What is the systematic name for this compound?

Question

BlackTom AI · Accepted Answer

To identify the systematic (IUPAC) name, I examine the carbon chain and substituents shown: a hexane backbone with a bromo substituent at carbon 2 and a chloro substituent at carbon 4.

Option 1: '2,4-bromochlorohexane' — This form attempts to list two substituents together but omits the explicit 'bromo' and 'chloro' keywords separated by hyphens and individual locants. In IUPAC naming, each substituent should be named with its locator and prefix (e.g., '2-bromo' and '4-chloro'), so this condensed style is not correct.

Option 2: 'hex-2-bromo-4-chloro-ane' — This version uses an inappropriate suffix: 'ane' is redundant after 'hex' and creates an illegal 'hex-...-ane' construction. The standard suffix for saturated hydrocarbons is simply 'hexane'. The extra '-ane' is incorrect.

Option 3: '4-chloro-2-bromohexane' — This name has the correct substituents and locants, but the order of substituents in the name should be alphabetical: 'bromo' comes before 'chloro', so the correct linear order should start with '2-bromo' followed by '4-chloro'. While this name conveys the same structure, it does not follow the established alphabetical ordering convention.

Option 4: '2-bromo-4-chlorohexane' — This form provides the proper base name 'hexane', includes both substituents with their correct locants ('2-bromo' and '4-chloro'), and orders the substituents alphabetically (bromo before chloro). The locants are the lowest possible set and the naming adheres to standard IUPAC rules.

Option 5: '4-bromo-2-chlorohexane' — Although it identifies the same substituents, the ordering of substituents is not aligned with the alphabetical convention, which specifies that prefixes are arranged in alphabetical order regardless of numerical location. This makes it less preferred than the correct arrangement in Option 4.

In summary, the correct IUPAC name must reflect the hexane backbone with a bromo substituent at carbon 2 and a chloro substituent at carbon 4, written as '2-bromo-4-chlorohexane' with proper hyphenation, and in alphabetical order of substituents. The other options fail due to incorrect suffix usage, missing or improper hyphenation, or violating the alphabetical ordering rule.

What is the systematic name for this compound?

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