Concept explainers
Interpretation:
Among the given pair of compounds, the compound that has the greater enol content is to be identified.
Concept introduction:
Enol refers to an intermediate structure that consists of an
The percentage of enol in keto-enol tautomerism depends upon the stability of enol formed.
Answer to Problem 29P
Solution:
a) Among the given pair of compounds, the second compound has the greater enol content.
b) Among the given pair of compounds, the first compound has the greater enol content.
c) Among the given pair of compounds, the first compound has the greater enol content.
d) Among the given pair of compounds, the first compound has the greater enol content.
Explanation of Solution
a) The compound having higher enol content.
The given pair of compounds is shown below.
The formation of enol occurs when a molecule contains protons on its alpha carbon atom. The extraction of protons takes place from the alpha carbon atom of molecule to form an enol. In the given compounds, the first compound does not possess an alpha proton. Therefore, it does not form an enol. On the other hand, the second compound has alpha proton that can be extracted to form enol. Hence, the second compound has the greater enol content.
b) The compound having higher enol content.
The given pair of compounds is shown below.
The formation of enol occurs when a molecule contains protons on its alpha carbon atom. The extraction of protons takes place from the alpha carbon atom of molecule to form an enol. In the given compounds, the second compound does not possess an alpha proton. Therefore, it does not form an enol. On the other hand, the first compound has alpha proton that can be extracted to form enol. Hence, the first compound has the greater enol content.
c) The compound having higher enol content.
The given pair of compounds is shown below.
The formation of enol occurs when a molecule contains protons on its alpha carbon atom. The extraction of protons takes place from the alpha carbon atom of molecule to form an enol. Both the compounds have alpha protons. In this case, the position of the existing double bond in relation to the new double bond that results when the enol is generated is considered. Their enols are shown below.
The first compound forms a conjugated set of double bonds, whereas in the second compound, the two double bonds are completely isolated. The conjugation refers to a stabilizing characteristic. Therefore, the first compound has the greater enol content.
d) The compound having higher enol content.
The given pair of compounds is shown below.
The formation of enol occurs when a molecule contains protons on its alpha carbon atom. The extraction of protons takes place from the alpha carbon atom of molecule to form an enol. Both the compounds have alpha protons. In this case, the possible resonance forms of the enol are considered. Their enols with resonance forms are shown below.
The first compound contains two oxygen atoms. Both these oxygens carry the negative charge of the enolate that is the intermediate of the enol to keto tautomerization. Therefore, the first compound has the greater enol content.
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Chapter 21 Solutions
Organic Chemistry - Standalone book
