Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 14.SE, Problem 49AP
Interpretation Introduction
Interpretation:
The approximate UV absorption maxima at which 2,3-dimethyl-1,3,5-hexatriene is expected to absorb is to be stated if 1,3,5-hexatriene has a UV absorption maximum of 258 nm.
Concept introduction:
A shift in UV absorption maxima to higher wavelengths is observed with increase in conjugation and/or with increase in the number of alkyl substituents.
To state:
The approximate UV absorption maxima at which 2,3-dimethyl-1,3,5-hexatriene is expected to absorb if 1,3,5-hexatriene has a UV absorption maximum of 258 nm.
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Compound: 4,5-dimethyl-4-cyclohexene-cis-1,2-dicarboxylic acid anhydride or C10H12O3
Label all IR peaks
Why benzene absorbs at 254 nm in the UV and phenol C6H5OH absorbs at 280 nm?
Please explain why if the 13C & 1H NMR spectrum data below is the possible structure of known compound ' 1-(4'-methyl-[1,1'-biphenyl]-4-yl)ethanone'? (Suzuki Cross-Coupling)
1H NMR:
2.41 ppm, 3H, singlet, aromatic -CH3
2.64 ppm, 3H, singlet, ketone, -CH3
7.27-7.29 ppm, 2H,doublet, aromatic -CH
7.53-7.54 ppm, 2H,doublet, aromatic -CH
7.67-7.68 ppm, 2H,doublet, aromatic -CH
8.01-8.03 ppm, 2H,doublet, aromatic -CH
13C NMR
22 ppm, -CH3 attached to the aromatic ring
26 ppm, -CH3 attached to the ketone carbonyl
127 ppm, aromatic -CH
129 ppm, aromatic -CH
130.5 ppm, aromatic -CH
135 ppm, aromatic -CH
137 ppm, aromatic -CH
145 ppm, aromatic -CH
197 ppm, carbonyl carbon of ketone
IR:
A band at 3040 cm-1 is a stretching frequency of the C-H bond of the alkene.
A band at 1672 cm-1 is a stretching frequency of the -C=O bond of ketone (alpha beta unsaturated ketone).
A band at 1598 cm-1 is a stretching frequency of the C=C bond of the aromatic ring.
A band at 1391 and 1362 cm-1 is a bending…
Chapter 14 Solutions
Organic Chemistry
Ch. 14.1 - Prob. 1PCh. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.2 - Prob. 3PCh. 14.2 - Give the structures of both 1, 2 and 1, 4 adducts...Ch. 14.3 - Prob. 5PCh. 14.3 - Prob. 6PCh. 14.5 - Predict the product of the following Diels–Alder...Ch. 14.5 - Prob. 8PCh. 14.5 - Which of the following dienes have an s-cis...Ch. 14.5 - Predict the product of the following Diels–Alder...
Ch. 14.6 - Prob. 11PCh. 14.6 - Prob. 12PCh. 14.7 - Prob. 13PCh. 14.7 - Prob. 14PCh. 14.8 - Which of the following compounds would you expect...Ch. 14.SE - Prob. 16VCCh. 14.SE - Show the product of the Diels–Alder reaction of...Ch. 14.SE - Prob. 18VCCh. 14.SE - Prob. 19VCCh. 14.SE - Prob. 20MPCh. 14.SE - Prob. 21MPCh. 14.SE - In light of your answer to Problem 14-21 propose...Ch. 14.SE - Luminol, which is used by forensic scientists to...Ch. 14.SE - Prob. 24MPCh. 14.SE - Give IUPAC names for the following compounds:Ch. 14.SE - Prob. 26APCh. 14.SE - Prob. 27APCh. 14.SE - Electrophilic addition of Br2 to isoprene...Ch. 14.SE - Prob. 29APCh. 14.SE - Prob. 30APCh. 14.SE - Predict the products of the following...Ch. 14.SE - 2,3-Di-tert-butyl-1,3-butadiene does not undergo...Ch. 14.SE - Prob. 33APCh. 14.SE - Prob. 34APCh. 14.SE - Prob. 35APCh. 14.SE - Prob. 36APCh. 14.SE - Rank the following dienophiles in order of their...Ch. 14.SE - Prob. 38APCh. 14.SE - Prob. 39APCh. 14.SE - Prob. 40APCh. 14.SE - Although the Diels–Alder reaction generally...Ch. 14.SE - Prob. 42APCh. 14.SE - Tires whose sidewalls are made of natural rubber...Ch. 14.SE - Prob. 44APCh. 14.SE - Prob. 45APCh. 14.SE - Prob. 46APCh. 14.SE - Would you expect allene, H2C = C = CH2, to show a...Ch. 14.SE - The following ultraviolet absorption maxima have...Ch. 14.SE - Prob. 49APCh. 14.SE - -Ocimene is a pleasant-smelling hydrocarbon found...Ch. 14.SE - Draw the resonance forms that result when the...Ch. 14.SE - Prob. 52APCh. 14.SE - Treatment of 3,4-dibromohexane with strong base...Ch. 14.SE - Prob. 54APCh. 14.SE - Prob. 55APCh. 14.SE - Prob. 56APCh. 14.SE - Prob. 57APCh. 14.SE - Prob. 58APCh. 14.SE - Hydrocarbon A, C10H14, has a UV absorption at...Ch. 14.SE - Prob. 60APCh. 14.SE - Prob. 61APCh. 14.SE - Prob. 62APCh. 14.SE - Prob. 63APCh. 14.SE - Prob. 64APCh. 14.SE - The double bond of an enamine (alkene + amine) is...Ch. 14.SE - Prob. 66AP
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