2) For each of the following pairs of compounds, name one absorption band that can be used to distinguish between them. State what the bond is (bond order, between which 2 atoms), and approximately where it appears in the IR spectrum (in cm³¹). HO 1-hexanol b1 21 o OH phenol H₂N 1-butanamine ethyl acetate cyclohexane OH hexanoic acid LOH cyclohexanol 31 NH₂ butanamide diethyl ether cyclohexene

2) For each of the following pairs of compounds, name one absorption band that can be used to distinguish between them. State what the bond is (bond order, between which 2 atoms), and approximately where it appears in the IR spectrum (in cm³¹). HO 1-hexanol b1 21 o OH phenol H₂N 1-butanamine ethyl acetate cyclohexane OH hexanoic acid LOH cyclohexanol 31 NH₂ butanamide diethyl ether cyclohexene

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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what is is the structure of a compound of molecular formula c 10 h 14 o 2 that shows a strong ir absorption at 3150-2850 cm − 1 and give the following 1 h nmr absorptions: 1.4 (triplet, 6 h), 4.0 (quarter, 4h), and 6.8 (singlet, 4h) ppm?
For each of the following IR spectra, determine whether it agrees with the structure of a ketone, an alcohol, an aldehyde, a carboxylic acid, a primary amine or a secondary amine. (Hint: An absorption of average intensity around 2720 cm−1, accompanied by a carbonyl absorption band, is good evidence for the presence of an aldehyde group.)
Predict the masses and the structures of the most abundant fragments observed in the mass spectra of the followingcompounds.(a) 2-methylpentane (b) 3-methylhex-2-ene (c) 4-methylpentan-2-ol(d) 2-methyl-1-phenylpropane (e) cyclohexyl isopropyl ether [cyclohexyl¬O¬CH(CH3)2](f) CH3CH2CH2NHC(CH3)3tert@butyl propyl amine(g) C CH3Oacetophenone(g) *(h) 3-bromo-2-methylpentane
Draw the structure of a compound, CaH8O3 that exhibits IR absorptions at 1710 and 2500-3000 cm³¹ and the following ¹H NMR signals: 11.1 (1H, singlet), 4.14 (2H, singlet), 3.63 (2H, quartet), 1.26 (3H, triplet) ppm.
Treatment of alcohol A (molecular formula C5H12O) with CrO3, H2SO4, and H2O affords B with molecular formula C5H10O, which gives an IR absorption at 1718 cm−1. The 1H NMR spectrum of B contains the following signals: 1.10 (doublet, 6 H), 2.14 (singlet, 3 H), and 2.58 (septet, 1 H) ppm. What are the structures of A and B?
In the 1H NMR spectra of 2-bromopropane (CH3)2CHBr and 1-bromopropane CH3CH2CH2Br, how many signals do you expect to see?
Treatment of 2-methylpropanenitrile [(CH3)2CHCN] with CH3CH2CH2MgBr, followed by aqueous acid, affords compound V, which has molecular formula C7H14O. V has a strong absorption in its IR spectrum at 1713 cm−1, and gives the following 1H NMR data: 0.91 (triplet, 3 H), 1.09 (doublet, 6 H), 1.6 (multiplet, 2 H), 2.43 (triplet, 2 H), and 2.60 (septet, 1 H) ppm. What is the structure of V? We will learn about this reaction in Chapter 20.
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In the box provided, write the IR frequency or range of frequencies that would best distinguish between the two compounds shown. Specify which compound (A or B) will display a band at this frequency in its IR spectrum. Bond O-H (alcohol) O-H (carboxylic acid) N-H Stretching frequency (cm-¹) 3200-3650 2500-3300 3100-3550 2850-3000 3000-3100 C-H (alkane) C-H (alkene) C-H (alkyne) C=C 2100-2250 C=C 1600-1680 C=O (aldehyde/ketone) 1630-1820 C=O (ester) 1735-1800 1700-1725 C=O (carboxylic acid) C-O 1000-1250 A 3300 B OH Intensity Medium, broad Strong, broad Medium Medium Medium to strong Weak to medium Weak Weak to medium Strong Strong Strong Strong (Choose the most prominent frequency. Do not include units in your answer. Use only the frequencies listed above. If there is more than one correct answer, only give one.) Write the letter of the compound, followed by the range of frequencies, separated by a comma. Example. "A,1600-1850". IR frequency or range of frequencies: cm-1 Previous Next
3. For the given molecules 1 H NMR (a) label all the hydrogen atoms, (b) State how many signals are possible (c) Predict chemical shift values (d) and Multiplicity. CH, *CH, 1-pentene 3-methylbutanal p-ethylanisole HO, Br butanoic acid 2-bromobutane diethyl malonate OH Br 1-propanol 1-bromopropane diethyl ethylmalonate
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The H1H1 NMR spectrum shown corresponds to an unknown compound with the molecular formula C6H10C6H10. There are no strong IR bands between 2100 and 2300 or 3250 and 3350 cm−1. Deduce and draw the structure of the molecule that corresponds to the spectrum.