Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 15, Problem 22P
Interpretation Introduction
Interpretation: All the
Concept introduction: A molecule must be cyclic, planar, completely conjugated and should follow
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There are several aromatic compounds with the formula C3H3CI. Name those that have a trisubstituted ring where the methyl groups are
oriented meta.
If you choose to use ortho, meta, or para in your name, abbreviate these prefixes with o, m, or p.
If there are not 3 isomers that fit the description, leave the appropriate number of spaces blank.
Isomer #1:
Isomer #2:
Isomer #3:
Determine if the following compounds are aromatic, non-aromatic, or anti-aromatic. Show a structure that helps to support your classification. This structure should not just redraw the compound; show lone pairs, resonance, and/or contributing π bonds as part of your explanation.
Classify each hydrocarbon in the table below.
compound 1
type of hydrocarbon
(check all that apply)
alkane
alkene
alkyne
normal alkane
branched
saturated
unsaturated
aromatic
compound 2
type of hydrocarbon
(check all that apply)
alkane
alkene
alkyne
normal alkane
branched
saturated
unsaturated
aromatic
00.
Ar
Chapter 15 Solutions
Organic Chemistry (6th Edition)
Ch. 15.2 - Prob. 1PCh. 15.2 - Problem 17.2 What orbitals are used to form the...Ch. 15.3 - Prob. 4PCh. 15.3 - Problem-17.5 What is the structure of propofol,...Ch. 15.6 - Prob. 7PCh. 15.8 - Prob. 8PCh. 15.8 - Prob. 11PCh. 15.8 - Prob. 12PCh. 15.8 - Problem 17.16 Rank the following compounds in...Ch. 15.8 - Problem 17.17 Draw the seven resonance structures...
Ch. 15 - 17.23 Name each compound and state how many lines...Ch. 15 - Prob. 21PCh. 15 - Prob. 22PCh. 15 - 17.27 Give the IUPAC name for each compounds.
a....Ch. 15 - 17.28 Draw a structure corresponding to each...Ch. 15 - 17.29 a. Draw the 14 constitutional isomers of...Ch. 15 - Prob. 26PCh. 15 - Prob. 27PCh. 15 - 17.38
How many electrons does C contain?
How...Ch. 15 - Prob. 36PCh. 15 - 17.40 Explain the observed rate of reactivity of...Ch. 15 - 17.41 Draw a stepwise mechanism for the following...Ch. 15 - Prob. 39PCh. 15 - 17.43 Draw additional resonance structures for...Ch. 15 - Prob. 41PCh. 15 - Prob. 42PCh. 15 - 17.46 Which compound in each pair is the stronger...Ch. 15 - 17.47 Treatment of indene with forms its...Ch. 15 - Prob. 45PCh. 15 - 17.49 Draw the conjugate bases of pyrrole and...Ch. 15 - 17.50 a. Explain why protonation of pyrrole occurs...Ch. 15 - Prob. 48PCh. 15 - Prob. 49PCh. 15 - 17.53 How many signals does each compound...Ch. 15 - 17.54 Which of the diethylbenzene isomers (ortho,...Ch. 15 - 17.55 Propose a structure consistent with each...Ch. 15 - 17.56 Propose a structure consistent with each...Ch. 15 - 17.57 Thymol (molecular formula ) is the major...Ch. 15 - 17.58 You have a sample of a compound of molecular...Ch. 15 - 17.59 Explain why tetrahydrofuran has a higher...Ch. 15 - 17.60 Rizatriptan (trade name Maxalt) is a...Ch. 15 - 17.61 Zolpidem (trade name Ambien) promotes the...Ch. 15 - 17.62 Answer the following questions about...Ch. 15 - 17.63 Stanozolol is an anabolic steroid that...Ch. 15 - Prob. 61P
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- Is it possible for a motor fuel to have a negative octane rating? Explain.arrow_forwardExplain why the bond dissociation enthalpy of a C-H bond in benzene is significantly greater than that in alkanesarrow_forwardIndicate whether each molecule is an aliphatic or an aromatic hydrocarbon. If it is aliphatic, identify the molecule as an alkane, an alkene, or an alkyne.arrow_forward
- Meta directors in electrophilic aromatic substitution reactions have A) unpaired electrons in the atom attached to the ring B) partial or full positive charge on the atom attached to the ring C) highly electronegative atoms attached to the ring an so or sp2 hybridized atom attached to the ringarrow_forwardGive an example of a 3,4-unsaturated aldehyde molecule with a total of 16 carbons, with at least one aromatic group and one alkyl group. Name this example you gave according to the IUPAC system.arrow_forwardEthanol, C2H5OH, and propane, C3H8, have approximately the same molar mass, yet ethanol has a much higher boiling point. Briefly explain why. Ethanol, C2H5OH, and dimethyl ether, CH3OCH3, have the same molar mass, yet ethanol has a much higher boiling point. Briefly explain why. Write an equation to show the reaction between ethanol, C2H5OH and methyllithium, CH3Li. Draw all non-bonding electrons and show electron flow with curved arrows. 37. Write an equation that shows the reaction between acetic acid (CH3COOH) and triethylamine (CH3CH2)3N. Draw all non-bonding lone electron pairs and show the electron flow with curved arrows.arrow_forward
- Determine if the compound below has aromatic ring aldehydes or ketonesarrow_forwardDraw and name all aromatic compounds with the formula C7H7Clarrow_forwardWhich of the following would be given an octane index of 95 ? A mix of hydrocarbons with 95% of iso-octane A mix of hydrocarbons with the same combustion energy as 95% octane and 5% heptane A mix of hydrocarbons with 95% of n-octane A mix of 95% iso-octane and 5% n-heptane What differentiates different hydrocarbons ? O the number of carbon and hydrogen atoms and others (oxygen, sulphur, nitrogen, etc.) the number of carbon atoms and the way they are linked to each other the number of carbon and hydrogen atoms and how they are linked the number of atoms of carbon onlyarrow_forward
- Consider the following aromatic compounds: ترقة في H₂CO ARO a para-substituted compound the most reactive towards EAS NHCH3 MAT does not react with RX, FeX3 an ortho-substituted compound [Choose ] [Choose ] [Choose ] [Choose ] TIC HYD CH3 CH3 ROCarrow_forwardGeneral formula of aromatic - 224 .compounds are A - CnH2n. O B - CnHn+2. O C - CnH2n-2. Oarrow_forward3. Justify aromaticity (or lack thereof) in the biological molecules below. H2N NH2 H H `NH2 `NH2 N- NH N. `NH ADP ADP N. `NH2 H ОН ОН ОН ОН adenine guanine cytosine thymine NAD+ NADH H OH H3C. H3C. CH30. CH30 10 10 H3C 'N' N. H3C N. CH30 CH30 N' CH2 OH CH2 H H-C-OH H -OH- ubiquinone ubiquinol H-C-OH H- -он Н-С—он H Ċ-OH CH2 CH2 ADP ADP FAD FADH2arrow_forward
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