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Choose the Best Answer · Q10

Q.The correct IUPAC name of the compound H3C-CH(Cl)-CH(CH3)-CH(CH3)-CH2-OH is

a) 4-chloro-2,3-dimethylpentan-1-ol
b) 2,3-dimethyl-4-chloropentan-1-ol
c) 2,3,4-trimethyl-4-chlorobutan-1-ol
d) 4-chloro-2,3,4-trimethylpentan-1-ol
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Step 1. The parent chain is 5 carbons (pentane) ending in -CH2-OH, so it must be numbered from the -OH end to give the principal characteristic group (the -ol) the lowest possible locant: C1 = the -CH2OH carbon.

Step 2. Working along the chain from C1: C2 bears a methyl branch, C3 bears a methyl branch, and C4 bears the chlorine, with C5 the terminal CH3.

Step 3. Substituent prefixes are cited in ALPHABETICAL order in the name (chloro before methyl, since 'c' precedes 'm'), giving 4-chloro-2,3-dimethylpentan-1-ol. …

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