Draw all the isomers that have molecular formula C5H11Br. (Hint: There are eight.) b. Give a common name for each isomer that has a common name.
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Step 1: Understand the problem. The molecular formula C5H11Br indicates a brominated alkane with five carbon atoms. Isomers are compounds with the same molecular formula but different structural arrangements. We need to draw all possible structural isomers and name them appropriately.
Step 2: Begin by considering the straight-chain structure (n-pentane). Replace one hydrogen atom with a bromine atom at different positions along the chain to create isomers. For example, bromine can be attached to the first, second, or third carbon atom in the chain.
Step 3: Next, consider branched-chain structures. Create isomers by branching the carbon chain (e.g., isobutane or neopentane skeletons). Replace one hydrogen atom with bromine at different positions in these branched structures.
Step 4: For each structure, ensure that you are not duplicating isomers. Check for symmetry in the molecule to avoid counting the same isomer twice. For example, bromine on the first carbon of n-pentane is equivalent to bromine on the fifth carbon due to symmetry.
Step 5: Assign common names to each isomer where applicable. Common names are based on the alkyl group attached to bromine (e.g., n-butyl bromide, isobutyl bromide, etc.). Use IUPAC naming conventions for any isomers that do not have widely recognized common names.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Isomerism
Isomerism refers to the phenomenon where compounds with the same molecular formula exhibit different structural or spatial arrangements. In organic chemistry, isomers can be classified into structural isomers, which differ in the connectivity of atoms, and stereoisomers, which differ in the orientation of atoms in space. Understanding isomerism is crucial for identifying and drawing all possible isomers for a given molecular formula.
Branched and straight-chain alkanes are types of hydrocarbons that differ in their structure. Straight-chain alkanes have a continuous chain of carbon atoms, while branched alkanes contain one or more branches off the main chain. Recognizing these differences is essential for drawing isomers, as the branching can lead to multiple structural variations for the same molecular formula.
Common names are informal names used to identify organic compounds, often based on historical or traditional naming conventions rather than systematic IUPAC rules. For example, isomers of C5H11Br may include common names like 'pentyl bromide' or 'isobutyl bromide.' Familiarity with these common names helps in quickly identifying and communicating about specific isomers in organic chemistry.