Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 2, Problem 2.35AP
Interpretation Introduction
Interpretation:
The curve of potential energy versus dihedral angle for chloroethane showing energy barrier of
Concept introduction:
Newmann projection is a way of representing the groups attached to carbon atoms in the
The energy of the conformers varies with change in their dihedral angle. The plot of this variation is known as potential energy curve.
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As you can see from Table 11.4, each CH2 group added to the carbon chain of an alkane increases its boiling point. This increase is greater going from CH4 to C2H6 and from C2H6 to C3H8 than it is going from C8H18 to C9H20 or from C9H20 to C10H22. What do you think is the reason for this difference
Compounds Y and Z both have the formula C₂H18.
Both Y and Z react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methyloctane.
The heat of hydrogenation of Y is less than that of Z.
Y and Z each undergo hydroboration/oxidation to give a primary alcohol (OH attached to a primary carbon).
What is the structure of Y?
• In cases where there is more than one answer, just draw one.
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ChemDoodle
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Glucose, C6H12O6, contains an aldehyde group but exist predominantly in the form of the cyclic hemiacetal show below.
A cyclic hemiacetal is formed when the —OH group of one carbon bonds to the carbonyl group of another carbon. Identify which carbon provides the —OH group and which provides the —CHO? Give a functional isomer of glucose and draw its structure.
Chapter 2 Solutions
Organic Chemistry
Ch. 2 - Prob. 2.1PCh. 2 - Prob. 2.2PCh. 2 - Prob. 2.3PCh. 2 - Prob. 2.4PCh. 2 - Prob. 2.5PCh. 2 - Prob. 2.6PCh. 2 - Prob. 2.7PCh. 2 - Prob. 2.8PCh. 2 - Prob. 2.9PCh. 2 - Prob. 2.10P
Ch. 2 - Prob. 2.11PCh. 2 - Prob. 2.12PCh. 2 - Prob. 2.13PCh. 2 - Prob. 2.14PCh. 2 - Prob. 2.15PCh. 2 - Prob. 2.16PCh. 2 - Prob. 2.18PCh. 2 - Prob. 2.19PCh. 2 - Prob. 2.20PCh. 2 - Prob. 2.21PCh. 2 - Prob. 2.22PCh. 2 - Prob. 2.23PCh. 2 - Prob. 2.24PCh. 2 - Prob. 2.25APCh. 2 - Prob. 2.26APCh. 2 - Prob. 2.27APCh. 2 - Prob. 2.28APCh. 2 - Prob. 2.29APCh. 2 - Prob. 2.30APCh. 2 - Prob. 2.31APCh. 2 - Prob. 2.32APCh. 2 - Prob. 2.33APCh. 2 - Prob. 2.34APCh. 2 - Prob. 2.35APCh. 2 - Prob. 2.36APCh. 2 - Prob. 2.37APCh. 2 - Prob. 2.38APCh. 2 - Prob. 2.39APCh. 2 - Prob. 2.40APCh. 2 - Prob. 2.41APCh. 2 - Prob. 2.42APCh. 2 - Prob. 2.43APCh. 2 - Prob. 2.44APCh. 2 - Prob. 2.45APCh. 2 - Prob. 2.46APCh. 2 - Prob. 2.47APCh. 2 - Prob. 2.48APCh. 2 - Prob. 2.49APCh. 2 - Prob. 2.50AP
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- Compounds X and Y both have the formula C7H14. Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylhexane. The heat of hydrogenation of X is greater than that of Y. Both X and Y react with HCI to give the same single C₂H₁5Cl compound as the major product. What is the structure of X? • In cases where there is more than one answer, just draw one. 7 0▾ ChemDoodleⓇ 146arrow_forwardDraw the bond line formula for CH3(CH2)5CH(CH3)2.arrow_forwardExplain why the bond dissociation enthalpy of a C-H bond in benzene is significantly greater than that in alkanesarrow_forward
- For example, alanine is a chiral amino acid that has two enantiomers: (+)-alanine and (-)-alanine. These two are optical isomers. NH2 NH2 4. One of the most important properties of chiral molecules in solution is their effect on plane- polarized light, this effect is called optical activity. -C H 2 COOH HOOC CH When an enantiomer rotates a plane-polarized light in the positive direction or clockwise, it is dextrorotary (+ or d), while for a negative direction or counterclockwise, it is levorotary (- or l) (+)-Alanine (-)-Alanine Alanine is a chiral amino acid that has two enantiomers: (+)-alanine and ()-alanine. These two are optical isomers.arrow_forwardThe following molecule was isolated from a sea turtle. CH3(CH2)4CH=CHCH2CH=CHCH2(CH2)5CH=CHCH2(CH=CH)2(CH2)5COOH Draw the structural formula showing the cis arrangement at each double bond.arrow_forwardFor the following, you must draw an appropriate structure that has the chemical formula C5H7O2Cl with the indicated functional group(s) and/or property. In each case, identify any other functional groups in the molecule you draw, that were not indicated in the question. You may use Lewis or bond- line structures to draw your molecules. You may not use the same structure to answer more than 1 question. a) An acyclic molecule that cannot form hydrogen bonds with itself b) A tertiary chloride c) A cyclic etherarrow_forward
- To which family does this organic molecule belong? CH 3 CH 3 | N H₂C Alkane Amide Amine Alcohol CH 3arrow_forward2-bromopentane is an optically active compound. Draw the two possible structures of optical isomer and label the chiral center with an asterisk (*) in each of the optical isomer structure.arrow_forwardDraw the structure of trans-1,4-dimethyl cyclohexane. You do not have to explicitly draw H atoms.arrow_forward
- Indicate 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. Separate your answer with a dash. Example. ALIPHATIC HYDROCARBON-CYCLOALKANE * H H Н—с—с—С—с—нarrow_forwardName each compound and indicate the conformation around the σ bond that joins the two double bonds.arrow_forwardO HYDROCARBONS Naming branched alkanes Name the following organic compounds: CH3 | Explanation compound CH3 I CH₂-CH₂-CH-CH₂ CH₂ - CH₂ - CH3 | CH3-CH₂-C- CH₂ - CH₂ - CH3 | CH3 - CH₂ - CH₂ Check CH3 — CH₂-CH-CH₂ - CH₂ name I 0 X Ś Ⓒ2022 McGraw Hillarrow_forward
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