Concept explainers
Identify each of the
NMR spectra:
(one carbon)
(one carbon)
(three carbons)
(one carbon)
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Organic Chemistry - Standalone book
- 16-17 Propylamine (bp 48°C), ethylmethylamine (bp 37°C), and trimethylamine (bp 3°C) are constitutional isomers with the molecular formula C3HgN. Account for the fact that trimethylamine has the lowest boiling point of the three and propylamine has the highest.arrow_forward17-54 Following is the structure of immunosuppressant FK-506, a molecule shown to disrupt calcineurin-mediated signal transduction in T-lymphocytes. (a) There are three carbon—carbon double bonds present in this molecule. Which of the three has the potential for cis/trans isomerism? Assign a cis or trans con?guration to each carbon-carbon double bond that has this possibility. (b) How many stereocenters are present in this molecule? How many stereoisomers are possible for it? (c) Are there any aromatic components in this molecule? (d) Consider the two carbon atoms marked with asterisks. Assign an R or S con?guration of each stereocenter. (e) Because of the presence of a 21-member ring, this molecule is described as a macrocycle. This ring is fashioned by three types of bonds, several carbon-carbon bonds, one ester, one hemiacetal, and one amide. Locate the ester and the hemiacetal. (f) Draw the structural formula of the long chain compound that would result if the hemiacetal were to be cleaved to an alcohol and a carbonyl group.arrow_forwardWrite down the common (not IUPAC) names of the organic molecules that would be released if this molecule were hydrolyzed: CH2−O−C—(CH2);–CH=CH–CH2–CH=CH—(CH2)4—CH3 CH-O-C-(CH2)14-CH3 O 11 CH2−O−C— (CH2)14 — CH3 Separate each name with a comma. You will find useful information in the ALEKS Data resource. 1 010 Continue O a X 000 Y F8 F9 Submiarrow_forward
- Arrange these compounds in order of increasing boiling point (values in C are 42, 24, 78, and 118). (a) CH3CH2OH (b) CH3OCH3 (c) CH3CH2CH3 (d) CH3COOHarrow_forward15-16 Which of the following compounds contain stereocenters? (a) 2-Chloropentane(b) 3-Chloropentane (c) 3-Chloro-l-butene(d) 1,2-Dichloropropanearrow_forwardWhat is the correct assignment of the names of the following ketones? H;C CH3 CH3 1 2 O 1 = acetone; 2 = phenol; 3 = benzaldehyde 1 = acetone; 2 = acetophenone; 3 = benzophenone %3D %3D O 1 = formaldehyde; 2 = benzaldehyde; 3 = acetophenone %3D O 1 = acetaldehyde; 2 = acetophenone; 3 = benzaldehyde %3D %3Darrow_forward
- Name the following organic compound: CH₂ CH₂ H3C CH₂ OH O 2-oxo-5-pentanol O 4-oxo-1-pentanol O 5-hydroxy-2-pentanone O hydroxypentanone O 1-hydroxy-4-pentanonearrow_forwardAssign an IUPAC name for the following compound: Configuration of chiral centers: O 1,2-methylcyclohexanol O 2-methylcyclohexanol 1-methylcyclohexanol O 1-methylcyclohexol OHarrow_forwardAssign an IUPAC name for the following compound: Configuration of chiral centers: O 1-methylcyclohexanol O2-methylcyclohexanol O 1.2-methylcyclohexanol • 1-methylcyclohexol OHarrow_forward
- A solid sticky substance which strongly repels water is made of the following molecules: CH3 (CH2)5 — || (CH2)14-CH3 If it is treated with sulfuric acid and heat, two new substances can be recovered. One is an alcohol. Write the chemical formula of the alcohol. Give the common (not IUPAC) name of the other substance. 0arrow_forwardAcid-catalyzed dehydration of 3-methyl-2-pentanol gives three alkenes: 3-methyl-1-pentene, 3-methyl-2-pentene, and 3-methylenepentane. Draw the structure of the carbocation intermediate leading to the formation of 3-methyl-2-pentene.arrow_forwardWrite down the common (not IUPAC) names of the organic molecules that would be released if this molecule were hydrolyzed: CH,—O—C—(CH2)—CH=CH-CH,—CH=CH—(CH2) — CH3 CH-0- -(CH2)–CH=CH(CH2)CH3 O CH,—O-C=(CH2)=CH=CH(CH2)—CH3 Separate each name with a comma and a space. You will find useful information in the ALEKS Data resource. type your answer...arrow_forward
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