyclic alcohol. It is also known as hydroxycyclopentane. [2]

Reactions

The dehydration of cyclopentanol produces cyclopentene:

C5H10O → C5H8 + H2O

Related Research Articles

Alcohol (chemistry) Type of organic compound

In chemistry, alcohol is an organic compound that carries at least one hydroxyl functional group (−OH) bound to a saturated carbon atom. The term alcohol originally referred to the primary alcohol ethanol (ethyl alcohol), which is used as a drug and is the main alcohol present in alcoholic drinks. An important class of alcohols, of which methanol and ethanol are the simplest members, includes all compounds for which the general formula is CnH2n+1OH. Simple monoalcohols that are the subject of this article include primary (RCH2OH), secondary (R2CHOH) and tertiary (R3COH) alcohols.

Amyl alcohol

An amyl alcohol is any of eight alcohols with the formula C5H12O. A mixture of amyl alcohols (also called amyl alcohol) can be obtained from fusel alcohol. Amyl alcohol is used as a solvent and in esterification, by which is produced amyl acetate and other important products. The name amyl alcohol without further specification applies to the normal (straight-chain) form, 1-pentanol.

Ether Class of organic compounds

Ethers are a class of organic compounds that contain an ether group—an oxygen atom connected to two alkyl or aryl groups. They have the general formula R–O–R′, where R and R′ represent the alkyl or aryl groups. Ethers can again be classified into two varieties: if the alkyl groups are the same on both sides of the oxygen atom, then it is a simple or symmetrical ether, whereas if they are different, the ethers are called mixed or unsymmetrical ethers. A typical example of the first group is the solvent and anaesthetic diethyl ether, commonly referred to simply as "ether" (CH3–CH2–O–CH2–CH3). Ethers are common in organic chemistry and even more prevalent in biochemistry, as they are common linkages in carbohydrates and lignin.

Ester Chemical compounds consisting of a carbonyl adjacent to an ether linkage

An ester is a chemical compound derived from an acid in which at least one –OH hydroxyl group is replaced by an –O– alkyl (alkoxy) group, as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides are fatty acid esters of glycerol; they are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils.

Ethanol Organic chemical compound

Ethanol (also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic chemical compound. It is a simple alcohol with the chemical formula C2H6O. Its formula can be also written as CH
3
CH
2
OH or C
2
H
5
OH (an ethyl group linked to a hydroxyl group), and is often abbreviated as EtOH. Ethanol is a volatile, flammable, colorless liquid with a characteristic wine-like odor and pungent taste. It is a psychoactive drug, recreational drug, and the active ingredient in alcoholic drinks.

Methanol Simplest alcohol

Methanol, also known as methyl alcohol, amongst other names, is a chemical and the simplest alcohol, with the formula CH3OH (a methyl group linked to a hydroxyl group, often abbreviated MeOH). It is a light, volatile, colourless, flammable liquid with a distinctive alcoholic odour similar to that of ethanol (potable alcohol). A polar solvent, methanol acquired the name wood alcohol because it was once produced chiefly by the destructive distillation of wood. Today, methanol is mainly produced industrially by hydrogenation of carbon monoxide.

Aldehyde Type of carbonyl coumpound

In chemistry, an aldehyde is an organic compound containing a functional group with the structure −C(H)=O. The functional group itself is known as an aldehyde or formyl group. Aldehydes are common and play important roles in the technology and biological spheres.

In chemistry, a hydration reaction is a chemical reaction in which a substance combines with water. In organic chemistry, water is added to an unsaturated substrate, which is usually an alkene or an alkyne. This type of reaction is employed industrially to produce ethanol, isopropanol, and butan-2-ol.

Alkoxy group

In chemistry, the alkoxy group is an alkyl (carbon and hydrogen chain) group singularly bonded to oxygen; thus R–O. The range of alkoxy group is vast, the simplest being methoxy (CH3O–). An ethoxy group (CH3CH2O–) is found in the organic compound ethyl phenyl ether, C6H5OCH2CH3 which is also known as ethoxybenzene. Related to alkoxy groups are aryloxy groups, which have an aryl group singular bonded to oxygen such as the phenoxy group (C6H5O–).

