Ch. 15 - Analytical Techniques: IR, NMR, Mass SpectWorksheetSee all chapters
All Chapters
Ch. 1 - A Review of General Chemistry
Ch. 2 - Molecular Representations
Ch. 3 - Acids and Bases
Ch. 4 - Alkanes and Cycloalkanes
Ch. 5 - Chirality
Ch. 6 - Thermodynamics and Kinetics
Ch. 7 - Substitution Reactions
Ch. 8 - Elimination Reactions
Ch. 9 - Alkenes and Alkynes
Ch. 10 - Addition Reactions
Ch. 11 - Radical Reactions
Ch. 12 - Alcohols, Ethers, Epoxides and Thiols
Ch. 13 - Alcohols and Carbonyl Compounds
Ch. 14 - Synthetic Techniques
Ch. 15 - Analytical Techniques: IR, NMR, Mass Spect
Ch. 16 - Conjugated Systems
Ch. 17 - Aromaticity
Ch. 18 - Reactions of Aromatics: EAS and Beyond
Ch. 19 - Aldehydes and Ketones: Nucleophilic Addition
Ch. 20 - Carboxylic Acid Derivatives: NAS
Ch. 21 - Enolate Chemistry: Reactions at the Alpha-Carbon
Ch. 22 - Condensation Chemistry
Ch. 23 - Amines
Ch. 24 - Carbohydrates
Ch. 25 - Phenols
Ch. 26 - Amino Acids, Peptides, and Proteins

Solution: A compound with the formula C8H10O produces six signals in its 13C NMR spectrum. The 1H NMR spectrum is tabulated below. Provide an unambiguous structural formula for the compound from the data provided.  1.19 ppm (3H triplet) 2.58 ppm (2H quartet) 4.65 ppm (1H broad singlet) 6.70 ppm (2H doublet) 7.05 ppm (2H doublet)

Problem

A compound with the formula C8H10O produces six signals in its 13C NMR spectrum. The 1H NMR spectrum is tabulated below. Provide an unambiguous structural formula for the compound from the data provided. 

1.19 ppm (3H triplet)

2.58 ppm (2H quartet)

4.65 ppm (1H broad singlet)

6.70 ppm (2H doublet)

7.05 ppm (2H doublet)