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Question 62 of 83

Q.Define racemic mixture. Give IUPAC name of the compound whose condensed structural formula is printed as: CH3−CH2−CH(CH3)−CHOCH_3-CH_2-CH(CH_3)-CHO (the CH3CH_3 branch is drawn on a vertical bond above the CH carbon).

Maharashtra MsbshseMaharashtra HSC (MSBSHSE) Board 2017Subjective· 2mImportance★★★★★
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Racemic mixture = 1:1 enantiomer pair, optically inactive by cancellation; the drawn aldehyde is 2-methylbutanal.

Racemic mixture: when a chiral (optically active) compound is synthesised by an ordinary (non-stereoselective) laboratory reaction, it is usually obtained as an equimolar mixture of its two mirror-image forms — the dextrorotatory (d- or ++) and levorotatory (l- or −-) enantiomers. Although each pure enantiomer individually rotates plane-polarised light, in a 50:50 mixture the rotation caused by the d-form is exactly cancelled by the equal and opposite rotation of the l-form, so the mixture as a whole shows zero net optical rotation — it is optically inactive by external compensation, and is called a racemic mixture or racemate (often denoted (±)(\pm) or dldl-).

IUPAC name: the structure CH3−CH2−CH(CH3)−CHOCH_3-CH_2-CH(CH_3)-CHO is a 4-carbon chain bearing an aldehyde group, with a methyl branch on the carbon next to the −CHO-CHO carbon. Numbering from the aldehyde carbon (C1, which must get the lowest locant as the principal characteristic group):

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