Chemistry for Today: General Organic and Biochemistry
9th Edition
ISBN: 9781337514576
Author: Seager
Publisher: Cengage
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Chapter 13, Problem 13.72E
Interpretation Introduction
Interpretation:
The compound that contains alcohol functional group is to be identified.
Concept introduction:
The
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Draw the major organic product with the correct geometry.
10
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Please draw all four bonds at chiral centers.
P
See Periodic Table See Hint
Heating an alcohol in the presence of sulfuric or phosphoric acid will cause a dehydration to occur: the removal of the elements of water from a
molecule, forming an alkene. The reaction usually follows an E1 mechanism. The SN1 pathway is suppressed by using a strong acid whose conjugate
base is a poor nucleophile. Further, heating the reaction mixture causes a greater increase in the rate of E1 compared to the rate of S№1.
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Draw the organic intermediate from the first step (no byproducts) and draw curved arrow(s) to show how it reacts.
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H
H
H
C
F
F
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See Hint
This molecule undergoes an E1 mechanism when stirred in methanol.
3rd attempt
CH₂OH
CH₂OH
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Draw 3 chemical species including formal charges and lone pairs of electrons. Add the missing curved arrow notation.
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I
Chapter 13 Solutions
Chemistry for Today: General Organic and Biochemistry
Ch. 13 - Draw general formulas for an alcohol and phenol,...Ch. 13 - Prob. 13.2ECh. 13 - Assign IUPAC names to the following alcohols: a....Ch. 13 - Assign IUPAC names to the following alcohols: a....Ch. 13 - Several important alcohols are well known by...Ch. 13 - Prob. 13.6ECh. 13 - Draw structural formulas for each of the...Ch. 13 - Draw structural formulas for each of the...Ch. 13 - Name each of the following as a derivative of...Ch. 13 - Name each of the following as a derivative of...
Ch. 13 - Prob. 13.11ECh. 13 - Draw structural formulas for each of the...Ch. 13 - Prob. 13.13ECh. 13 - Classify the following alcohols as primary,...Ch. 13 - Classify the following alcohols as primary,...Ch. 13 - Draw structural formulas for the four aliphatic...Ch. 13 - Why are the boiling points of alcohols much higher...Ch. 13 - Arrange the compounds of each group in order of...Ch. 13 - Prob. 13.19ECh. 13 - Draw structural formulas for the following...Ch. 13 - Prob. 13.21ECh. 13 - Draw the structures of the chief product formed...Ch. 13 - Draw the structures of the chief product formed...Ch. 13 - Draw the structures of the ethers that can be...Ch. 13 - Prob. 13.25ECh. 13 - Give the structure of an alcohol that could be...Ch. 13 - Give the structure of an alcohol that could be...Ch. 13 - What products would result from the following...Ch. 13 - What products would result from the following...Ch. 13 - Each of the following conversions requires more...Ch. 13 - Each of the following conversions requires more...Ch. 13 - The three-carbon diol used in antifreeze is It is...Ch. 13 - Methanol is fairly volatile and evaporates quickly...Ch. 13 - Prob. 13.34ECh. 13 - Prob. 13.35ECh. 13 - Name an alcohol used in each of the following...Ch. 13 - Prob. 13.37ECh. 13 - Prob. 13.38ECh. 13 - Assign a common name to each of the following...Ch. 13 - Assign a common name to each of the following...Ch. 13 - Assign the IUPAC name to each of the following...Ch. 13 - Assign the IUPAC name to each of the following...Ch. 13 - Prob. 13.43ECh. 13 - Draw structural formulas for the following: a....Ch. 13 - Prob. 13.45ECh. 13 - Prob. 13.46ECh. 13 - Prob. 13.47ECh. 13 - Arrange the following compounds in order of...Ch. 13 - Arrange the compounds in Exercise 13.48 in order...Ch. 13 - Prob. 13.50ECh. 13 - Complete the following reactions: a. b....Ch. 13 - Prob. 13.52ECh. 13 - Lipoic acid is required by many microorganisms for...Ch. 13 - Alcohols and thiols can both be oxidized in a...Ch. 13 - Prob. 13.55ECh. 13 - Prob. 13.56ECh. 13 - Prob. 13.57ECh. 13 - Thiols have lower boiling points and are less...Ch. 13 - Prob. 13.59ECh. 13 - Prob. 13.60ECh. 13 - Prob. 13.61ECh. 13 - Prob. 13.62ECh. 13 - A mixture of ethanol and 1propanol is heated to...Ch. 13 - Prob. 13.64ECh. 13 - Prob. 13.65ECh. 13 - Prob. 13.66ECh. 13 - Prob. 13.67ECh. 13 - Figure 13.8 points out that methanol is used as a...Ch. 13 - Figure 13.13 focuses on the use of thiol chemistry...Ch. 13 - Prob. 13.70ECh. 13 - Prob. 13.71ECh. 13 - Prob. 13.72ECh. 13 - The compound that has the greatest polarity is: a....Ch. 13 - Alcoholic beverages contain: a. wood alcohol. b....Ch. 13 - Prob. 13.75ECh. 13 - Which of the following compounds is an ether? a....
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- When an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z) is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm. The 13C NMR and DEPT spectra are provided. Draw the structure of the product as the resonance contributor lacking any formal charges. 13C NMR DEPT 90 200 160 120 80 40 0 200 160 120 80 40 0 DEPT 135 T 200 160 120 80 40 0 Draw the unknown amide. Select Dow Templates More Fragearrow_forwardIdentify 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. Select Draw с H Templates Morearrow_forwardPlease help with number 6 I got a negative number could that be right?arrow_forward
- 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.arrow_forwardGive the product of the bimolecular elimination from each of the isomeric halogenated compounds. Reaction A Reaction B. КОВ CH₂ HotBu +B+ ко HOIBU +Br+ Templates More QQQ Select Cv Templates More Cras QQQ One of these compounds undergoes elimination 50x faster than the other. Which one and why? Reaction A because the conformation needed for elimination places the phenyl groups and to each other Reaction A because the conformation needed for elimination places the phenyl groups gauche to each other. ◇ Reaction B because the conformation needed for elimination places the phenyl groups gach to each other. Reaction B because the conformation needed for elimination places the phenyl groups anti to each other.arrow_forwardFive isomeric alkenes. A through each undergo catalytic hydrogenation to give 2-methylpentane The IR spectra of these five alkenes have the key absorptions (in cm Compound Compound A –912. (§), 994 (5), 1643 (%), 3077 (1) Compound B 833 (3), 1667 (W), 3050 (weak shoulder on C-Habsorption) Compound C Compound D) –714 (5), 1665 (w), 3010 (m) 885 (3), 1650 (m), 3086 (m) 967 (5), no aharption 1600 to 1700, 3040 (m) Compound K Match each compound to the data presented. Compound A Compound B Compound C Compound D Compoundarrow_forward
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