Chemistry: An Atoms-Focused Approach
14th Edition
ISBN: 9780393912340
Author: Thomas R. Gilbert, Rein V. Kirss, Natalie Foster
Publisher: W. W. Norton & Company
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Chapter 5, Problem 5.87QA
Interpretation Introduction
To identify:
The chiral center in the given compound
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Identify the unknown compound from its IR and proton NMR spectra.
C4H6O:
'H NMR: 82.43 (1H, t, J = 2 Hz); 8 3.41 (3H, s); 8 4.10 (2H, d, J = 2 Hz)
IR: 2125, 3300 cm¹
The C4H6O compound liberates a gas when treated with C2H5 MgBr.
Draw the unknown compound.
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Please help with number 6 I got a negative number could that be right?
1,4-Dimethyl-1,3-cyclohexadiene can undergo 1,2- or 1,4-addition with hydrogen halides. (a) 1,2-Addition i. Draw the carbocation intermediate(s) formed during the 1,2-addition of hydrobromic acid to 1,4-dimethyl-1,3-cyclohexadiene. ii. What is the major 1,2-addition product formed during the reaction in (i)? (b) 1,4-Addition i. Draw the carbocation intermediate(s) formed during the 1,4-addition of hydrobromic acid to 1,4-dimethyl-1,3-cyclohexadiene. ii. What is the major 1,4-addition product formed from the reaction in (i)? (c) What is the kinetic product from the reaction of one mole of hydrobromic acid with 1,4-dimethyl-1,3-cyclohexadiene? Explain your reasoning. (d) What is the thermodynamic product from the reaction of one mole of hydrobro-mic acid with 1,4-dimethyl-1,3-cyclohexadiene? Explain your reasoning. (e) What major product will result when 1,4-dimethyl-1,3-cyclohexadiene is treated with one mole of hydrobromic acid at - 78 deg * C ? Explain your reasoning.
Chapter 5 Solutions
Chemistry: An Atoms-Focused Approach
Ch. 5 - Prob. 5.1VPCh. 5 - Prob. 5.2VPCh. 5 - Prob. 5.3VPCh. 5 - Prob. 5.4VPCh. 5 - Prob. 5.5VPCh. 5 - Prob. 5.6VPCh. 5 - Prob. 5.7VPCh. 5 - Prob. 5.8VPCh. 5 - Prob. 5.9VPCh. 5 - Prob. 5.10VP
Ch. 5 - Prob. 5.11QACh. 5 - Prob. 5.12QACh. 5 - Prob. 5.13QACh. 5 - Prob. 5.14QACh. 5 - Prob. 5.15QACh. 5 - Prob. 5.16QACh. 5 - Prob. 5.17QACh. 5 - Prob. 5.18QACh. 5 - Prob. 5.19QACh. 5 - Prob. 5.20QACh. 5 - Prob. 5.21QACh. 5 - Prob. 5.22QACh. 5 - Prob. 5.23QACh. 5 - Prob. 5.24QACh. 5 - Prob. 5.25QACh. 5 - Prob. 5.26QACh. 5 - Prob. 5.27QACh. 5 - Prob. 5.28QACh. 5 - Prob. 5.29QACh. 5 - Prob. 5.30QACh. 5 - Prob. 5.31QACh. 5 - Prob. 5.32QACh. 5 - Prob. 5.33QACh. 5 - Prob. 5.34QACh. 5 - Prob. 5.35QACh. 5 - Prob. 5.36QACh. 5 - Prob. 5.37QACh. 5 - Prob. 5.38QACh. 5 - Prob. 5.39QACh. 5 - Prob. 5.40QACh. 5 - Prob. 5.41QACh. 5 - Prob. 5.42QACh. 5 - Prob. 5.43QACh. 5 - Prob. 5.44QACh. 5 - Prob. 5.45QACh. 5 - Prob. 5.46QACh. 5 - Prob. 5.47QACh. 5 - Prob. 5.48QACh. 5 - Prob. 5.49QACh. 5 - Prob. 5.50QACh. 5 - Prob. 5.51QACh. 5 - Prob. 5.52QACh. 5 - Prob. 5.54QACh. 5 - Prob. 5.55QACh. 5 - Prob. 5.56QACh. 5 - Prob. 5.57QACh. 5 - Prob. 5.58QACh. 5 - Prob. 5.59QACh. 5 - Prob. 5.60QACh. 5 - Prob. 5.61QACh. 5 - Prob. 5.62QACh. 5 - Prob. 5.63QACh. 5 - Prob. 5.64QACh. 5 - Prob. 5.65QACh. 5 - Prob. 5.66QACh. 5 - Prob. 5.67QACh. 5 - Prob. 5.68QACh. 5 - Prob. 5.69QACh. 5 - Prob. 5.70QACh. 5 - Prob. 5.71QACh. 5 - Prob. 5.72QACh. 5 - Prob. 5.73QACh. 5 - Prob. 5.74QACh. 5 - Prob. 5.75QACh. 5 - Prob. 5.76QACh. 5 - Prob. 5.77QACh. 5 - Prob. 5.78QACh. 5 - Prob. 5.79QACh. 5 - Prob. 5.80QACh. 5 - Prob. 5.81QACh. 5 - Prob. 5.82QACh. 5 - Prob. 5.83QACh. 5 - Prob. 5.84QACh. 5 - Prob. 5.85QACh. 5 - Prob. 5.86QACh. 5 - Prob. 5.87QACh. 5 - Prob. 5.88QACh. 5 - Prob. 5.89QACh. 5 - Prob. 5.90QACh. 5 - Prob. 5.91QACh. 5 - Prob. 5.92QACh. 5 - Prob. 5.93QACh. 5 - Prob. 5.94QACh. 5 - Prob. 5.95QACh. 5 - Prob. 5.96QACh. 5 - Prob. 5.97QACh. 5 - Prob. 5.98QACh. 5 - Prob. 5.99QACh. 5 - Prob. 5.100QACh. 5 - Prob. 5.101QACh. 5 - Prob. 5.102QACh. 5 - Prob. 5.103QACh. 5 - Prob. 5.104QACh. 5 - Prob. 5.105QACh. 5 - Prob. 5.106QACh. 5 - Prob. 5.107QACh. 5 - Prob. 5.108QACh. 5 - Prob. 5.109QACh. 5 - Prob. 5.110QACh. 5 - Prob. 5.111QACh. 5 - Prob. 5.112QACh. 5 - Prob. 5.113QACh. 5 - Prob. 5.114QACh. 5 - Prob. 5.115QACh. 5 - Prob. 5.116QACh. 5 - Prob. 5.117QACh. 5 - Prob. 5.118QACh. 5 - Prob. 5.119QACh. 5 - Prob. 5.120QACh. 5 - Prob. 5.121QACh. 5 - Prob. 5.122QACh. 5 - Prob. 5.123QACh. 5 - Prob. 5.124QACh. 5 - Prob. 5.125QACh. 5 - Prob. 5.126QACh. 5 - Prob. 5.127QACh. 5 - Prob. 5.128QACh. 5 - Prob. 5.129QACh. 5 - Prob. 5.130QACh. 5 - Prob. 5.131QACh. 5 - Prob. 5.132QA
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