Isopentyl acetate synthesis

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Isopentyl acetate synthesis

Introduction[ edit ] Honey bees Apis mellifera have one of the most complex pheromonal communication systems found in nature, possessing 15 known glands that produce an array of compounds. The chemical messages are received by the bee's antenna and other body parts.

Conjugate addition–enantioselective protonation reactions

They are produced as a volatile or non-volatile liquid and transmitted by direct contact as a liquid or vapor. Honey bee pheromones can be grouped into releaser pheromones which temporarily affect the recipient's behavior, and primer pheromones which have a long-term effect on the physiology of the recipient.

Releaser pheromones trigger an almost immediate behavioral response from the receiving bee. Under certain conditions a pheromone can act Isopentyl acetate synthesis both a releaser and primer pheromone.

The pheromones may either be single chemicals or a complex mixture of numerous chemicals in different percentages.

One is released by the Koschevnikov glandnear the sting shaft, and consists of more than 40 chemical compounds, including isopentyl acetate IPAbutyl acetate1-hexanoln-butanol1-octanolhexyl acetateoctyl acetaten-pentyl acetate and 2-nonanol.

These chemical compounds have low molecular weights, are highly volatile, and appear to be the least specific of all pheromones.

Alarm pheromones are released when a bee stings another animal, and attract other bees to the location and causes the other bees to behave defensively, i.

The alarm pheromone emitted when a bee stings another animal smells like bananas. The other alarm pheromone is released by the mandibular glands and consists of 2-heptanonewhich is also a highly volatile substance.

This compound has a repellent effect and it was proposed that it is used to deter potential enemies and robber bees.


The amounts of 2-heptanone increase with the age of bees and becomes higher in the case of foragers. It was therefore suggested that 2-heptanone is used by foragers to scent-mark recently visited and depleted foraging locations, which indeed are avoided by foraging bees.

However, this has recently been proven false. In a new discovery, it was determined that bees actually use 2-heptanone as an anesthetic and to paralyze intruders. After the intruders are paralyzed, the bees remove them from the hive. Both larvae and pupae emit a "brood recognition" pheromone.

This inhibits ovarian development in worker bees and helps nurse bees distinguish worker larvae from drone larvae and pupae. This pheromone is a ten-component blend of fatty-acid esters, which also modulates adult caste ratios and foraging ontogeny dependent on its concentration.

The components of brood pheromone have been shown to vary with the age of the developing bee. The gland secretes its alkaline products into the vaginal cavity, and it has been assumed to be deposited on the eggs as they are laid. The complex of as many as 24 chemicals differs between workers in "queenright" colonies and workers of queenless colonies.

The secretions of workers in queenright colonies are long-chain alkanes with odd numbers of carbon atoms, but those of egg-laying queens and egg-laying workers of queenless colonies also include long chain esters.

Footprint pheromone[ edit ] This pheromone is left by bees when they walk and is useful in enhancing Nasonov pheromones in searching for nectar. In the queen, it is an oily secretion of the queen's tarsal glands that is deposited on the comb as she walks across it. This inhibits queen cell construction thereby inhibiting swarmingand its production diminishes as the queen ages.

Forager pheromone[ edit ] Ethyl oleate is released by older forager bees to slow the maturing of nurse bees. Nasonov pheromone[ edit ] Nasonov pheromone is emitted by the worker bees and used for orientation and recruitment.

Nasonov pheromone includes a number of different terpenoids including geraniol, nerolic acid, citral and geranic acid. Other pheromones[ edit ] Other pheromones produced by most honey bees include rectal gland pheromone, tarsal pheromone, wax gland and comb pheromone, and tergite gland pheromone.

Isopentyl acetate synthesis

Types of queen honey bee pheromones[ edit ] Queen mandibular pheromone[ edit ] Queen mandibular pheromone QMPemitted by the queen, is one of the most important sets of pheromones in the bee hive.

It affects social behavior, maintenance of the hive, swarmingmating behavior, and inhibition of ovary development in worker bees. Some of the chemicals found in QMP are carboxylic acids and aromatic compounds.When isoamyl alcohol was mixed with acetone and sulfuric acid, isoamyl acetate had been formed after refluxing the mixture.

The carbonyl oxygen was first protonated using the acid. Isoamyl alcohol would function as a nucleophile and attacks the carbonyl carbon.

To remove the positive charge on oxygen, the conjugate base would deprotonate oxygen. Oct 23,  · Isoamyl acetate Ernesto Brunet-Romero. Loading Unsubscribe from Ernesto Brunet-Romero? Synthesis of Methyl Salicylate, also known as Oil of Wintergreen - Duration: Isoamyl acetate, also known as isopentyl acetate, is an organic compound that is the ester formed from isoamyl alcohol and acetic acid.

It is a colorless liquid that is only slightly soluble in water, but very soluble in most organic solvents. Isoamyl acetate has a strong odor which is also described as similar to both banana and pear. The purpose of this experiment is to synthesize isopentyl acetate (3-methylbutyl acetate) via an esterification reaction between acetic acid and isopentyl alcohol (3-methylbutanol), using concentrated sulfuric acid as a catalyst.

The product will be washed, distilled, then . Fulfillment by Amazon (FBA) is a service we offer sellers that lets them store their products in Amazon's fulfillment centers, and we directly pack, ship, and provide customer service for these products. Synthesis of Isopentyl Acetate Abstract The purpose of this experiment was to produce isopentyl acetate, banana oil.

Acetic acid and isoamyl alcohol were used to synthesize isopentyl acetate.

Sythesis of Isopentyl Acetone Banana Oil Lab Report - CHEM Organic Lab - StuDocu