Pentyl propanoate

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Pentyl propanoate
Pentyl propionate.svg
Names
Preferred IUPAC name
Pentyl propanoate
Other names
Pentyl propionate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.009.866 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C8H16O2/c1-3-5-6-7-10-8(9)4-2/h3-7H2,1-2H3 Yes check.svgY
    Key: TWSRVQVEYJNFKQ-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C8H16O2/c1-3-5-6-7-10-8(9)4-2/h3-7H2,1-2H3
    Key: TWSRVQVEYJNFKQ-UHFFFAOYAA
  • O=C(OCCCCC)CC
Properties
C8H16O2
Molar mass 144.22 g/mol
AppearanceSweet fruity odor of apricot pineapple [1]
Density 0.870 g/cm3
Melting point −75 °C (−103 °F; 198 K)
Boiling point 168 °C (334 °F; 441 K)
Related compounds
Related Esters
Propyl propanoate
Butyl propanoate
Hexyl propanoate
Pentyl acetate
Pentyl butanoate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pentyl propanoate (also known as amyl propionate) is an organic ester formed by the condensation of pentan-1-ol and propanoic acid. [2] It is a colorless liquid with an apple-like odor, that floats on water. [3]

Related Research Articles

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Amyl nitrite is a chemical compound with the formula C5H11ONO. A variety of isomers are known, but they all feature an amyl group attached to the nitrite functional group. The alkyl group is unreactive and the chemical and biological properties are mainly due to the nitrite group. Like other alkyl nitrites, amyl nitrite is bioactive in mammals, being a vasodilator, which is the basis of its use as a prescription medicine. As an inhalant, it also has a psychoactive effect, which has led to its recreational use, with its smell being described as that of old socks or dirty feet. It was first documented in 1844 and came into medical use in 1867.

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In organic chemistry, an alkyl group is an alkane missing one hydrogen. The term alkyl is intentionally unspecific to include many possible substitutions. An acyclic alkyl has the general formula of −CnH2n+1. A cycloalkyl group is derived from a cycloalkane by removal of a hydrogen atom from a ring and has the general formula −CnH2n−1. Typically an alkyl is a part of a larger molecule. In structural formulae, the symbol R is used to designate a generic (unspecified) alkyl group. The smallest alkyl group is methyl, with the formula −CH3.

<span class="mw-page-title-main">Propionic acid</span> Carboxylic acid with chemical formula CH3CH2CO2H

Propionic acid is a naturally occurring carboxylic acid with chemical formula CH
3
CH
2
CO
2
H
. It is a liquid with a pungent and unpleasant smell somewhat resembling body odor. The anion CH
3
CH
2
CO
2
as well as the salts and esters of propionic acid are known as propionates or propanoates.

<span class="mw-page-title-main">Amyl nitrate</span> Chemical compound

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<span class="mw-page-title-main">Amyl acetate</span> Chemical compound

Amyl acetate (pentyl acetate) is an organic compound and an ester with the chemical formula CH3COO[CH2]4CH3 and the molecular weight 130.19 g/mol. It is colorless and has a scent similar to bananas and apples. The compound is the condensation product of acetic acid and 1-pentanol. However, esters formed from other pentanol isomers (amyl alcohols), or mixtures of pentanols, are often referred to as amyl acetate. The symptoms of exposure to amyl acetate in humans are dermatitis, central nervous system depression, narcosis and irritation to the eyes and nose.

<span class="mw-page-title-main">Pentyl group</span> Chemical compound

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Amylmetacresol (AMC) is an antiseptic used to treat infections of the mouth and throat. It is used as an active pharmaceutical ingredient in Strepsils, Cēpacol, Gorpils, Cofsils and Lorsept throat lozenges, typically in combination with dichlorobenzyl alcohol, another antiseptic.

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JWH-203 (1-pentyl-3-(2-chlorophenylacetyl)indole) is an analgesic chemical from the phenylacetylindole family that acts as a cannabinoid agonist with approximately equal affinity at both the CB1 and CB2 receptors, having a Ki of 8.0 nM at CB1 and 7.0 nM at CB2. It was originally discovered by, and named after, John W. Huffman, but has subsequently been sold without his permission as an ingredient of synthetic cannabis smoking blends. Similar to the related 2'-methoxy compound JWH-250, the 2'-bromo compound JWH-249, and the 2'-methyl compound JWH-251, JWH-203 has a phenylacetyl group in place of the naphthoyl ring used in most aminoalkylindole cannabinoid compounds, and has the strongest in vitro binding affinity for the cannabinoid receptors of any compound in the phenylacetyl group.

<span class="mw-page-title-main">APINACA</span> Chemical compound

APINACA (AKB48, N-(1-adamantyl)-1-pentyl-1H-indazole-3-carboxamide) is a drug that acts as a reasonably potent agonist for the cannabinoid receptors. It is a full agonist at CB1 with an EC50 of 142 nM and Ki of 3.24 nM (compared to the Ki of Δ9-THC at 28.35 nM and JWH-018 at 9.62 nM), while at CB2 it acts as a partial agonist with an EC50 of 141 nM and Ki of 1.68 nM (compared to the Ki of Δ9-THC at 37.82 nM and JWH-018 at 8.55 nM). Its pharmacological characterization has also been reported in a discontinued patent application. It had never previously been reported in the scientific or patent literature, and was first identified by laboratories in Japan in March 2012 as an ingredient in synthetic cannabis smoking blends, along with a related compound APICA. Structurally, it closely resembles cannabinoid compounds from a University of Connecticut patent, but with a simple pentyl chain on the indazole 1-position, and APINACA falls within the claims of this patent despite not being disclosed as an example.

<span class="mw-page-title-main">Methyl propionate</span> Chemical compound

Methyl propionate, also known as methyl propanoate, is an organic compound with the molecular formula CH3CH2CO2CH3. It is a colorless liquid with a fruity, rum-like odor.

<span class="mw-page-title-main">6-Amyl-α-pyrone</span> Chemical compound

6-Amyl-α-pyrone, also 6-pentyl-2-pyrone or 6PP, is an unsaturated lactone molecule. It contains two double bonds in the ring and a pentyl substituent at carbon adjacent to the ring oxygen. It is a colorless liquid which possesses characteristic coconut aroma, produced biologically by Trichoderma species. It is found in animal foods, peach, and heated beef.

References

  1. Reference Book on Fragrance Ingredients.pdf A Reference Book on Fragrance Ingredients [ permanent dead link ]
  2. "Amyl Propionate". Chemland21. Retrieved 15 December 2012.
  3. "N-Pentyl Propionate". CAMEO Chemicals. NOAA. Retrieved 15 December 2012.