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1. write out the mechanism for the reaction between ethyne and NaNH2. Label the acid snd the base predicting which way the reaction is favored. 2. do the same for C6H5OH and CH3CH2ONa

1. write out the mechanism for the reaction between ethyne and NaNH2. Label the acid snd the base predicting which way the reaction is favored. 2. do the same for C6H5OH and CH3CH2ONa

Introduction to General, Organic and Biochemistry
Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter18: Carboxylic Acids
Section: Chapter Questions
Problem 18.54P
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1. write out the mechanism for the reaction between ethyne and NaNH2. Label the acid snd the base predicting which way the reaction is favored.
2. do the same for C6H5OH and CH3CH2ONa
Acid Formula pK Conjugate Base CH3CH2 Stronger CH2=CH conjugate NH2 H Weaker Ethane acid CH3 CH3 CH2=CH2 NH3 H2 HC=CH 51 Ethylene Ammonia 44 base 38 Hydrogen Acetylene Ethanol 35 25 HC=C" CH3 CH20 HO CH3 CH2OH H20 Methylammonium ion CH3NH3 HCO3 C6H5 OH NH4 H2S 15.9 Water 15.7 + 10.64 CH3NH2 2- CO3 C6H50 NH3 HS Bicarbonate ion 10.33 Phenol 9.95 Ammonium ion 9.24 Hydrogen sulfide 7.04 HCO3 Carbonic acid H2 CO3 CH3COOH C6H5 COOH H3 PO4 H3 0* H2 SO4 6.36 Acetic acid CH3CO0 C6H5 COO" 4.76 Benzoic acid 4.19 Phosphoric acid H2 PO4 2.1 Hyd ronium ion H20 HSO4 CI -1.74 Sulfuric acid -5.2 Hydrogen chloride HCI -7 Stronger Hydrogen bromide acid Weaker conjugate base HBr -8 Br Hydrogen iodide HI -9 Write out the mechanism for the reaction between Ethyne and NANH2. Label the acid and the base predicting which way the reaction is favored.
Transcribed Image Text:Acid Formula pK Conjugate Base CH3CH2 Stronger CH2=CH conjugate NH2 H Weaker Ethane acid CH3 CH3 CH2=CH2 NH3 H2 HC=CH 51 Ethylene Ammonia 44 base 38 Hydrogen Acetylene Ethanol 35 25 HC=C" CH3 CH20 HO CH3 CH2OH H20 Methylammonium ion CH3NH3 HCO3 C6H5 OH NH4 H2S 15.9 Water 15.7 + 10.64 CH3NH2 2- CO3 C6H50 NH3 HS Bicarbonate ion 10.33 Phenol 9.95 Ammonium ion 9.24 Hydrogen sulfide 7.04 HCO3 Carbonic acid H2 CO3 CH3COOH C6H5 COOH H3 PO4 H3 0* H2 SO4 6.36 Acetic acid CH3CO0 C6H5 COO" 4.76 Benzoic acid 4.19 Phosphoric acid H2 PO4 2.1 Hyd ronium ion H20 HSO4 CI -1.74 Sulfuric acid -5.2 Hydrogen chloride HCI -7 Stronger Hydrogen bromide acid Weaker conjugate base HBr -8 Br Hydrogen iodide HI -9 Write out the mechanism for the reaction between Ethyne and NANH2. Label the acid and the base predicting which way the reaction is favored.
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