General, Organic, & Biological Chemistry
3rd Edition
ISBN: 9780073511245
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 15.1, Problem 15.2P
For trans-2-hexene: (a) draw a stereoisomer; (b) draw a constitutional isomer that contains a carbon-carbon double bond; (c) draw a constitutional isomer that does not contain a carbon-carbon double bond.
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5) Based on the structures of lycopene and ẞ-carotene, which are two chemicals found in
another common vegetable, the tomato, answer the following questions:
a) Are they stereoisomers, constitutional isomers or not even isomers?
b) Do you expect them to be relatively polar or nonpolar substances? Why?
c) How many double bonds are in lycopene? How many in ẞ-carotene?
d) As lycopene is transformed into ẞ -carotene, how many pi electrons from the double
bonds are transformed into single bonds? How many new single bonds are being
formed in ẞ-carotene?
e) The first step of a possible mechanism for the ring closure in the transformation is
outlined below (only part of the structure is shown for simplicity). Draw the product
that results from this arrow pushing mechanism. Be sure to include any formal
charges that arise from the carbon atoms.
5) Draw a different constitutional isomer of heptane (C₂H₁6) that contains a quaternary (4°) carbon.
Then draw at least 3 other constitutional isomers.
Use a Newman projection about the indicated bond to draw the most stable conformer for each compound. (a) 3-methylpentane about the C2¬C3 bond
Chapter 15 Solutions
General, Organic, & Biological Chemistry
Ch. 15.1 - Prob. 15.1PCh. 15.1 - For trans-2-hexene: (a) draw a stereoisomer; (b)...Ch. 15.2 - Prob. 15.3PCh. 15.2 - Prob. 15.4PCh. 15.3 - Prob. 15.5PCh. 15.3 - Prob. 15.6PCh. 15.3 - Prob. 15.7PCh. 15.3 - Prob. 15.8PCh. 15.3 - Prob. 15.9PCh. 15.3 - Prob. 15.10P
Ch. 15.3 - Prob. 15.11PCh. 15.4 - Prob. 15.12PCh. 15.4 - Prob. 15.13PCh. 15.5 - Prob. 15.14PCh. 15.6 - Prob. 15.15PCh. 15.6 - Prob. 15.16PCh. 15.6 - Prob. 15.17PCh. 15.7 - Prob. 15.18PCh. 15.7 - Prob. 15.19PCh. 15.7 - Prob. 15.20PCh. 15.7 - Prob. 15.21PCh. 15.8 - Prob. 15.22PCh. 15.8 - Prob. 15.23PCh. 15.9 - Prob. 15.24PCh. 15 - Prob. 15.25PCh. 15 - Prob. 15.26PCh. 15 - Prob. 15.27PCh. 15 - Prob. 15.28PCh. 15 - Prob. 15.29PCh. 15 - Prob. 15.30PCh. 15 - Prob. 15.31PCh. 15 - Prob. 15.32PCh. 15 - Prob. 15.33PCh. 15 - Prob. 15.34PCh. 15 - Prob. 15.35PCh. 15 - Prob. 15.36PCh. 15 - Prob. 15.37PCh. 15 - Prob. 15.38PCh. 15 - Prob. 15.39PCh. 15 - Prob. 15.40PCh. 15 - How are the compounds in each pair related? Are...Ch. 15 - Prob. 15.42PCh. 15 - Prob. 15.43PCh. 15 - Prob. 15.44PCh. 15 - Answer each question with a compound of molecular...Ch. 15 - Prob. 15.46PCh. 15 - Prob. 15.47PCh. 15 - Prob. 15.48PCh. 15 - Prob. 15.49PCh. 15 - Prob. 15.50PCh. 15 - Prob. 15.51PCh. 15 - Prob. 15.52PCh. 15 - Prob. 15.53PCh. 15 - Prob. 15.54PCh. 15 - Prob. 15.55PCh. 15 - Prob. 15.56PCh. 15 - (a) Define the terms “optically active” and...Ch. 15 - Prob. 15.58PCh. 15 - Prob. 15.59PCh. 15 - Prob. 15.60PCh. 15 - Prob. 15.61PCh. 15 - Prob. 15.62PCh. 15 - Prob. 15.63PCh. 15 - Prob. 15.64PCh. 15 - Prob. 15.65PCh. 15 - Prob. 15.66PCh. 15 - Prob. 15.67PCh. 15 - Prob. 15.68PCh. 15 - Prob. 15.69PCh. 15 - Prob. 15.70PCh. 15 - Prob. 15.71PCh. 15 - Prob. 15.72PCh. 15 - Prob. 15.73CPCh. 15 - Prob. 15.74CP
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 2. Which of the following statements about 2-methyl-2-pentene and 3-methyl- 2-pentene is true? a) 2-methyl-2-pentene exhibits cis-trans isomerism, but 3-methyl-2-pentene does not. b) Both 2-methyl-2-pentene and 3- methyl-2-pentene exhibit cis-trans isomerism. c) 3-methyl-2-pentene exhibits cis-trans isomerism, but 2-methyl-2-pentene does not. d) Neither 2-methyl-2-pentene nor 3- methyl-2-pentene exhibit cis-trans isomerism.arrow_forward4. (a) Draw a skeletal (line-bond) structure for 3,4-dimethylhexane. (b) Draw a sawhorse representation of any staggered conformation of this molecule looking down the carbon-3 to carbon-4 bond. (c) Draw a Newman projection looking down the carbon-3 to carbon-4 bond of the same conformation that you drew as a sawhorse representation.arrow_forwardDraw all six isomers of formula C4H8 (including stereoisomers).(arrow_forward
- (a) Using Newman projections, draw all staggered and eclipsed conformations that result from rotation around the bond highlighted in red in each molecule; (b) draw a graph of energy versus dihedral angle for rotation around this bond.arrow_forwardd) Molecular relationships; identify whether the compounds in each group are const. isomers, conformers, enantiomers, diastereomers, identical, meso or none of the above. ОН ОН H3C Br H3C LF H Br CH3 HO CI Br Br CI NH NHarrow_forward3) Draw a cyclohexane chair with 3 substituents in the most stable conformation. Explain why the conformation you've chosen is the most stable.arrow_forward
- Hand drawnarrow_forwardFor each alkane: (a) classify each carbon atom as 1°, 2°, 3°, or 4°; (b) classify each hydrogen atom as 1°, 2°, or 3°.arrow_forwardSight along the C2-C1 bond of 2-methylpropane (isobutane).(a) Draw a Newman projection of the most stable conformation.(b) Draw a Newman projection of the least stable conformation.(c) Make a graph of energy versus angle of rotation around the C2-C1 bond.(d) Assign relative values to the maxima and minima in your graph, given that an H↔H eclipsing interaction costs 4.0 kJ/mol and an H↔CH3 eclipsing interaction costs 6.0 kJ/mol.arrow_forward
- (c)Conformational isomer is the different spatial arrangement of the atoms that resulted from rotation about a single bond. (i) Differentiate anti conformers and gauche conformers (ii) Using a newman projection, draw the anti conformer and gauche conformers of 3,3-dimethylheptane (viewed along the C3-C4 bond)arrow_forward2) Draw B-L &name H CH3 LH3arrow_forwardCI ÓH a) Give the correct IUPAC name for the molecule above b) Draw a complete line-bond structure for the molecule. Include all lone pairs. c) Draw an isomer of the given molecule that is an ether (skeletal or full). d) Draw any correct stereoisomer of the given molecule e) Draw a diaesteromer of the molecule you drew in part d)arrow_forward
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