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The condensation reaction in which ethanol is mixed with ethanoic acid produces ethyl ethanoate C₂H5OH(1) + CH3COOH(1)→ H₂O(1) + CH3COOC₂H5(1) A reaction takes place by adding 10.0 g of ethanoic acid into an excess of ethanol. a. Predict the energy absorbed/produced as heat by this reaction and state if energy is absorbed or produced by the reaction. (You may need to look in table 2C.6 for some values.)

The condensation reaction in which ethanol is mixed with ethanoic acid produces ethyl ethanoate C₂H5OH(1) + CH3COOH(1)→ H₂O(1) + CH3COOC₂H5(1) A reaction takes place by adding 10.0 g of ethanoic acid into an excess of ethanol. a. Predict the energy absorbed/produced as heat by this reaction and state if energy is absorbed or produced by the reaction. (You may need to look in table 2C.6 for some values.)

Organic Chemistry
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter22: Reactions Of Benzene And Its Derivatives
Section: Chapter Questions
Problem 22.51P
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The condensation reaction in which ethanol is mixed with ethanoic acid produces ethyl ethanoate C₂H5OH(1) + CH3COOH(1)→ H₂O(1) + CH3COOC₂H5(1) A reaction takes place by adding 10.0 g of ethanoic acid into an excess of ethanol. a. Predict the energy absorbed/produced as heat by this reaction and state if energy is absorbed or produced by the reaction. (You may need to look in table 2C.6 for some values.) b. How much would the temperature of the ethanol solvent increase if you used 75.0 mL (59.1 g) of ethanol in this reaction? Assume that any loss of ethanol due to the reaction does not affect this result.
Transcribed Image Text:The condensation reaction in which ethanol is mixed with ethanoic acid produces ethyl ethanoate C₂H5OH(1) + CH3COOH(1)→ H₂O(1) + CH3COOC₂H5(1) A reaction takes place by adding 10.0 g of ethanoic acid into an excess of ethanol. a. Predict the energy absorbed/produced as heat by this reaction and state if energy is absorbed or produced by the reaction. (You may need to look in table 2C.6 for some values.) b. How much would the temperature of the ethanol solvent increase if you used 75.0 mL (59.1 g) of ethanol in this reaction? Assume that any loss of ethanol due to the reaction does not affect this result.
20.6 Table T (Continued) C,H, (g). pentane C₂H₁ (1) CH₂(1), benzene C₂H₂(g) CH₁(1), cyclohexane CH,,(1), hexane C,H,CH,(g), methylbenzene BLAD (toluene) C,H₁(1), heptane C₂H₁(1), octane C,H₁(1), iso-octane CH,(s), naphthalene Alcohols and phenols CH,OH(1), methanol CH,OH(g) C,H,OH(1), ethanol C,H,OH(g) C,H,OH(s), phenol CH,COOH(I), ethanoic CH,COOH(aq) CH,CO;(aq) (COOH),(s), oxalice s CH₂COOH(s), benzoic Carboxylic acids, hydroxyacids, and esters HCOOH(1), methanoic 46.03 60.05 60.05 59.05 90.04 CH,CH(OH)COOH(s), lactic CH,COOC,H,(I), ethyl ethanoate M/(gmol ¹) 72.15 72.15 78.12 78.12 84.16 86.18 92.14 Alkanals and alkanones HCHO(g), methanal CH,CHO(1), ethanaltore CH,CHO(g) CH,COCH,(I), propanone 100.21 114.23 114.23 128.18 32.04 32.04 46.07 46.07 94.12 122.13 90.08 88.11 30.030 44.05 44.05 58.08 OTRE 180.16 180.16 180.16 A,H/(kJ mol"') -146.44 -173.1 +49.0 +82.93 -156 -198.7 +50.0 60.06 31.06 93.13 75.078.8 -224.4 -249.9 -255.1 +78.53 -238.66 -200.66 -277.69 -235.10 -165.0 -424.72 -484.5 -485.76 -186.01 -827.2 -385.1 -694.0 t62) -1274 -1268 -1266 342.300 -2222 02 4G/(kJ mol) -8.20 +31.1 -532.9 +124.3 +129,72 +26.8 E +122.0 +1.0 +6.4 -166.27 -161.96 -174.78 -168.49 -50.9 -361.35 -389.9 -396.46 -369.31 -108.57 -102.53 000 -192.30 AE-128.12 -166.19 -248.1 -245.3 -128.86 aca-155.4 -479.00 -332.7 259.4om P2.00 berg -910 20-1543 SK'mol) SRIH 348.40 -373.4 173.3 269.31 204.4 204.3 320.7 328.6 361.1 126.8 239.81 160.7 282.70 146.0 128.95 159.8 178.7 +86.6 167.6 218.77 08:1+4 TECHC - 160.2 250.3 200.4 ut. 360.2 264074 -333.51 10 -197.33 - -22.97 COL +32.16 1 212 104.60 243.41 184X- 20214 103.5 C/JK' mol) 120.2 €1.0- ma- 136.1 81.67 156.5 103.6 224.3 81.6 43.89 111.46 65.44 Sugars C,H,O,(s), a-D-glucose C,H,O,(s). B-D-glucose C,H,O,(s), B-D-fructose C₁.H.,O,,(s), sucrose - Nitrogen compounds - CO(NH₂),(s), urea CH,NH₂(g), methylamine CH,NH,(1), aniline o CH,(NH₂)COOH(s), glycine Data: NBS, TDOC. † Standard entropies of ions may be either positive or negative because the values are relative to the entropy of the hydrogen ion. 99.04 124.3 -6.3 170.1 35.40 15.0 110.21 26A 57.3 124.7 p OMLAD 117 -254 146.8 -3227 pinspo to jeb pimenomoniT 0.3 sidsT -1344 -2231 10.01 $0.38 50.38 PASA 99.2 93.14 53.1 1102 AH/(kJ mol"') -3537 -3268 -3302 -3920 -4163 -3953 -5471 -5461 -5157 -726 -764 -1368 -1409 -3054 -255 -875 -571 -1166 -1192 -1790 -2808 -2810 -5645 -632 (banaib) (03 -3393 -969 anod andis (H 15 -10854,9
Transcribed Image Text:20.6 Table T (Continued) C,H, (g). pentane C₂H₁ (1) CH₂(1), benzene C₂H₂(g) CH₁(1), cyclohexane CH,,(1), hexane C,H,CH,(g), methylbenzene BLAD (toluene) C,H₁(1), heptane C₂H₁(1), octane C,H₁(1), iso-octane CH,(s), naphthalene Alcohols and phenols CH,OH(1), methanol CH,OH(g) C,H,OH(1), ethanol C,H,OH(g) C,H,OH(s), phenol CH,COOH(I), ethanoic CH,COOH(aq) CH,CO;(aq) (COOH),(s), oxalice s CH₂COOH(s), benzoic Carboxylic acids, hydroxyacids, and esters HCOOH(1), methanoic 46.03 60.05 60.05 59.05 90.04 CH,CH(OH)COOH(s), lactic CH,COOC,H,(I), ethyl ethanoate M/(gmol ¹) 72.15 72.15 78.12 78.12 84.16 86.18 92.14 Alkanals and alkanones HCHO(g), methanal CH,CHO(1), ethanaltore CH,CHO(g) CH,COCH,(I), propanone 100.21 114.23 114.23 128.18 32.04 32.04 46.07 46.07 94.12 122.13 90.08 88.11 30.030 44.05 44.05 58.08 OTRE 180.16 180.16 180.16 A,H/(kJ mol"') -146.44 -173.1 +49.0 +82.93 -156 -198.7 +50.0 60.06 31.06 93.13 75.078.8 -224.4 -249.9 -255.1 +78.53 -238.66 -200.66 -277.69 -235.10 -165.0 -424.72 -484.5 -485.76 -186.01 -827.2 -385.1 -694.0 t62) -1274 -1268 -1266 342.300 -2222 02 4G/(kJ mol) -8.20 +31.1 -532.9 +124.3 +129,72 +26.8 E +122.0 +1.0 +6.4 -166.27 -161.96 -174.78 -168.49 -50.9 -361.35 -389.9 -396.46 -369.31 -108.57 -102.53 000 -192.30 AE-128.12 -166.19 -248.1 -245.3 -128.86 aca-155.4 -479.00 -332.7 259.4om P2.00 berg -910 20-1543 SK'mol) SRIH 348.40 -373.4 173.3 269.31 204.4 204.3 320.7 328.6 361.1 126.8 239.81 160.7 282.70 146.0 128.95 159.8 178.7 +86.6 167.6 218.77 08:1+4 TECHC - 160.2 250.3 200.4 ut. 360.2 264074 -333.51 10 -197.33 - -22.97 COL +32.16 1 212 104.60 243.41 184X- 20214 103.5 C/JK' mol) 120.2 €1.0- ma- 136.1 81.67 156.5 103.6 224.3 81.6 43.89 111.46 65.44 Sugars C,H,O,(s), a-D-glucose C,H,O,(s). B-D-glucose C,H,O,(s), B-D-fructose C₁.H.,O,,(s), sucrose - Nitrogen compounds - CO(NH₂),(s), urea CH,NH₂(g), methylamine CH,NH,(1), aniline o CH,(NH₂)COOH(s), glycine Data: NBS, TDOC. † Standard entropies of ions may be either positive or negative because the values are relative to the entropy of the hydrogen ion. 99.04 124.3 -6.3 170.1 35.40 15.0 110.21 26A 57.3 124.7 p OMLAD 117 -254 146.8 -3227 pinspo to jeb pimenomoniT 0.3 sidsT -1344 -2231 10.01 $0.38 50.38 PASA 99.2 93.14 53.1 1102 AH/(kJ mol"') -3537 -3268 -3302 -3920 -4163 -3953 -5471 -5461 -5157 -726 -764 -1368 -1409 -3054 -255 -875 -571 -1166 -1192 -1790 -2808 -2810 -5645 -632 (banaib) (03 -3393 -969 anod andis (H 15 -10854,9
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