3.15 In each of the following questions, the series of molecules can be ranked from the most acidic [#1, lowest PK, to the least acidic [84, highest pkl by using fundamental principles, Predict the ranked order. In the open space on the right, draw the structure of the conjugate base derived from the most acidic member in the series. (a) cant use pla (b) H₂C (c) (d) ✪ Cris H₂C 3 o 4 4 H15:0 2 CH.CI CH₂Cl HO H₂CN CH, H CH, N: CH, CH, 4 CH₂ 2 H CH, 23 CH₂F H₂C. CH₂ H O CCI, 2 CH₂ CCI, 1-N-I H Ⓡ 4 CHCI, 2 fa. no resonance CHCI₂ 3 O CH₁ H

Organic Chemistry: A Guided Inquiry
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Author:Andrei Straumanis
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Chapter16: Synthesis Workshop 1
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Problem 46CTQ
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3.15 In each of the following questions, the series of molecules can be ranked from the most acidic [#1, lowest
pkl to the least acidic [84, highest pk, by using fundamental principles, Predict the ranked order. In the
open space on the right, draw the structure of the conjugate base derived from the most acidic member in
the series.
(a)
cant use pla
*o*
(b)
H,C.
(c)
(e)
(d)
H
CH₂
0
*o*
"O'
H₂C
2
4
4
H
~
CH.CI
CH₂Cl
H₂C-
CH,
CH₂
CH₂
CH₂
CH,
u
2
N:
CH,
CH₂F
H₂C
CH₂
*o*
CCI
2
CF₂
'o
CH₂ CCI, H
4
H
H-N-H
H
2
*C.
CHCI₂
no resonance
spen
Ⓒ Shell
3
Toin
CHCI₂
Đ
CH,
H
IC-C-H
HH
Transcribed Image Text:3.15 In each of the following questions, the series of molecules can be ranked from the most acidic [#1, lowest pkl to the least acidic [84, highest pk, by using fundamental principles, Predict the ranked order. In the open space on the right, draw the structure of the conjugate base derived from the most acidic member in the series. (a) cant use pla *o* (b) H,C. (c) (e) (d) H CH₂ 0 *o* "O' H₂C 2 4 4 H ~ CH.CI CH₂Cl H₂C- CH, CH₂ CH₂ CH₂ CH, u 2 N: CH, CH₂F H₂C CH₂ *o* CCI 2 CF₂ 'o CH₂ CCI, H 4 H H-N-H H 2 *C. CHCI₂ no resonance spen Ⓒ Shell 3 Toin CHCI₂ Đ CH, H IC-C-H HH
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