2-Methyl-2-pentanol

Last updated
2-Methyl-2-pentanol [1]
2-methyl-2-pentanol.PNG
2-Methylpentan-2-ol molecule ball.png
Names
Preferred IUPAC name
2-Methylpentan-2-ol
Other names
2-Methyl-2-pentanol
Dimethyl propyl carbinol
Dimethylbutanol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.008.802 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 209-681-0
PubChem CID
UNII
UN number 2560
  • InChI=1S/C6H14O/c1-4-5-6(2,3)7/h7H,4-5H2,1-3H3 Yes check.svgY
    Key: WFRBDWRZVBPBDO-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C6H14O/c1-4-5-6(2,3)7/h7H,4-5H2,1-3H3
    Key: WFRBDWRZVBPBDO-UHFFFAOYAE
  • OC(C)(C)CCC
Properties
C6H14O
Molar mass 102.177 g·mol−1
AppearanceColorless liquid
Density 0.8350 g/cm3 at 20 °C
Melting point −103 °C (−153 °F; 170 K)
Boiling point 121.1 °C (250.0 °F; 394.2 K)
33 g/L
Solubility soluble[ vague ] in ethanol, diethyl ether
Hazards
GHS classification and labelling:
GHS-pictogram-flamme.svg GHS-pictogram-exclam.svg
Warning
H226, H315, H319, H335
P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501
Related compounds
Related compounds
 Hexanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)
Infobox references

2-Methyl-2-pentanol (IUPAC name: 2-methylpentan-2-ol) is an organic chemical compound. It can be added to a gas chromatograph to help distinguish between branched compounds, especially alcohols. [2] Its presence in urine can be used to test for exposure to 2-methylpentane. [3] As with many other short-chain alcohols, 2-methyl-2-pentanol can produce intoxication and sedative effects similar to those of ethanol, though it is more irritating to mucous membranes and generally more toxic to the body. [4]

See also

Related Research Articles

Alcohol 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.

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
2H
5OH (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.

Methyl isocyanate Chemical compound

Methyl isocyanate (MIC) is an organic compound with the molecular formula CH3NCO. Synonyms are isocyanatomethane, methyl carbylamine and MIC. Methyl isocyanate is an intermediate chemical in the production of carbamate pesticides (such as carbaryl, carbofuran, methomyl, and aldicarb). It has also been used in the production of rubbers and adhesives. As a highly toxic and irritating material, it is extremely hazardous to human health. It was the principal toxicant involved in the Bhopal disaster, which killed 2,259 people initially and officially 20,000 people in total.

Ethanal (common name acetaldehyde) is an organic chemical compound with the formula CH3CHO, sometimes abbreviated by chemists as MeCHO (Me = methyl). It is one of the most important aldehydes, occurring widely in nature and being produced on a large scale in industry. Acetaldehyde occurs naturally in coffee, bread, and ripe fruit, and is produced by plants. It is also produced by the partial oxidation of ethanol by the liver enzyme alcohol dehydrogenase and is a contributing cause of hangover after alcohol consumption. Pathways of exposure include air, water, land, or groundwater, as well as drink and smoke. Consumption of disulfiram inhibits acetaldehyde dehydrogenase, the enzyme responsible for the metabolism of acetaldehyde, thereby causing it to build up in the body.

Methyl nitrite Chemical compound

Methyl nitrite is an organic compound with the chemical formula CH
3ONO. It is a gas, and is the simplest alkyl nitrite.

Isoamyl alcohol Chemical compound

Isoamyl alcohol is a colorless liquid with the formula C
5H
12O, specifically (H3C–)2CH–CH2–CH2–OH. It is one of several isomers of amyl alcohol (pentanol). It is also known as isopentyl alcohol, isopentanol, or (in the IUPAC recommended nomenclature) 3-methyl-butan-1-ol. An obsolete name for it was isobutyl carbinol.