- 9arrow_forwardalekscgi/x/lsl.exe/1o_u-IgNslkr7j8P3jH-IQs_pBanHhvlTCeeBZbufu BYTI0Hz7m7D3ZS18w-nDB10538ZsAtmorZoFusYj2Xu9b78gZo- O States of Matter Sketching a described thermodynamic change on a phase diagram 0/5 The pressure on a sample of pure X held at 47. °C and 0.88 atm is increased until the sample condenses. The pressure is then held constant and the temperature is decreased by 82. °C. On the phase diagram below draw a path that shows this set of changes. pressure (atm) 3- 200 temperature (K) Explanation Chick Q Sowncharrow_forward0+ aleksog/x/lsl.exe/1ou-lgNgkr7j8P3H-IQs pBaHhviTCeeBZbufuBYTOHz7m7D3ZStEPTBSB3u9bsp3Da pl19qomOXLhvWbH9wmXW5zm O States of Matter Sketching a described thermodynamic change on a phase diagram 0/5 Gab The temperature on a sample of pure X held at 0.75 atm and -229. °C is increased until the sample sublimes. The temperature is then held constant and the pressure is decreased by 0.50 atm. On the phase diagram below draw a path that shows this set of changes. F3 pressure (atm) 0- 0 200 Explanation temperature (K) Check F4 F5 ☀+ Q Search Chill Will an 9 ENG F6 F7 F8 F9 8 Delete F10 F11 F12 Insert PrtSc 114 d Ararrow_forward
- x + LEKS: Using a phase diagram a X n/alekscgi/x/lsl.exe/10_u-IgNsikr7j8P3jH-IQs_pBan HhvlTCeeBZbufu BYTI0Hz7m7D3ZcHYUt80XL-5alyVpw ○ States of Matter Using a phase diagram to find a phase transition temperature or pressure Use the phase diagram of Substance X below to find the melting point of X when the pressure above the solid is 1.1 atm. pressure (atm) 16 08- solid liquid- 0 200 400 gas 600 temperature (K) Note: your answer must be within 25 °C of the exact answer to be graded correct. × 5arrow_forwardS: Using a phase diagram leksogi/x/sl.exe/1ou-IgNs kr 7j8P3jH-IQs_pBan HhvTCeeBZbufuBYTI0Hz7m7D3ZdHYU+80XL-5alyVp O States of Matter Using a phase diagram to find a phase transition temperature or pressure se the phase diagram of Substance X below to find the boiling point of X when the pressure on the liquid is 1.6 atm. pressure (atm) 32- 16- solid liquid 0. gas 100 200 temperature (K) 300 Note: your answer must be within 12.5 °C of the exact answer to be graded correct. 10 Explanation Check § Q Search J 2025 McGraw Hill LLC. All Rights Researrow_forward151.2 254.8 85.9 199.6 241.4 87.6 242.5 186.4 155.8 257.1 242.9 253.3 256.0 216.6 108.7 239.0 149.7 236.4 152.1 222.7 148.7 278.2 268.7 234.4 262.7 283.2 143.6 QUESTION: Using this group of data on salt reduced tomato sauce concentration readings answer the following questions: 1. 95% Cl Confidence Interval (mmol/L) 2. [Na+] (mg/100 mL) 3. 95% Na+ Confidence Interval (mg/100 mL)arrow_forward
- Results Search Results Best Free Coursehero Unloc xb Success Confirmation of Q x O Google Pas alekscgi/x/lsl.exe/1o_u-IgNslkr 7j8P3jH-IQs_pBanHhvlTCeeBZbufu BYTI0Hz7m7D3ZcHYUt80XL-5alyVpwDXM TEZayFYCavJ17dZtpxbFD0Qggd1J O States of Matter Using a phase diagram to find a phase transition temperature or pressure Gabr 3/5 he pressure above a pure sample of solid Substance X at 101. °C is lowered. At what pressure will the sample sublime? Use the phase diagram of X below to nd your answer. pressure (atm) 24- 12 solid liquid gas 200 400 temperature (K) 600 ote: your answer must be within 0.15 atm of the exact answer to be graded correct. atm Thanation Check © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center I Q Search L³ ملةarrow_forward301.7 348.9 193.7 308.6 339.5 160.6 337.7 464.7 223.5 370.5 326.6 327.5 336.1 317.9 203.8 329.8 221.9 331.7 211.7 309.6 223.4 353.7 334.6 305.6 340.0 304.3 244.7 QUESTION: Using this group of data on regular tomato sauce concentration readings answer the following questions: 1. 95% Cl Confidence Interval (mmol/L) 2. [Na+] (mg/100 mL) 3. 95% Na+ Confidence Interval (mg/100 mL)arrow_forwardSearch Results Search Results Best Free Coursehero Unlo x b Success Confirmation of Q aleks.com/alekscgi/x/sl.exe/10_u-lgNslkr7j8P3jH-IQs_pBan HhvlTCeeBZbufu BYTIOHz7m7D3ZcHYUt80XL-5alyVpwDXM TEZayFYCav States of Matter Using a phase diagram to find a phase transition temperature or pressure Use the phase diagram of Substance X below to find the temperature at which X turns to a gas, if the pressure above the solid is 3.7 atm. pressure (atm) 0. 32- 16 solid liquid gas 200 temperature (K) Note: your answer must be within 20 °C of the exact answer to be graded correct. Дос Xarrow_forward
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