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Draw the skeletal structure for 2,2-dibromo-3-chlorohexanoic acid.
Chemistry
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5 stepsIdentify the parent chain and principal functional group.
The name "2,2-dibromo-3-chlorohexanoic acid" indicates:
- "hexan-" means a 6-carbon chain.
- "-oic acid" means it is a carboxylic acid (), which is the principal functional group. The carbon of the carboxylic acid group is always designated as carbon 1.
Draw the 6-carbon chain with the carboxylic acid group at carbon 1.
Identify and place the substituents according to their locants.
- "2,2-dibromo" means there are two bromine atoms () attached to carbon 2.
- "3-chloro" means there is one chlorine atom () attached to carbon 3.
Add hydrogen atoms to complete the valency of each carbon (4 bonds).
- Carbon 1 (): This carbon is double-bonded to one oxygen, single-bonded to another oxygen (which is bonded to hydrogen), and single-bonded to carbon 2. It already has 4 bonds, so no hydrogens are attached directly to C1.
- Carbon 2: This carbon is bonded to C1, C3, and two atoms. It has 4 bonds, so no hydrogens are attached to C2.
- Carbon 3: This carbon is bonded to C2, C4, and one atom. It has 3 bonds, so it needs 1 hydrogen atom.
- Carbon 4: This carbon is bonded to C3 and C5. It needs 2 hydrogen atoms.
- Carbon 5: This carbon is bonded to C4 and C6. It needs 2 hydrogen atoms.
- Carbon 6: This carbon is bonded to C5. It needs 3 hydrogen atoms.
Assemble the full structure.
Starting from the carboxylic acid end (C1):
The structure of 2,2-dibromo-3-chlorohexanoic acid is:
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