A compound C₁₀H₁₀O₂ has (^13\textC) NMR: δ 197, 165, 152, 139, 132, 128 (2C), 126 (2C), 122, 60. (^1\textH) NMR: δ 7.9 (d, J=16 Hz, 1H), 7.5–7.3 (m, 5H), 6.5 (d, J=16 Hz, 1H), 4.3 (q, J=7 Hz, 2H), 1.4 (t, J=7 Hz, 3H). IR: 1715, 1680 cm⁻¹. Identify and explain the unexpected coupling constant.

Given the mass spectrum of an unknown: M⁺ = 136 (100%), M+2 = 138 (33%). Suggest a likely heteroatom and possible structure.

In introductory courses, problems are usually linear: Convert A to B.

m/z 100, 85, 57, 29

Advanced Organic Chemistry Practice Problems Access

A compound C₁₀H₁₀O₂ has (^13\textC) NMR: δ 197, 165, 152, 139, 132, 128 (2C), 126 (2C), 122, 60. (^1\textH) NMR: δ 7.9 (d, J=16 Hz, 1H), 7.5–7.3 (m, 5H), 6.5 (d, J=16 Hz, 1H), 4.3 (q, J=7 Hz, 2H), 1.4 (t, J=7 Hz, 3H). IR: 1715, 1680 cm⁻¹. Identify and explain the unexpected coupling constant.

Given the mass spectrum of an unknown: M⁺ = 136 (100%), M+2 = 138 (33%). Suggest a likely heteroatom and possible structure. advanced organic chemistry practice problems

In introductory courses, problems are usually linear: Convert A to B. A compound C₁₀H₁₀O₂ has (^13\textC) NMR: δ 197,

m/z 100, 85, 57, 29