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

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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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