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Pentyl Ethanoate

Pentyl ethanoate

Pentyl acetate is an organic ester. Its chemical formula is CH3CH2CH2CH2CH2OC(=O)CH3 and the molecular weight is 130.18 g/mol. It has the distinctive scent of banana. Pentyl acetate is the ester resulting from the condensation of acetic acid and pentanol. Category:Acetates Category:Esters



Ester

In chemistry, esters are organic compounds in which an organic group (symbolised by R' in this article) replaces a hydrogen atom (or more than one) in an oxygen acid. An oxygen acid is an acid whose molecule has an - group from which the hydrogen (H) can dissociate as an H+ ion. The most common esters are the carboxylate esters, where the acid in question is a carboxylic acid. For example, if the acid is acetic acid, the ester is called an acetate. Esters may also be formed with inorganic acids; for example, dimethyl sulfate is an ester, and sometimes called "sulfuric acid, dimethyl ester". Esters are named similarly to salts; although they don't really have cations and anions, the terminology follows the same pattern: a more electropositive part followed by a more electronegative part. An ester can be thought of as a product of a condensation reaction of an acid (usually an organic acid) and an alcohol (or phenol compound), although there are other ways to form esters. Condensation is a type of chemical reaction in which two molecules with -OH groups are joined with eliminating a water molecule from their -OH groups. A condensation reaction to form an ester is called esterification. Esterification can be catalysed by the presence of H+ ions. Sulfuric acid is often used as a catalyst for this reaction. The name ester is derived from the German Essig-Äther, an old name for acetic acid ethyl ester (ethyl acetate).

Naming of esters

ethyl acetate Esters can be produced by an equilibrium reaction between an alcohol and a carboxylic acid. The ester is named according to the alkyl group (the part from the alcohol) and then the alkanoate (the part from the carboxylic acid) which make it up. For example, the reaction between methanol and butyric acid yields the ester methyl butyrate C3H7-COO-CH3 (as well as water). The simplest ester is H-COO-CH3 (methyl formate, also called methyl methanoate). For esters derived from the simplest carboxylic acids, the traditional names names are recommended by IUPAC, viz, formate, acetate, propionate, butyrate, though out of these only acetate may carry further substituents. For esters from higher acids, the alkane name with an -oate ending is generally preferred, e.g., hexanoate. Common esters of aromatic acids include benzoates such as methyl benzoate, and phthalates, with substitution allowed in the name.

Physical properties

Esters participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding makes them more water soluble than their parent hydrocarbons. However, the limitations on their hydrogen bonding also make them more hydrophobic than either their parent alcohols or parent acids. Their lack of hydrogen bond donating ability means that ester molecules cannot hydrogen bond to each other, which makes esters generally more volatile than an carboxylic acid of similar molecular weight. This property makes them very useful in organic analytical chemistry: unknown organic acids with low volatility can often be esterified into a volatile ester which can then be analysed using gas chromatography, gas liquid chromatography, or mass spectrometry. Many esters have distinctive odors, which has led to their widespread use as artificial flavorings and fragrances. For example: :methyl butyrate smells of pineapple or apple :methyl salicylate (oil of wintergreen) smells of the ointments called Germolene™ and Ralgex™ in the UK :methyl benzoate smells of fruity-ylang ylang :ethyl formate smells of rum :ethyl butyrate smells of pineapple or strawberry :ethyl salicylate smells of oil of wintergreen :ethyl heptanoate smells of grape :propyl isobutyrate (rum) :isobutyl formate (raspberries) :butyl butyrate (pineapple):pentyl acetate smells of banana :pentyl pentanoate smells of apple :pentyl butyrate smells of pear or apricot :isopentyl acetate smells of pear or banana (it is used as the flavouring in the manufacturing of old fashioned Pear Drops) :octyl acetate smells of fruity-orange :benzyl acetate smells slightly of jasmine

Reactions

jasmine Esters may undergo hydrolysis - the breakdown of an ester by water. This process can be catalyzed both by acids and bases. The base-catalyzed process is called saponification. The hydrolysis yields an alcohol and a carboxylic acid or its carboxylate salt. Esters also react if heated with primary or secondary amines, producing amides. Phenyl esters react to hydroxyarylketones in the Fries rearrangement.

External links


- [http://www.chm.bris.ac.uk/motm/ethylacetate/ethylh.htm Molecule of the month: Ethyl acetate and other esters]

References

# [http://www.acdlabs.com/iupac/nomenclature/93/r93_511.htm IUPAC naming of esters] # [http://www.acdlabs.com/iupac/nomenclature/93/r93_705.htm IUPAC parent groups using traditional names] Category:Functional groups Category:Esters Category:German loanwords ja:エステル

Pentanol

Pentanol, more properly called 1-pentanol, is a higher alcohol with a five carbon atoms and a general formula of C5H11OH. H H H H H | | | | | H - C - C - C - C - C - OH | | | | | H H H H H Also see amyl alcohol. Pentanol is colourless at room temperature. However, it does possess a choking aroma. It has 8 general isomers. Category:Alcohols

Category:Acetates

Acetates are salts or esters of acetic acid. Category:Salts Category:Esters

Category:Esters

In organic chemistry and biochemistry esters are the functional group (R´-COOR") consisting of an organic radical united with the residue of any oxygen acid, eigher organic or inorganic. An ester is a product of the reaction of an acid (usually organic) and an alcohol (the hydrogen of the acid R-COOH is replaced by an alkyl group R"). Category:Organic compounds ko:분류:에스테르

Shuleykin (crater)

Shuleykin is a small lunar impact crater that lies to the south of Mare Orientale, within the ring-shaped Montes Rook. It is located just on the far side of the Moon, but this area can be viewed from the Earth during periods of favorable libration and lighting. (Although it can only be seen from the edge, except from orbit.) This crater was formed following the Oriantale impact event, and so is younger. It has a circular, sharp-edged rim and inner walls that slope down to the small interior floor. It has not been noticeably eroded by subsequent impacts. Category:Craters on the Moon

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