EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Question
Chapter 12.1, Problem 2ATS
Interpretation Introduction
Interpretation: The IUPAC name of phytol is to be determined.
Concept introduction: Phytol is an organic compound extracted from plants. It is an alcohol (has -OH group attached) as well as an
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Compounds X and Y have the formula C6H12-
Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylpentane.
The heat of hydrogenation of X is less than that of Y.
X and Y react with HBr to form a mixture of the same bromoalkanes, and they both undergo hydroboration/oxidation to give a mixture of the same alcohols.
What is the structure of Y?
In cases where there is more than one answer, just draw one.
n. n [ ]#
ChemDoodleⓇ
za
14. One way of naming ethers is to name the two alkyl groups attached to the oxygen atom in
alphabetical order and add the word ether. If the two alkyl groups are the same, we use the prefix
di-, for example, as in dimethyl ether. Write bond-line structural formulas for (a.) diethyl ether, (b.)
ethyl propyl ether, and (c.) ethyl isopropyl ether. What name would give to
OMe
(d)
(e)
and
(f) CH;OCGH5?
1. Consider the solubility and boiling point of the following pair of compounds: n-butyl alcohol and diethyl ether. The boiling points for the compounds are 118 °C and 35 °C respectively. The solubility for both compounds is the same (8g/100g water). Explain this observation for (i) boiling point disparity; (ii) solubility similarity
a. H-bonds form in diethyl ether; n-butyl alcohol forms H-bonds in water
b. H-bonds form in n-butyl alcohol; diethyl ether forms H-bonds in water
c. H-bonds in n-butyl alcohol; Both compounds form H-bonds in water
d. Both compounds form H-bonds; Both compounds form H-bonds in water
2. Account for the bond angle differences between (i) H-C-H (109.5°) in methane and H-S-H (90°); H-C-H (109.5°) and H-O-H (107.5°) in water.
a. The H-S-H has two lone pairs; The H-O-H has two lone pairs
b. The H-S-H has no hybridization at p-orbitals; The H-O-H has two lone pairs
c. The H-S-H has two lone pairs; The H-O-H has no hybridization…
Chapter 12 Solutions
EBK ORGANIC CHEMISTRY-PRINT COMPANION (
Ch. 12.1 - Prob. 1LTSCh. 12.1 - Prob. 1PTSCh. 12.1 - Prob. 2ATSCh. 12.1 - Prob. 3CCCh. 12.2 - Prob. 4CCCh. 12.3 - Prob. 8CCCh. 12.3 - Prob. 9CCCh. 12.4 - Prob. 3LTSCh. 12.4 - Prob. 10PTSCh. 12.4 - Prob. 11ATS
Ch. 12.4 - Prob. 4LTSCh. 12.4 - Prob. 12PTSCh. 12.4 - Prob. 13ATSCh. 12.6 - Prob. 14CCCh. 12.6 - Prob. 5LTSCh. 12.6 - Prob. 15PTSCh. 12.6 - Prob. 16PTSCh. 12.7 - Prob. 18CCCh. 12.9 - Prob. 6LTSCh. 12.9 - Prob. 19PTSCh. 12.9 - Prob. 20ATSCh. 12.9 - Prob. 21CCCh. 12.10 - Prob. 7LTSCh. 12.10 - Prob. 22PTSCh. 12.10 - Prob. 23ATSCh. 12.13 - Prob. 8LTSCh. 12.13 - Prob. 24PTSCh. 12.13 - Prob. 25ATSCh. 12.13 - Prob. 26CCCh. 12.13 - Prob. 9LTSCh. 12.13 - Prob. 27PTSCh. 12.13 - Prob. 28ATSCh. 12 - Prob. 29PPCh. 12 - Prob. 30PPCh. 12 - Prob. 31PPCh. 12 - Prob. 32PPCh. 12 - Prob. 33PPCh. 12 - Prob. 34PPCh. 12 - Prob. 35PPCh. 12 - Prob. 36PPCh. 12 - Prob. 37PPCh. 12 - Prob. 38PPCh. 12 - Prob. 39PPCh. 12 - Prob. 40PPCh. 12 - Prob. 41PPCh. 12 - Prob. 42PPCh. 12 - Prob. 43PPCh. 12 - Prob. 44PPCh. 12 - Prob. 45PPCh. 12 - Prob. 46PPCh. 12 - Prob. 47PPCh. 12 - Prob. 48PPCh. 12 - Prob. 49PPCh. 12 - Prob. 50PPCh. 12 - Prob. 51PPCh. 12 - Prob. 52PPCh. 12 - Prob. 53ASPCh. 12 - Prob. 54ASPCh. 12 - Prob. 55ASPCh. 12 - Prob. 62IPCh. 12 - Prob. 64IPCh. 12 - Prob. 65IPCh. 12 - Prob. 66IPCh. 12 - Prob. 67IPCh. 12 - Prob. 68IPCh. 12 - Prob. 69IPCh. 12 - Prob. 74IP
Knowledge Booster
Learn more about
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
- 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. 1998) 0▾ + n [F ChemDoodle aarrow_forwardThe disinfection of drinking water to control microbial contaminants can form chemical disinfection byproducts. These compounds result from the reaction of chlorine with naturally occurring organic matter (the dissolved molecules that give natural water the yellow-greenish color). One class of disinfection byproducts is the malodorous and unpalatable chlorophenols. 2,4-dichlorophenol is one compound of this class. a) Calculate the vapor pressure p*L of 2,4-dichlorophenol at 60 °C using Tb and structural information only OH .CI M, = 163.0 g/mol Tm = 43.7 °C Tp = 213.0°C %3D %3D %3Darrow_forwarddraw structural formulas for all isomeric alkanes with molecular formula C7H16. Predict which isomer has the lowest boiling point and which has the highest boiling point.arrow_forward
