Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 6, Problem 16E
Interpretation Introduction
Interpretation: The reason for no Z or E form for 1-butene unlike 2-butene needs to be explained.
Concept introduction:
Based on IUPAC rules, the geometric isomers of
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Draw a structure for 1,1-dichloro-3-propoxycyclopentane.
• You do not have to consider stereochemistry.
• You do not have to explicitly draw H atoms.
• Do not include lone pairs in your answer. They will not be considered in the grading.
• In cases where there is more than one answer, just draw one.
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Requirement 3: Consider the structure of 1-bromobutane. If compare the structures of
BrCH₂CH₂CH₂CH3 and CH3CH₂CH₂CH₂Br, they look different. Sometimes, we are given
two identical structural formulas that are drawn differently, and we must recognize they are
identical and classify them accordingly. In other words, two compounds with the same molecular
formula may not be isomers; they may be the same compound. Thus, when we encounter two
compounds with the same molecular formula, we must determine if the molecules represent the
same compound or isomers. Consider 1-bromobutane written as BrCH₂CH₂CH₂CH3 and as
CH3CH₂CH₂CH₂Br. If you rotate one of the molecules by 180°, it will match atom-per-atom
with the other molecule. Two compounds are identical only if their molecules match
atom-per-atom in three dimensions. When two molecules with the same molecular
formula match atom-per-atom in three dimensions, they are superposable.
Superposable means that, when one molecule is placed on top of…
Chapter 6 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 6 - Prob. 1CTQCh. 6 - Prob. 2CTQCh. 6 - Prob. 4CTQCh. 6 - Prob. 5CTQCh. 6 - Complete this graph of relative potential energy...Ch. 6 - Prob. 7CTQCh. 6 - Prob. 8CTQCh. 6 - Prob. 9CTQCh. 6 - Consider the Newman projection below. a. Draw a...Ch. 6 - Draw a Newman projection showing the lowest P.E....
Ch. 6 - Prob. 12CTQCh. 6 - Prob. 13CTQCh. 6 - In skeletal representations the hydrogens are not...Ch. 6 - Prob. 15CTQCh. 6 - Prob. 16CTQCh. 6 - Prob. 17CTQCh. 6 - Prob. 19CTQCh. 6 - Prob. 20CTQCh. 6 - Prob. 21CTQCh. 6 - Prob. 22CTQCh. 6 - Prob. 23CTQCh. 6 - Draw a constitutional isomer of pentane,...Ch. 6 - How many H’s are lost from the molecular formula...Ch. 6 - How many ifs are lost from the molecular formula...Ch. 6 - Prob. 27CTQCh. 6 - What is the degree of unsaturation for the example...Ch. 6 - Without counting hydrogens, determine which one of...Ch. 6 - Determine the degree of unsaturation (and draw a...Ch. 6 - a model of each molecule shown above: Is the...Ch. 6 - Prob. 32CTQCh. 6 - Prob. 33CTQCh. 6 - Label each double bond E, Z, or neither. (It may...Ch. 6 - Prob. 35CTQCh. 6 - Prob. 36CTQCh. 6 - Indicate the relationship between each pair....Ch. 6 - Prob. 38CTQCh. 6 - Prob. 1ECh. 6 - Prob. 2ECh. 6 - Using your model of butane (CH3CH2CH2CH3) ,...Ch. 6 - Consider the molecule 1-bromo-2-methylbutane. C3...Ch. 6 - Prob. 5ECh. 6 - Prob. 8ECh. 6 - Prob. 9ECh. 6 - Prob. 10ECh. 6 - Prob. 11ECh. 6 - Prob. 12ECh. 6 - Prob. 13ECh. 6 - Prob. 15ECh. 6 - Prob. 16ECh. 6 - Prob. 17ECh. 6 - Prob. 18ECh. 6 - Prob. 19ECh. 6 - Prob. 20ECh. 6 - Prob. 21ECh. 6 - Double bonds do not rotate freely under normal...Ch. 6 - up an example (not appearing in this ChemActivity)...Ch. 6 - Prob. 24ECh. 6 - Prob. 25E
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- 13 YouTube esc Cc app.101edu.co Maps H₂ H H₂ H₂ H₂ H₂CCCCC-C-CH2 CH3 CH3 CH3 :0³ F4 1 option ! 1 A F1 Q Bb Bl Z CH 2 F2 W S X H command #3 20 F3 E D C Ac Th Be QC G W G 51 Question 26 of 48 Name the compound below according to IUPAC rules. A) 5-methylnonane B) isodecane C) 2,2-dibutylethane D) 1,4,7-trimethylheptane E) decane DII F8 $ 4 R F % 5 V F5 T X G 6 B Y H & 7 F7 U | Ak Mb Hc G 17 C SCUO NE S 1s N * 00 8 J M 9 K F9 O O L 4 F10 P > & F11 Ba Gra TE { + 11 ? H t command option 11 KR₂ + ☆ C F12 +arrow_forwardDraw a structural formula for 4-ethylnonane. You do not have to explicitly draw H atoms. still CH4 Ⓒ ? ChemDoodleⓇarrow_forwardWhich of the following compounds is matched with its correct IUPAC name?arrow_forward
- The following names are incorrect: State why each name is wrong and give the correct name 3-methyl-3-butene cis-3-pentene cis-2-methyl-2-pentenearrow_forwardDraw a structural formula for 2-methylpropene. You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. CH4 Sn [1 ? ChemDoodlearrow_forward1.arrow_forward
- ST12A.1 - Determine the temperature [in K] at which the relative proportion of molecules in axial and equatorial conformations in a sample of methylcyclohexane is 0.207. Note that we are talking about a ratio A:E rather than a typical percentage A/(A+E). The axial conformation is 6.0 kJ/mol higher than the equatorial configuration. Type your answer...arrow_forwardA model of an alkane appears in the window below. ball & stick -+ labels Which of the following represent structural isomers of the molecule shown in the model? Choose all that apply. CH3 CH-CH-CH2-CHз ҫHз снз CH3-сH—ҫ-сн2-CHз CHз CH3-CH2-CH2-CH2-CH-CH3 ҫHз сна CH3-C-CH2-CH-CH3 CHз сHз снз CH3-C- CH-CH2-CH3 CHзarrow_forwardDraw the line bond structures for the following alkenes, cyclic alkenes, and alkynes: Can you explain to me about this part A) noncyclic alkenes that contain 4 carbon atoms (3 possible), please? Can you explain to me about this part B) cyclic alkenes that contain 4 carbon atoms (4 possible), please? Can you explain to me about this part C) alkynes that contain 4 carbon atoms (2 possible, neither of them is a cyclic alkyne), please?arrow_forward
- Q5/ Add (HCI , H2O, C12 , H2) 1- Butene 2 - Pentanearrow_forwardN O CH3 Br 2-methylpropene/H 2SO4 (cat) heat AICI3 CI C14H19Brarrow_forwardAn alkene forms 2-methylpropane when catalytically reduced and 1,2-dichloro-2-methylpropane when treated with Cl₂. Draw the structural formula of the alkene. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. / √ [F ? ChemDoodlearrow_forward
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