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Rupak Saha (Gast)
10/07/2008 7:16am (UTC)[quote]
Inorganic is my favourite subject. Can anyone help me to give clear conception related to eldihyde.
hallow
(5 posts so far)
10/22/2008 1:30pm (UTC)[quote]
An aldehyde is an organic compound containing a terminal carbonyl group. (Chemical formula O=CH-)
The word aldehyde seems to have arisen from alcohol dehydrogenated. In the past, aldehydes were sometimes named after the corresponding alcohols, for example, vinous aldehyde for acetaldehyde. (Vinous is from Latin vinum = wine, the traditional source of ethanol; compare vinyl.)
Synthesis
There are several methods for preparing aldehydes:
• Reacting a primary alcohol with an oxidizing agent. In the laboratory, this may be achieved by heating the alcohol with a chromium(VI) reagent an acidified solution of potassium dichromate, which is reduced to green Cr3+ during the reaction. Excess dichromate will further oxidise the aldehyde to form a carboxylic acid, so either the aldehyde is distilled out as it forms (if volatile) or milder methods and reagents such as PCC oxidation, IBX acid, Dess-Martin periodinane, or Swern oxidation are used. The reaction is illustrated below with propan-1-ol being oxidised to form propionaldehyde, and again with pentan-1-ol being oxidized to form pentanal.
CH3CH2CH2OH —→ CH3CH2CHO
• Reacting an alkene (if there is a vinylic hydrogen) with ozone will form an ozonide (an unstable, explosive intermediate), which yields an aldehyde upon reduction with zinc and acid at reduced temperatures. This process is called ozonolysis.
• Reacting an ester with diisobutyl aluminum hydride (DIBAL-H) or sodium aluminum hydride can cause reduction, yielding an aldehyde.
• Reduction of an acid chloride using the Rosenmund reduction or using lithium tri-t-butoxyaluminium hydride (LiAlH (O-t-C4H9)3).
• Reaction of ketones with methoxymethylenetriphenylphosphine in a modified Wittig reaction.
• Various formulation reactions, such as the Vilsmeier-Haack reaction, can be used to introduce an aldehyde group.
• In the Neff reaction, aldehydes form by hydrolysis of salts of primary nitro compounds.
• Zincky aldehydes form by reaction of pyridinium salts with secondary amines followed by hydrolysis.
• In the Stephen aldehyde synthesis aldehydes form from nitrites, tin(II) chloride, and hydrochloric acid.
• In the Meyers synthesis they form by hydrolysis of an oxazine.
• The McFadden-Stevens reaction is a base-catalyzed thermal decomposition of acylsulfonylhydrazides
Keto-enol tautomerism
Aldehydes can exist in either the keto or enol tautomers. Keto-enol tautomerism is catalyzed by either acid or base.
Common reactions
Reduction and oxidation
• The aldehyde group can be reduced to the group -CH2OH, changing the aldehyde into a primary alcohol.
• The aldehyde group can be oxidized to the group -COOH, yielding a carboxylic acid. Suitable oxidizing agents include potassium permanganate, nitric acid, chromium(VI) oxide, and acidified potassium dichromate.
• The combination of manganese dioxide, acetic acid and methanol will convert the aldehyde to a methyl ester [4]
• Another oxidation reaction is the silver mirror test. In this test, an aldehyde is treated with Tollens' reagent, which is prepared by adding a drop of sodium hydroxide solution into silver nitrate solution to give a precipitate of silver(I) oxide, and then adding just enough dilute ammonia solution to redissolve the precipitate in aqueous ammonia to produce [Ag(NH3)2]+ complex. This reagent will convert aldehydes to carboxylic acids without attacking carbon-carbon double-bonds. The name silver mirror test arises because this reaction will produce a precipitate of silver whose presence can be used to test for the presence of an aldehyde.
• If the aldehyde can not form an enolate (e.g. benzaldehyde), addition of strong base causes the Cannizzaro reaction to occur, producing a mixture of alcohol and carboxylic acid


mociwkitvc (Gast)
08/23/2012 5:30pm (UTC)[quote]
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