Concept explainers
a) Indole STRUCTURE GIVEN IN QUESTION
Interpretation:
The structure of indole is given. Its skeletal structure is to be drawn.
Concept introduction:
In skeletal structures the carbon atoms are not usually shown. Instead a carbon is assumed to be at each intersection of two lines and at the end of each line. The hydrogen atoms bonded to carbons are also not shown. The correct number of hydrogen atoms for each carbon atom is assigned keeping in mind that carbon has a valence of 4. The end of a line represents a carbon atom with three hydrogen atoms, CH3; a two-way intersection is a carbon atom with two hydrogen atoms, CH2; a three way intersection is a carbon with one hydrogen, CH; a four way intersection is a carbon with no attached hydrogen. Atoms other than carbon and hydrogen are shown. Nitrogen is trivalent and it can form one double bond and a single bond or three single bonds.
To draw:
The skeletal structure of indole.
![Check Mark](/static/check-mark.png)
Answer to Problem 42AP
The skeletal structure of indole is
Explanation of Solution
The molecular formula of indole is C8H7N. It has bicyclic structure consisting of a six membered benzene ring fused to a five membered pyrrole ring. In skeletal structures the carbon atoms are not usually shown. Instead a carbon is assumed to be at each intersection of two lines and at the end of each line. The hydrogen atoms bonded to carbons are also not shown. The correct number of hydrogen atoms for each carbon atom is assigned keeping in mind that carbon has a valence of 4. A three way intersection is a carbon with one hydrogen, CH; a four way intersection is a carbon with no attached hydrogen. Atoms other than carbon and hydrogen are shown. Nitrogen is trivalent and it is in a three way intersection as NH.
The skeletal structure of indole is
b) 1,3- pentadiene
Interpretation:
The structure of 1,3- pentadiene is given. Its skeletal structure is to be drawn.
Concept introduction:
In skeletal structures the carbon atoms are not usually shown. Instead a carbon is assumed to be at each intersection of two lines and at the end of each line. The hydrogen atoms bonded to carbons are also not shown. The correct number of hydrogen atoms for each carbon atom is assigned keeping in mind that carbon has a valence of 4. The end of a line represents a carbon atom with three hydrogen atoms, CH3; a two-way intersection is a carbon atom with two hydrogen atoms, CH2; a three way intersection is a carbon with one hydrogen, CH; a four way intersection is a carbon with no attached hydrogen. Atoms other than carbon and hydrogen are shown.
To draw:
The skeletal structure of 1,3- pentadiene.
![Check Mark](/static/check-mark.png)
Answer to Problem 42AP
The skeletal structure of 1,3- pentadiene is
Explanation of Solution
The molecular formula of 1,3- pentadiene is C5H8. It has two double bonds, one between C1-C2 and another between C3-C4. In skeletal structures the carbon atoms are not usually shown. Instead a carbon is assumed to be at each intersection of two lines and at the end of each line. The hydrogen atoms bonded to carbons are also not shown. The correct number of hydrogen atoms for each carbon atom is assigned keeping in mind that carbon has a valence of 4. The end of a line represents a carbon atom with three hydrogen atoms, CH3; a two-way intersection is a carbon atom with two hydrogen atoms, CH2; a three way intersection is a carbon with one hydrogen, CH. Based on these concepts the structure of 1,3- pentadiene can be written.
The skeletal structure of 1,3- pentadiene is
c) 1,2- dichloro cyclopentane
Interpretation:
The structure of 1,2- dichloro cyclopentane is given. Its skeletal structure is to be drawn.
Concept introduction:
In skeletal structures the carbon atoms are not usually shown. Instead a carbon is assumed to be at each intersection of two lines and at the end of each line. The hydrogen atoms bonded to carbons are also not shown. The correct number of hydrogen atoms for each carbon atom is assigned keeping in mind that carbon has a valence of 4. The end of a line represents a carbon atom with three hydrogen atoms, CH3; a two-way intersection is a carbon atom with two hydrogen atoms, CH2; a three way intersection is a carbon with one hydrogen, CH; a four way intersection is a carbon with no attached hydrogen. Atoms other than carbon and hydrogen are shown.
To draw:
The skeletal structure of 1,2- dichloro cyclopentane.
![Check Mark](/static/check-mark.png)
Answer to Problem 42AP
The skeletal structure of 1,2- dichloro cyclopentane is
Explanation of Solution
In skeletal structures the carbon atoms are not usually shown. Instead a carbon is assumed to be at each intersection of two lines and at the end of each line. The hydrogen atoms bonded to carbons are also not shown. The correct number of hydrogen atoms for each carbon atom is assigned keeping in mind that carbon has a valence of 4. Atoms other than carbon and hydrogen are shown. The molecular formula of 1,2- dichlorocyclopentene is C5H8Cl2. A cyclopentane ring is made up of five methylene groups. In 1,2- dichlorocyclopentene the two chlorine atoms are bonded to the first and second carbons replacing one hydrogen on each. They are shown in the skeletal structure.
