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The Mass spec of the compound has a molecular ion peak at m/z = 178 and a base peak at m/z = 178 (yes, the same value). The proton NMR showed the following: Signal Shift (ppm) Integration 8.4 A B C 0.8 There are four C-13 signals: 125, 126, 128, and 132 ppm. A simple C13 chart is provided at the The integrations for the four C13 peaks are 2:2:1:2 respectively. The IR Spectrum is presented below (black vertical line at 3000 cm³¹ was drawn in): INFRARED SPECTRUM 0.6 0.4 8.0 7.4 Splitting Singlet 1 Doublet 2 Doublet of Doublets 2 C. e. 2000 Wavenumber (cm-1) Other information available: The molecule does not react with bromine in chloroform but can be brominated using bromine and FeBr3, and three different monobromo products are obtained. a. The number of H's in the compound have to be a multiple of what integer? Explain your answer. b. The number of C's in the compound have to be a multiple of what integer? is the maximum number of C's that can be in the compound? determined the maximum number of C's in the compound 1000 What What functional groups are present in the compound (alkyl, aryl, ketone, etc.)? Explain your answer by referring to the information provided above. d. Given your answers to a-c above write a molecular formula consistent with all the data Explain how you presented. Draw a structure for the unknown compound that is consistent with the data above

The Mass spec of the compound has a molecular ion peak at m/z = 178 and a base peak at m/z = 178 (yes, the same value). The proton NMR showed the following: Signal Shift (ppm) Integration 8.4 A B C 0.8 There are four C-13 signals: 125, 126, 128, and 132 ppm. A simple C13 chart is provided at the The integrations for the four C13 peaks are 2:2:1:2 respectively. The IR Spectrum is presented below (black vertical line at 3000 cm³¹ was drawn in): INFRARED SPECTRUM 0.6 0.4 8.0 7.4 Splitting Singlet 1 Doublet 2 Doublet of Doublets 2 C. e. 2000 Wavenumber (cm-1) Other information available: The molecule does not react with bromine in chloroform but can be brominated using bromine and FeBr3, and three different monobromo products are obtained. a. The number of H's in the compound have to be a multiple of what integer? Explain your answer. b. The number of C's in the compound have to be a multiple of what integer? is the maximum number of C's that can be in the compound? determined the maximum number of C's in the compound 1000 What What functional groups are present in the compound (alkyl, aryl, ketone, etc.)? Explain your answer by referring to the information provided above. d. Given your answers to a-c above write a molecular formula consistent with all the data Explain how you presented. Draw a structure for the unknown compound that is consistent with the data above

Chemistry
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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The Mass spec of the compound has a molecular ion peak at m/z = 178 and a base peak at m/z = 178 (yes, the same value). The proton NMR showed the following: Signal Shift (ppm) Integration 8.4 8.0 7.4 A B C There are four C-13 signals: 125, 126, 128, and 132 ppm. A simple C13 chart is provided at the The integrations for the four C13 peaks are 2:2:1:2 respectively. The IR Spectrum is presented below (black vertical line at 3000 cm³¹ was drawn in): INFRARED SPECTRUM 0.8 0.6 0.4 Splitting Singlet 1 Doublet 2 Doublet of Doublets 2 C. 2000 Wavenumber (cm-1) Other information available: The molecule does not react with bromine in chloroform but can be brominated using bromine and FeBr3, and three different monobromo products are obtained. a. The number of H's in the compound have to be a multiple of what integer? Explain your answer. b. The number of C's in the compound have to be a multiple of what integer? is the maximum number of C's that can be in the compound? determined the maximum number of C's in the compound e. 1000 What What functional groups are present in the compound (alkyl, aryl, ketone, etc.)? Explain your answer by referring to the information provided above. d. Given your answers to a-c above write a molecular formula consistent with all the data Explain how you presented. Draw a structure for the unknown compound that is consistent with the data above
Transcribed Image Text:The Mass spec of the compound has a molecular ion peak at m/z = 178 and a base peak at m/z = 178 (yes, the same value). The proton NMR showed the following: Signal Shift (ppm) Integration 8.4 8.0 7.4 A B C There are four C-13 signals: 125, 126, 128, and 132 ppm. A simple C13 chart is provided at the The integrations for the four C13 peaks are 2:2:1:2 respectively. The IR Spectrum is presented below (black vertical line at 3000 cm³¹ was drawn in): INFRARED SPECTRUM 0.8 0.6 0.4 Splitting Singlet 1 Doublet 2 Doublet of Doublets 2 C. 2000 Wavenumber (cm-1) Other information available: The molecule does not react with bromine in chloroform but can be brominated using bromine and FeBr3, and three different monobromo products are obtained. a. The number of H's in the compound have to be a multiple of what integer? Explain your answer. b. The number of C's in the compound have to be a multiple of what integer? is the maximum number of C's that can be in the compound? determined the maximum number of C's in the compound e. 1000 What What functional groups are present in the compound (alkyl, aryl, ketone, etc.)? Explain your answer by referring to the information provided above. d. Given your answers to a-c above write a molecular formula consistent with all the data Explain how you presented. Draw a structure for the unknown compound that is consistent with the data above
215 220 R = sp³ C or H C represents carbon of interest A-C-A 200 Carbonyl: Aldehyde Ketone 200 180.0 165.0 Carbonyl: Ester Amide Carboxylic Acid 180 160 13C NMR Chemical Shift Table 140.0 130 140 R-CEN 125.0 Nitriles X Alkenes 120.0 Substituted Benzenes 120 110 ppm RR Alkyl fluorides 100 80.0 R 80 R-CER Alkynes CDC13 Alkyl bromides R R-C-N-R Amines 60.0 Alcohols Ethers AR R-CR CI 60 Alkyl chlorides Alkanes 40 30 40 20 1 0
Transcribed Image Text:215 220 R = sp³ C or H C represents carbon of interest A-C-A 200 Carbonyl: Aldehyde Ketone 200 180.0 165.0 Carbonyl: Ester Amide Carboxylic Acid 180 160 13C NMR Chemical Shift Table 140.0 130 140 R-CEN 125.0 Nitriles X Alkenes 120.0 Substituted Benzenes 120 110 ppm RR Alkyl fluorides 100 80.0 R 80 R-CER Alkynes CDC13 Alkyl bromides R R-C-N-R Amines 60.0 Alcohols Ethers AR R-CR CI 60 Alkyl chlorides Alkanes 40 30 40 20 1 0
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