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Which hydrogen of 1-chloropent-2-ene shows the largest chemical (downfield) shift in its NMR spectrum?
- a)the H on C1
- b)the H on either C2 or C3
- c)the H on C4
- d)the H on C5
Correct answer is option 'B'. Can you explain this answer?
Verified Answer
Which hydrogen of 1-chloropent-2-ene shows the largest chemical (downf...
Hydrogens on unsaturated carbons generally have larger chemical shifts than those on saturated carbons.
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Which hydrogen of 1-chloropent-2-ene shows the largest chemical (downf...
Understanding 1-Chloropent-2-ene
1-chloropent-2-ene is an unsaturated hydrocarbon featuring a double bond between C2 and C3. The presence of the chlorine atom and the double bond significantly influence the chemical environment of the hydrogens in the compound.
Factors Influencing NMR Shifts
- The **electronegativity** of chlorine creates a partial positive charge on adjacent carbon atoms.
- The **double bond** induces a **deshielding effect** on nearby protons due to increased electron density around the π-bond.
Analysis of Hydrogen Atoms
- **H on C1**: This hydrogen is relatively shielded due to distance from the electronegative chlorine and the double bond.
- **H on C2 or C3**:
- The hydrogen atoms on C2 and C3 are directly influenced by the neighboring double bond and the electronegative chlorine.
- This proximity leads to a significant deshielding effect, resulting in a **larger downfield shift** in the NMR spectrum.
- **H on C4**: This hydrogen is somewhat shielded as it is farther from the electronegative chlorine and the double bond.
- **H on C5**: Similar to C4, the hydrogen on C5 experiences minimal deshielding due to its distance from the functional groups.
Conclusion
The hydrogens on C2 and C3 are most affected by the electron-withdrawing effects of the chlorine and the double bond, leading to a significant downfield shift. Thus, the correct answer is **option B**, as the H on C2 or C3 shows the largest chemical shift in the NMR spectrum.
1-chloropent-2-ene is an unsaturated hydrocarbon featuring a double bond between C2 and C3. The presence of the chlorine atom and the double bond significantly influence the chemical environment of the hydrogens in the compound.
Factors Influencing NMR Shifts
- The **electronegativity** of chlorine creates a partial positive charge on adjacent carbon atoms.
- The **double bond** induces a **deshielding effect** on nearby protons due to increased electron density around the π-bond.
Analysis of Hydrogen Atoms
- **H on C1**: This hydrogen is relatively shielded due to distance from the electronegative chlorine and the double bond.
- **H on C2 or C3**:
- The hydrogen atoms on C2 and C3 are directly influenced by the neighboring double bond and the electronegative chlorine.
- This proximity leads to a significant deshielding effect, resulting in a **larger downfield shift** in the NMR spectrum.
- **H on C4**: This hydrogen is somewhat shielded as it is farther from the electronegative chlorine and the double bond.
- **H on C5**: Similar to C4, the hydrogen on C5 experiences minimal deshielding due to its distance from the functional groups.
Conclusion
The hydrogens on C2 and C3 are most affected by the electron-withdrawing effects of the chlorine and the double bond, leading to a significant downfield shift. Thus, the correct answer is **option B**, as the H on C2 or C3 shows the largest chemical shift in the NMR spectrum.
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Which hydrogen of 1-chloropent-2-ene shows the largest chemical (downfield) shift in its NMR spectrum?a)the H on C1b)the H on either C2 or C3c)the H on C4d)the H on C5Correct answer is option 'B'. Can you explain this answer? for Chemistry 2025 is part of Chemistry preparation. The Question and answers have been prepared according to the Chemistry exam syllabus. Information about Which hydrogen of 1-chloropent-2-ene shows the largest chemical (downfield) shift in its NMR spectrum?a)the H on C1b)the H on either C2 or C3c)the H on C4d)the H on C5Correct answer is option 'B'. Can you explain this answer? covers all topics & solutions for Chemistry 2025 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for Which hydrogen of 1-chloropent-2-ene shows the largest chemical (downfield) shift in its NMR spectrum?a)the H on C1b)the H on either C2 or C3c)the H on C4d)the H on C5Correct answer is option 'B'. Can you explain this answer?.
Which hydrogen of 1-chloropent-2-ene shows the largest chemical (downfield) shift in its NMR spectrum?a)the H on C1b)the H on either C2 or C3c)the H on C4d)the H on C5Correct answer is option 'B'. Can you explain this answer? for Chemistry 2025 is part of Chemistry preparation. The Question and answers have been prepared according to the Chemistry exam syllabus. Information about Which hydrogen of 1-chloropent-2-ene shows the largest chemical (downfield) shift in its NMR spectrum?a)the H on C1b)the H on either C2 or C3c)the H on C4d)the H on C5Correct answer is option 'B'. Can you explain this answer? covers all topics & solutions for Chemistry 2025 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for Which hydrogen of 1-chloropent-2-ene shows the largest chemical (downfield) shift in its NMR spectrum?a)the H on C1b)the H on either C2 or C3c)the H on C4d)the H on C5Correct answer is option 'B'. Can you explain this answer?.
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