The skeletal structure of 1,2- dichloro cyclopentane is
d) benzoquinone
Interpretation:
The structure of benzoquinone is given. Its skeletal structure is to be drawn.
Concept introduction:
In skeletal structures the carbon atoms are not usually shown. Instead a carbon is assumed to be at each intersection of two lines and at the end of each line. The hydrogen atoms bonded to carbons are also not shown. The correct number of hydrogen atoms for each carbon atom is assigned keeping in mind that carbon has a valence of 4. Atoms other than carbon and hydrogen are shown.
To draw:
The skeletal structure of benzoquinone.
![Check Mark](/static/check-mark.png)
Answer to Problem 42AP
The skeletal structure of benzoquinone is
Explanation of Solution
In skeletal structures the carbon atoms are not usually shown. Instead a carbon is assumed to be at each intersection of two lines and at the end of each line. The hydrogen atoms bonded to carbons are also not shown. The correct number of hydrogen atoms for each carbon atom is assigned keeping in mind that carbon has a valence of 4. Atoms other than carbon and hydrogen are shown. The molecular formula of benzoquinone is C6H4O2. The six carbons form a six membered ring with first and fourth carbons as carbonyl groups. The other four carbons have one hydrogen each.
The skeletal structure of benzoquinone is
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Chapter 1 Solutions
ORGANIC CHEMISTRY W/OWL
- X Draw the major products of the elimination reaction below. If elimination would not occur at a significant rate, check the box under the drawing area instead. ది www. Cl + OH Elimination will not occur at a significant rate. Click and drag to start drawing a structure.arrow_forwardNonearrow_forward1A H 2A Li Be Use the References to access important values if needed for this question. 8A 3A 4A 5A 6A 7A He B C N O F Ne Na Mg 3B 4B 5B 6B 7B 8B-1B 2B Al Si P 1B 2B Al Si P S Cl Ar K Ca Sc Ti V Cr Mn Fe Co Ni Cu Zn Ga Ge As Se Br Kr Rb Sr Y Zr Nb Mo Tc Ru Rh Pd Ag Cd In Sn Sb Te I Xe * Cs Ba La Hf Ta W Re Os Ir Pt Au Hg Tl Pb Bi Po At Rn Fr Ra Ac Rf Ha ****** Ce Pr Nd Pm Sm Eu Gd Tb Dy Ho Er Tm Yb Lu Th Pa U Np Pu Am Cm Bk Cf Es Fm Md No Lr Analyze the following reaction by looking at the electron configurations given below each box. Put a number and a symbol in each box to show the number and kind of the corresponding atom or ion. Use the smallest integers possible. cation anion + + Shell 1: 2 Shell 2: 8 Shell 3: 1 Shell 1 : 2 Shell 2 : 6 Shell 1 : 2 Shell 2: 8 Shell 1: 2 Shell 2: 8arrow_forward
- Nonearrow_forwardIV. Show the detailed synthesis strategy for the following compounds. a. CH3CH2CH2CH2Br CH3CH2CCH2CH2CH3arrow_forwardDo the electrons on the OH participate in resonance with the ring through a p orbital? How many pi electrons are in the ring, 4 (from the two double bonds) or 6 (including the electrons on the O)?arrow_forward
- Predict and draw the product of the following organic reaction:arrow_forwardNonearrow_forwardRedraw the molecule below as a skeletal ("line") structure. Be sure to use wedge and dash bonds if necessary to accurately represent the direction of the bonds to ring substituents. Cl. Br Click and drag to start drawing a structure. : ☐ ☑ Parrow_forward
- K m Choose the best reagents to complete the following reaction. L ZI 0 Problem 4 of 11 A 1. NaOH 2. CH3CH2CH2NH2 1. HCI B OH 2. CH3CH2CH2NH2 DII F1 F2 F3 F4 F5 A F6 C CH3CH2CH2NH2 1. SOCl2 D 2. CH3CH2CH2NH2 1. CH3CH2CH2NH2 E 2. SOCl2 Done PrtScn Home End FA FQ 510 * PgUp M Submit PgDn F11arrow_forwardNonearrow_forwardPlease provide a mechanism of synthesis 1,4-diaminobenzene, start from a benzene ring.arrow_forward
- Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
- Introductory Chemistry: A FoundationChemistryISBN:9781337399425Author:Steven S. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
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