EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
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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
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8.
a) C3H$C1 has several structural isomers containing an alkene functional group.
Complete the table by stating the systematic names and drawing the structural
formulae of THREE structural isomers of C3H$Cl.
Systematic Name
Structural Formula
b) A chemical test can be performed quickly in a school laboratory to distinguish
between cyclohexanol and 1-methylcyclohexanol.
Identify the reagent used in this test and describe the expected observations.
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?
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Ⓡ
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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
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- 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_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_forward3) 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_forward
- What is the structure of a compound with the formula C7H14O that has an ether and cyclobutane ring, including its IUPAC name? In addition, what is the structure of the compound with the formula C7H14O that does NOT contain the functional groups: epoxide, ether, cycloalkane, alcohol, alkene. Indicate the functional groups used that are present in the structure made for this compound.arrow_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_forwardDistinguish between isomerism and resonance. Distinguish between structural and geometric isomerism. When writing the various structural isomers, the most difficult task is identifying which are different isomers and which are identical to a previously written structurethat is, which are compounds that differ only by the rotation of a carbon single bond. How do you distinguish between structural isomers and those that are identical? Alkenes and cycloalkanes are structural isomers of each other. Give an example of each using C4H8. Another common feature of alkenes and cycloalkanes is that both have restricted rotation about one or more bonds in the compound, so both can exhibit cis- trans isomerism. What is required for an alkene or cycloalkane to exhibit cis-trans isomerism? Explain the difference between cis and trans isomers. Alcohols and ethers are structural isomers of each other, as are aldehydes and ketones. Give an example of each to illustrate. Which functional group in Table 21-4 can be structural isomers of carboxylic acids? What is optical isomerism? What do you look for to determine whether an organic compound exhibits optical isomerism? 1-Bromo-1-chloroethane is optically active whereas 1-bromo-2-chloroethane is not optically active. Explain.arrow_forward
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