Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 5, Problem 19CTQ
The
a. Is this an important resonance structure of acetone? Explain.
b. Does this structure convey any useful information about acetone? If so, what?
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2. Draw the mechanism of the bromination of acetylene:
3. Draw the structures of the following:
a. 3-bromo-3,4-dimethyl-1-hepten-5-yne
b. Acetylene
c. 1-ethynyl-2-methylcyclohexane
Click the "draw structure" button to launch the drawing utility.
The curved arrow notation is a powerful method used by organic chemists to show the movement of
electrons not only in resonance structures, but also in chemical reactions. Since each curved arrow
shows the movement of two electrons, following the curved arrows illustrates the bonds that are broken
and formed in the reaction. Consider the following reaction. Use the curved arrows drawn in the
reaction to draw the structure of X. X is converted in the following step to phenol and HCI.
HO H
CF
+ H-CF
phenol
1. What is the parent aromatic structure of this compound? (Please refer to the first image attached.)
A. Napthalene
B. Antharacene
C. Benzopyrene
D. Phenanthrene
2. What is the name of this compound? (Please refer to the second image attached.)
A. o-cresol
B. 3-ethylphenol
C. 3-ethylphenol
D. 2-methylphenol
3. Ingestion of this low molecular weight alcohol may cause blindness due to the production of formaldehyde
A. Methanol
B. Ethanol
C. Diols
D. Aromatic Alcohols
Chapter 5 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 5 - Which elements on the periodic table (other than...Ch. 5 - You will not find “hydroxide” in the stockroom,...Ch. 5 - Prob. 3CTQCh. 5 - Prob. 4CTQCh. 5 - Prob. 5CTQCh. 5 - Prob. 6CTQCh. 5 - On which do you expect to have a more intense and...Ch. 5 - Prob. 8CTQCh. 5 - Prob. 9CTQCh. 5 - Prob. 10CTQ
Ch. 5 - Prob. 11CTQCh. 5 - Prob. 12CTQCh. 5 - Prob. 13CTQCh. 5 - Prob. 14CTQCh. 5 - Prob. 15CTQCh. 5 - Prob. 16CTQCh. 5 - For each proposed set of resonance structures: a....Ch. 5 - Consider the polarization of the C=O bond in the...Ch. 5 - The C=O double bond is called a “carbonyl bond.”...Ch. 5 - Prob. 20CTQCh. 5 - Prob. 21CTQCh. 5 - Prob. 22CTQCh. 5 - Prob. 23CTQCh. 5 - Prob. 24CTQCh. 5 - Prob. 25CTQCh. 5 - Prob. 26CTQCh. 5 - Prob. 27CTQCh. 5 - Prob. 28CTQCh. 5 - Prob. 29CTQCh. 5 - Prob. 30CTQCh. 5 - Prob. 31CTQCh. 5 - Confirm that there is no legitimate Lewis...Ch. 5 - Draw all resonance structures of the molecule...Ch. 5 - Prob. 34CTQCh. 5 - Prob. 35CTQCh. 5 - Prob. 36CTQCh. 5 - Occasionally, we will see an ionic compound that...Ch. 5 - Prob. 2ECh. 5 - Prob. 3ECh. 5 - Prob. 4ECh. 5 - Is it possible to draw a resonance structure of...Ch. 5 - Prob. 6ECh. 5 - Prob. 7ECh. 5 - Prob. 8ECh. 5 - Phenol (shown below) has a pKa10 . a. Based on pKa...Ch. 5 - Use curved arrows to show the most likely...Ch. 5 - Prob. 12ECh. 5 - Complete each Lewis structure, draw all important...Ch. 5 - Use curved arrows to show the most likely...Ch. 5 - Construct an explanation for why sulfuric acid is...Ch. 5 - Prob. 16ECh. 5 - Prob. 17ECh. 5 - Prob. 18E
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- for part b）why do we write AlCl3 at top of the arrow and AlCl4 at the bottom of arrow？？is it any connection between the two？does it means that AlCl 4 need to be present in order to make AlCl3 reacts to the molecule and make the reaction to process？？ 2. why when AlCl3 added，Cl was removed from the ring？what princeiple theory is that ？ 2. when SO3 is added ，SO3 attached to the ring，why ？what principle is behind this phenamonane 3.Just confused about why AlCl3 removes Cl from the ring，while HSO3 donate SO3 to the ring. Is it Something about nucleohilic or eletrciohillic？arrow_forwardA. Identify the name of the functional group where the given organic compounds belong (alcohol, ether, aldehyde, ketone, carboxylic acid, ester, amine) 1. H H Br H H -C C-H H H H 2. H H Н—с H -5- H H N- H- 3. H H -нн I-arrow_forwardWhy are benzene rings more stable than alkenes? Use drawings to explain your answer.arrow_forward
- What is the most likely product functional group for the reaction below? a. ester b. carboxylic acid c. alkene d. amide e. alcohol f. aldehyde g. ketonearrow_forward10 What type of organic molecule is this? H. н Н-с-с-с H. н ketone alcohol aldehyde organic acidarrow_forwardHow does the structure of an alcohol differ from an ether? Describe how an aldehyde differs in structure from a ketone. Thiols are compounds which resemble alcohols, except that the oxygen atom is replaced by a sulfur atom. Draw the analogous thiol for the four carbon alcohol in Table 1. Describe the structural difference between carboxylic acids and esters. Are ethers polar molecules? Would you expect ethers to have higher or lower boiling points than alkanes (circle one)? Explain. Pentane (an alkane) has a boiling point of 36 °C. Does the data agree with your prediction? explain why this could be the casearrow_forward
- Find the butanol combustion enthalpy using bond energy and calculate the value of the change in heat of combustion due to the addition of a CH2 unit in the given alcoholarrow_forwardDetermine the relationship between pairs of chemicals A-D (Resonance, structural isomer, different molecular formula. a. and он and C. and d. andarrow_forwardWhy should we Study about Organic Reactions? Define importance of studying Organic Reactions?arrow_forward
- 1. Which functional group is found in aldehydes? a. CHO b. -CH;OH c. -COOH d. RCOR' 2. Which functional group is found in ketones? a. -CHO CH:OH c. -COOH RCOR' 3. Which structural feature is common to aldehydes and ketones? a, an oxygen atom bonded to both a carbon atom and a hydrogen atom b. an oxygen atom bonded to two carbon atoms c. an oxygen atom double bonded to a carbon atom d. two oxygen atoms bonded to the same carbon atom 4. What is the IUPAC name for the following compound? a. I-pentaldehyde b. l-pentanal c. pentanal d. pentanealdehyde Cetoa of Fiarrow_forwardHydrocarbons are generally polar. They are generally soluble in organic solvents. a. if the first statement is true and the second statement is false. b. If the first statement is false and the second statement is true. c. If both statements are false. d. If both statements are true.arrow_forwardHere is the chemical structure of methyl propanamide: H H. H H. H-C- C-C -N-C-H H. Decide whether each molecule in the table below is another mnolecule of methyl propanamide, a molecule of an isomer of methyl propanamide, or a molecule of an entirely different compound. molecule relationship to methyl propanamide NH-CH, (Choose one) another molecaule of methyl propanamide a molecule of an isomer of methyl propanamide a molecule of a different compound CH,-CH,-C=0 H H :o: H (Choose one) H-C H- H :0: H H H C-C (Choose one) H. H 回 山回arrow_forward
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