ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260826791
Author: SMITH
Publisher: MCG
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Chapter 12A.3, Problem 9P

The base peak in the mass spectrum of 2, 2, 4-trimethylpentane [ ( CH 3 ) 3 CCH 2 CH ( CH 3 ) 2 ]

occurs at m / z = 57 . What ion is responsible for this peak and why is this ion the most

abundant fragment?

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It is not unexpected that the methoxyl substituent on a cyclohexane ring prefers to adopt the equatorial conformation. OMe H A G₂ = +0.6 kcal/mol OMe What is unexpected is that the closely related 2-methoxytetrahydropyran prefers the axial conformation: H H OMe OMe A Gp=-0.6 kcal/mol Methoxy: CH3O group Please be specific and clearly write the reason why this is observed. This effect that provides stabilization of the axial OCH 3 group in this molecule is called the anomeric effect. [Recall in the way of example, the staggered conformer of ethane is more stable than eclipsed owing to bonding MO interacting with anti-bonding MO...]
206 Pb 82 Express your answers as integers. Enter your answers separated by a comma. ▸ View Available Hint(s) VAΣ ΜΕ ΑΣΦ Np, N₁ = 82,126 Submit Previous Answers ? protons, neutrons

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NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY