Organic Chemistry As a Second Language: Second Semester Topics
4th Edition
ISBN: 9781119110651
Author: David R. Klein
Publisher: WILEY
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Chapter 9.5, Problem 9.27P
Predict the major product for each of the following reactions:
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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 9 Solutions
Organic Chemistry As a Second Language: Second Semester Topics
Ch. 9.2 - Identify how you would use a Gabriel synthesis to...Ch. 9.2 - Identify how you would use a Gabriel synthesis to...Ch. 9.2 - Identify how you would use a Gabriel synthesis to...Ch. 9.2 - Identify how you would use a Gabriel synthesis to...Ch. 9.2 - Identify whether each of the following compounds...Ch. 9.2 - Identify whether each of the following compounds...Ch. 9.2 - Identify whether each of the following compounds...Ch. 9.2 - Identify whether each of the following compounds...Ch. 9.3 - Suggest an efficient synthesis for each of the...Ch. 9.3 - Suggest an efficient synthesis for each of the...
Ch. 9.3 - Suggest an efficient synthesis for each of the...Ch. 9.3 - Suggest an efficient synthesis for each of the...Ch. 9.3 - Suggest an efficient synthesis for each of the...Ch. 9.3 - Prob. 9.18PCh. 9.3 - Prob. 9.19PCh. 9.3 - Prob. 9.20PCh. 9.3 - Prob. 9.21PCh. 9.3 - Prob. 9.22PCh. 9.4 - Prob. 9.24PCh. 9.4 - Prob. 9.25PCh. 9.5 - Predict the major product for each of the...Ch. 9.5 - Predict the major product for each of the...Ch. 9.5 - Predict the major product for each of the...Ch. 9.5 - Predict the major product for each of the...Ch. 9.6 - What reagents would you use to achieve each of the...Ch. 9.6 - What reagents would you use to achieve each of the...Ch. 9.6 - What reagents would you use to achieve each of the...Ch. 9.6 - What reagents would you use to achieve each of the...Ch. 9.6 - What reagents would you use to achieve each of the...
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