GENERAL,ORGANIC, & BIOLOGICAL CHEM-ACCES
4th Edition
ISBN: 9781265982959
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 12, Problem 63P
Explain why hexane is more soluble in dichloromethane
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Complete the following table. The only density needed is already given. Show your
calculations in a neat and easy-to-follow manner in the space below the table. All units
should be included and significant figures should be given close attention. Be sure to notice
that the amount of material should be in millimoles rather than moles, and the theoretical
mass of the product should in milligrams rather than grams.
LOCH 3
+
H2SO4
HNO 3
O=C-OCH 3
NO2
x
H₂O
F.W.
4.0 mL 1.3 M
amount
0.50 mL
in H2SO4
mg Theoretical
Theoretical
mmoles
density
1.09
Kumada Coupling:
1. m-Diisobutylbenzene below could hypothetically be synthesized by Friedel-Crafts reaction. Write out the reaction with a
mechanism and give two reasons why you would NOT get the desired product.
Draw the reaction (NOT a mechanism) for a Kumada coupling to produce the molecule above from m-dichlorobenzene.
Calculate the theoretical yield for the reaction in question 2 using 1.5 g of p-dichlorobenzene and 3.0 mL isobutyl bromide.
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Wintergreen from Aspirin:
1. In isolating the salicylic acid, why is it important to press out as much of the water as possible?
2. Write the mechanism of the esterification reaction you did.
3.
What characteristic absorption band changes would you expect in the IR spectrum on going from aspirin to salicyclic acid and
then to methyl salicylate as you did in the experiment today? Give approximate wavenumbers associated with each functional
group change.
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Chapter 12 Solutions
GENERAL,ORGANIC, & BIOLOGICAL CHEM-ACCES
Ch. 12.1 - How many hydrogen atoms are present in each...Ch. 12.1 - Which formulas represent acyclic alkanes and which...Ch. 12.2 - Are the compounds in each pair constitutional...Ch. 12.2 - Draw two isomers with molecular formula C6H14 that...Ch. 12.2 - Prob. 12.3PCh. 12.2 - Classify the carbon atoms in each compound as 1°,...Ch. 12.2 - Prob. 12.4PCh. 12.2 - Prob. 12.5PCh. 12.2 - Prob. 12.6PCh. 12.2 - Prob. 12.7P
Ch. 12.2 - Prob. 12.8PCh. 12.2 - Prob. 12.9PCh. 12.4 - Give the IUPAC name for each compound.Ch. 12.4 - Prob. 12.10PCh. 12.4 - Give the IUPAC name for each compound....Ch. 12.4 - Prob. 12.5PPCh. 12.4 - Prob. 12.6PPCh. 12.4 - Prob. 12.12PCh. 12.5 - Prob. 12.13PCh. 12.5 - Prob. 12.14PCh. 12.5 - Give the IUPAC name for each compound.Ch. 12.5 - Prob. 12.15PCh. 12.7 - Answer the following questions about pentane...Ch. 12.7 - Prob. 12.17PCh. 12.7 - Prob. 12.18PCh. 12.8 - Prob. 12.19PCh. 12.9 - Prob. 12.20PCh. 12.9 - Prob. 12.21PCh. 12.9 - Prob. 12.22PCh. 12 - Prob. 23PCh. 12 - Prob. 24PCh. 12 - The waxy coating on the surface of apple skins...Ch. 12 - Prob. 26PCh. 12 - Classify each carbon as 1°, 2°, 3°, or 4°. a....Ch. 12 - Give the structure of an alkane that fits each...Ch. 12 - Prob. 29PCh. 12 - Label each pair of compounds as constitutional...Ch. 12 - Consider compounds A, B, and C. Label each pair of...Ch. 12 - Consider compounds D,E, and F. Label each pair of...Ch. 12 - Prob. 33PCh. 12 - Consider compounds A-E and label each pair of...Ch. 12 - Draw structures that fit the following...Ch. 12 - Draw the five constitutional isomers having...Ch. 12 - Prob. 37PCh. 12 - Prob. 38PCh. 12 - Draw the five constitutional isomers that have...Ch. 12 - Pristane is a high molecular weight alkane found...Ch. 12 - Give the IUPAC name for each of the five...Ch. 12 - Give the IUPAC name for each of the five cyclic...Ch. 12 - Give the IUPAC name for each compoundCh. 12 - Give the IUPAC name for each compound.Ch. 12 - Give the IUPAC name for each compound. c....Ch. 12 - Give the IUPAC name for each compound.Ch. 12 - Give the IUPAC name for each cycloalkane.Ch. 12 - Give the IUPAC name for each ccycloalkane.Ch. 12 - Prob. 49PCh. 12 - Give the structure corresponding to each IUPAC...Ch. 12 - Each of the following IUPAC names is incorrect....Ch. 12 - Each of the following IUPAC names is incorrect....Ch. 12 - Draw three constitutional isomers having molecular...Ch. 12 - Draw four constitutional isomers having molecular...Ch. 12 - Draw a skeletal structure for each compound octane...Ch. 12 - Convert each compound to a skeletal structure CH3(...Ch. 12 - Convert each skeletal structure to a complete...Ch. 12 - Convert each skeletal structure to a complete...Ch. 12 - Which compound in each pair has the higher melting...Ch. 12 - Which compound in each pair has the higher boiling...Ch. 12 - Branching in an alkane chain decreases surface...Ch. 12 - Explain why the boiling points of heptane [CH3( CH...Ch. 12 - Explain why hexane is more soluble in...Ch. 12 - Mineral oil and Vaseline are both mixtures of...Ch. 12 - Write a balanced equation for the combustion of...Ch. 12 - Write a balanced equation for the combustion of...Ch. 12 - Write a balanced equation for the incomplete...Ch. 12 - Prob. 68PCh. 12 - Prob. 69PCh. 12 - Prob. 70PCh. 12 - Prob. 71PCh. 12 - Prob. 72PCh. 12 - Prob. 73PCh. 12 - Prob. 74PCh. 12 - Prob. 75PCh. 12 - Prob. 76PCh. 12 - Prob. 77PCh. 12 - Prob. 78PCh. 12 - Prob. 79PCh. 12 - A major component of animal fat is tristearin, (a)...Ch. 12 - Answer the following questions about the alkane...Ch. 12 - Prob. 82PCh. 12 - Answer the questions in Problem 12.81 for the...Ch. 12 - Prob. 84PCh. 12 - Prob. 85CPCh. 12 - Draw the structure of the 12 constitutional...Ch. 12 - Cyclopentane has a higher boiling point than...Ch. 12 - Prob. 88CP
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- Assign this H NMRarrow_forwardPlease complete these blanks need that asaparrow_forwardNitration of Methyl Benzoate: 1. Predict the major product for the reaction below AND provide a mechanism. Include ALL resonance structures for the intermediate. C(CH3)3 NO₂* ? 2. Assuming the stoichiometry is 1:1 for the reaction above, what volume of concentrated nitric acid would be required to mononitrate 0.50 grams of the compound above? What product(s) might you expect if you nitrated phenol instead of methyl benzoate? Explain your reasoning. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forward
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