- Give the structural formula (condensed or skeletal) of the given IUPAC names of saturated hydrocarbons. 1) 2-methyl-3-oxohept-4-enoic acid 2) 4-chloro-2-oxohexanoyl chloride 3) 4-nitro-4-propoxybut-1-ene 4) 1-hydroxyhex-5-yn-2-one 5) 1-methylpropyl 3-amino-3-(1-methylpropoxy)propanoate 6) 1-ethoxy-3-mercaptohexane-2-thionearrow_forward1: Give at least five (5) uses of Etherin medicine. CH3 CH,-0-C-CH, CH, common name: methyl-t-butyl ether (MTBE) IUPAC name: 2-methoxy-2-methylpropane diphenyl ether or phenyl ether phenoxybenzene Analyze the given ether. Then describe the structural formula.arrow_forwardAlkenes can be converted to alcohols by reaction with mercuric acetate to form a β-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C–Hg bond to a C–H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structures of the Hg-containing compound(s) and the final alcohol product(s) formed in the following reaction sequence, omitting byproducts. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds.arrow_forward
- Alkenes can be converted to alcohols by reaction with mercuric acetate to form a β-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C–Hg bond to a C–H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structures of the Hg-containing compound(s) and the final alcohol product(s) formed in the following reaction sequence, omitting byproducts. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds.arrow_forwardgive iupac name and Classify the following compounds as to what organic group it belongs. Choices: alkane, alkene, alkyne, arene, alcohol, phenol, ether, aldehyde, ketone, thiol.If it is an alcohol indicate the type/classification.arrow_forward7. Compound B is formed when an alcohol, compound A, is reacted with reagent X as shown in the equation. C4H9OH + reagant X heat → C„H£O2 compound A compound B a) (i) Identify whether compound A is a primary, secondary or tertiary alcohol, and explain your choice. (ii) Identify a reagent that could function as reagent X. But-1-ene is the only alkene produced when compound A is reacted under appropriate conditions. b) Identify the systematic name of compound B and draw its structural formula. c) Compound C, a sweet-smelling liquid, is one of two products formed when compound A reacts with compound B in the presence of a catalytic amount of sulfuric acid. Identify the systematic name of compound C and draw its structural formula.arrow_forward
- 3) Give the structural formulas and the old and new IUPAC names of all eight open-chain isomeric alcohols with the molecular formula CSH11OH. Indicate which of these isomers are primary, secondary, or tertiary alcohol. 4) Six isomeric saturated ethers have the molecular formula CsH120. Write the structural formula and name for each of these ethers.arrow_forwardSafer alternatives to existing insecticides and mosquito repellants might be found in the essential oils of plants. Phytol is one such isolated compound that has promising pest-fighting potential. Provide the IUPAC name for phytol, which is both an alcohol and an alkene. A 16-carbon alkane is called hexadecane (6 + 10 = 16). (2 > ,7 ,11 ✓ ) - Phytol JO OHarrow_forwardWhat functional group distinguishes each of the following hydrocarbon derivatives? a. halohydrocarbons b. alcohols c. ethers d. aldehydes e. ketones f. carboxylic acids g. esters h. amines Give examples of each functional group. What prefix or suffix is used to name each functional group? What are the bond angles in each? Describe the bonding in each functional group. What is the difference between a primary, secondary, and tertiary alcohol? For the functional groups in ah, when is a number required to indicate the position of the functional group? Carboxylic acids are often written as RCOOH. What does COOH indicate and what does R indicate? Aldehydes are sometimes written as RCHO. What does CHO indicate?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
Chemistry: An Atoms First ApproachChemistryISBN:9781305079243Author:Steven S. Zumdahl, Susan A. ZumdahlPublisher:Cengage Learning
Chemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry: An Atoms First Approach
Chemistry
ISBN:9781305079243
Author:Steven S. Zumdahl, Susan A. Zumdahl
Publisher:Cengage Learning
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License