Bees and toxic chemicals

Bees can suffer serious effects from toxic chemicals in their environments. These include various synthetic chemicals, particularly insecticides, as well as a variety of naturally occurring chemicals from plants, such as ethanol resulting from the fermentation of organic materials. Bee intoxication can result from exposure to ethanol from fermented nectar, ripe fruits, and manmade and natural chemicals in the environment.

<i>tert</i>-Amyl alcohol Chemical compound

tert-Amyl alcohol (TAA) or 2-methylbutan-2-ol (2M2B), is a branched pentanol.

Isopropyl alcohol (IUPAC name propan-2-ol and also called isopropanol or 2-propanol) is a colorless, flammable chemical compound (chemical formula CH3CHOHCH3) with a strong odor. As an isopropyl group linked to a hydroxyl group, it is the simplest example of a secondary alcohol, where the alcohol carbon atom is attached to two other carbon atoms. It is a structural isomer of 1-propanol and ethyl methyl ether.

2-Methyl-1-butanol Chemical compound

2-Methyl-1-butanol is an organic compound with the formula CH3CH2CH(CH3)CH2OH. It is one of several isomers of amyl alcohol. A colorless liquid, it occurs naturally in trace amounts and has attracted some attention as a potential biofuel, exploiting its hydrophobic (gasoline-like) and branched structure. It is chiral.

2-Pentanol Chemical compound

2-Pentanol is an organic chemical compound. It is used as a solvent and an intermediate in the manufacturing of other chemicals. 2-Pentanol is a component of many mixtures of amyl alcohols sold industrially. 2-Pentanol is chiral and thus can be obtained as either of two stereoisomers designated as (R)-(−)-2-pentanol and (S)-(+)-2-pentanol.

3-Methyl-1-pentanol Chemical compound

3-Methyl-1-pentanol is an organic chemical compound. It occurs naturally in Capsicum frutescens, the tabasco pepper.

2-Methyl-1-pentanol Chemical compound

2-Methyl-1-pentanol is an organic chemical compound. It is used as a solvent and an intermediate in the manufacture of other chemicals.

Isohexanol Chemical compound

Isohexanol is an organic chemical compound. It is found in longan fruit.

3-Methyl-2-pentanol Chemical compound

3-Methyl-2-pentanol is an organic chemical compound. It has been identified as a component of hops. Its presence in urine can be used to test for exposure to 3-methylpentane.

4-Methyl-2-pentanol Chemical compound

4-Methyl-2-pentanol or methyl isobutyl carbinol (MIBC) is an organic chemical compound used primarily as a frother in mineral flotation. It is also used as a solvent, in organic synthesis, and in the manufacture of brake fluid and as a precursor to some plasticizers.

2-Methyl-3-pentanol Chemical compound

2-Methyl-3-pentanol is an organic chemical compound. It is used as a fuel.

3-Methyl-3-pentanol Chemical compound

3-Methyl-3-pentanol is an organic chemical compound and a tertiary hexanol. It is used in the synthesis of the tranquilizer emylcamate, and has similar sedative and anticonvulsant actions itself.

3-Methyl-2-butanol is an organic chemical compound. It is used as a solvent and an intermediate in the manufacture of other chemicals.

References

  1. ↑ Lide DR (1998). Handbook of Chemistry and Physics (87 ed.). Boca Raton, Florida: CRC Press. pp. 3–398, 8–106. ISBN   0-8493-0594-2.
  2. ↑ Guiochon G, Guillemin CL (1988). Quantitative gas chromatography: for laboratory analyses and on-line process control. Elsevier. p. 518. ISBN   978-0-444-42857-8 . Retrieved 2010-01-22.
  3. ↑ Lauwerys RR, Hoet P (2001). Industrial chemical exposure: guidelines for biological monitoring. CRC Press. p. 190. ISBN   978-1-56670-545-5 . Retrieved 2010-01-22.
  4. ↑ Morrow AL, Montpied P, Paul SM (1991). "Ethanol and the GABA A receptor-gated chloride ion channel.". Neuropharmacology of Ethanol. Boston, MA.: Birkhäuser. pp. 49–76. doi:10.1007/978-1-4757-1305-3_3. ISBN   978-1-4757-1307-7.
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