Benzyl alcohol Chemical compound

Benzyl alcohol is an aromatic alcohol with the formula C6H5CH2OH. The benzyl group is often abbreviated "Bn" (not to be confused with "Bz" which is used for benzoyl), thus benzyl alcohol is denoted as BnOH. Benzyl alcohol is a colorless liquid with a mild pleasant aromatic odor. It is a useful solvent due to its polarity, low toxicity, and low vapor pressure. Benzyl alcohol has moderate solubility in water (4 g/100 mL) and is miscible in alcohols and diethyl ether. The anion produced by deprotonation of the alcohol group is known as benzylate or benzyloxide.

Sodium borohydride Chemical compound

Sodium borohydride, also known as sodium tetrahydridoborate and sodium tetrahydroborate, is an inorganic compound with the formula NaBH4. This white solid, usually encountered as a powder, is a reducing agent that finds application in chemistry, both in the laboratory and on an industrial scale. It has been tested as pretreatment for pulping of wood, but is too costly to be commercialized. The compound is soluble in alcohols, certain ethers, and water, although it slowly hydrolyzes.

Benzyl group

In organic chemistry, benzyl is the substituent or molecular fragment possessing the structure C6H5CH2–. Benzyl features a benzene ring attached to a CH2 group.

Pyridinium chlorochromate Chemical compound

Pyridinium chlorochromate (PCC) is a yellow-orange salt with the formula [C5H5NH]+[CrO3Cl]. It is a reagent in organic synthesis used primarily for oxidation of alcohols to form carbonyls. A variety of related compounds are known with similar reactivity. PCC offers the advantage of the selective oxidation of alcohols to aldehydes or ketones, whereas many other reagents are less selective.

Alcohol flush reaction Effect of alcohol consumption on the human body

Alcohol flush reaction is a condition in which a person develops flushes or blotches associated with erythema on the face, neck, shoulders, and in some cases, the entire body after consuming alcoholic beverages. The reaction is the result of an accumulation of acetaldehyde, a metabolic byproduct of the catabolic metabolism of alcohol, and is caused by an aldehyde dehydrogenase 2 deficiency.

Chromium trioxide Chemical compound

Chromium trioxide (also known as chromium(VI) oxide or chromic anhydride) is an inorganic compound with the formula CrO3. It is the acidic anhydride of chromic acid, and is sometimes marketed under the same name. This compound is a dark-purple solid under anhydrous conditions, bright orange when wet and which dissolves in water concomitant with hydrolysis. Millions of kilograms are produced annually, mainly for electroplating. Chromium trioxide is a powerful oxidiser and a carcinogen.

Neopentyl alcohol Chemical compound

Neopentyl alcohol is a compound with formula (CH3)3CCH2OH. It is a colorless solid. The compound is one of the eight isomers of pentyl alcohol.

Phenethyl alcohol Chemical compound

Phenethyl alcohol, or 2-phenylethanol, is the organic compound that consists of a phenethyl group (C6H5CH2CH2) attached to OH. It is a colourless liquid that is slightly soluble in water (2 ml/100 ml H2O), but miscible with most organic solvents. It occurs widely in nature, being found in a variety of essential oils. It has a pleasant floral odor.

In enzymology, a cyclopentanol dehydrogenase (EC 1.1.1.163) is an enzyme that catalyzes the chemical reaction

In enzymology, a cyclopentanone monooxygenase (EC 1.14.13.16) is an enzyme that catalyzes the chemical reaction

Diethylphosphite Chemical compound

Diethylphosphite is the organophosphorus compound with the formula (C2H5O)2P(O)H. It is a popular reagent for generating other organophosphorus compounds, exploiting the high reactivity of the P-H bond. Diethylphosphite is a colorless liquid. The molecule is tetrahedral.

References

  1. Cyclopentanol at Sigma-Aldrich
  2. "Cyclopentanol".