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Draw all structurally isomeric cyclic br...

Draw all structurally isomeric cyclic bromides with molecular formula `C_(4)H_(7)Br`.

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To draw all structurally isomeric cyclic bromides with the molecular formula C₄H₇Br, we can follow these steps: ### Step 1: Determine the Double Bond Equivalent (DBE) The formula for calculating the double bond equivalent (DBE) is: \[ \text{DBE} = C - \frac{H}{2} + \frac{N}{2} + 1 \] Where: - C = number of carbon atoms - H = number of hydrogen atoms - N = number of nitrogen atoms (not applicable here) For C₄H₇Br: - C = 4 - H = 7 - Br is a halogen and can be counted as a nitrogen equivalent in the formula. Substituting the values: \[ \text{DBE} = 4 - \frac{7}{2} + 0 + 1 = 4 - 3.5 + 1 = 1.5 \] Since we are dealing with cyclic compounds, we can interpret this as having one ring and one double bond or two rings. ### Step 2: Identify Possible Cyclic Structures Given that we need to form cyclic structures, we can consider: 1. **Cyclobutane**: A four-membered ring. 2. **Cyclopropane derivatives**: A three-membered ring with substituents. ### Step 3: Draw the Isomeric Structures 1. **1-Bromocyclobutane**: - Structure: A four-membered ring with bromine attached to one of the carbons. - Formula: C₄H₇Br 2. **1-Bromo-1-methylcyclopropane**: - Structure: A three-membered ring (cyclopropane) with a methyl group and bromine on the same carbon. - Formula: C₄H₇Br 3. **1-Bromo-2-methylcyclopropane**: - Structure: A three-membered ring (cyclopropane) with a methyl group on one carbon and bromine on a different carbon. - Formula: C₄H₇Br 4. **1-Cyclopropyl-1-bromopropane**: - Structure: A three-membered ring (cyclopropane) with a bromine on one carbon and a propyl group on the same carbon. - Formula: C₄H₇Br ### Step 4: Verify the Structures Each of these structures should have the molecular formula C₄H₇Br and should be cyclic bromides. ### Summary of Isomers 1. **1-Bromocyclobutane** 2. **1-Bromo-1-methylcyclopropane** 3. **1-Bromo-2-methylcyclopropane** 4. **1-Cyclopropyl-1-bromopropane**
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