ORGANIC CHEMISTRY BOOK& SG/SM
ORGANIC CHEMISTRY BOOK& SG/SM
6th Edition
ISBN: 9781264094493
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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Is this aromatic?
CHEM2323 E Tt PS CH03 Draw and name all monobromo derivatives of pentane, C5H11Br. Problem 3-33 Name: Draw structures for the following: (a) 2-Methylheptane (d) 2,4,4-Trimethylheptane Problem 3-35 (b) 4-Ethyl-2,2-dimethylhexane (e) 3,3-Diethyl-2,5-dimethylnonane (c) 4-Ethyl-3,4-dimethyloctane 2 (f) 4-Isopropyl-3-methylheptane KNIE>
Problem 3-42 Consider 2-methylbutane (isopentane). Sighting along the C2-C3 bond: (a) Draw a Newman projection of the most stable conformation. (b) Draw a Newman projection of the least stable conformation. Problem 3-44 Construct a qualitative potential-energy diagram for rotation about the C-C bond of 1,2-dibromoethane. Which conformation would you expect to be most stable? Label the anti and gauche conformations of 1,2- dibromoethane. Problem 3-45 Which conformation of 1,2-dibromoethane (Problem 3-44) would you expect to have the largest dipole moment? The observed dipole moment of 1,2-dibromoethane is µ = 1.0 D. What does this tell you about the actual conformation of the molecule?

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