H₂C N CH3 CF3 E)-N-(3-(4-(dimethylamino)phenyl) allylidene)-4-(trifluoromethyl) benzenamine (DPATB)

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 59AP
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please assign the chemical shift values in the given stucture show the splitting pattern plz i will upvote plzz 

H₂C
'N'
CH3
CF3
(E)-N-(3-(4-(dimethylamino)phenyl)
allylidene)-4-(trifluoromethyl)
benzenamine (DPATB)
Transcribed Image Text:H₂C 'N' CH3 CF3 (E)-N-(3-(4-(dimethylamino)phenyl) allylidene)-4-(trifluoromethyl) benzenamine (DPATB)
Ligand
DPATB
Characterization of DPATB
FT-IR
(Vmax cm-¹, KBr)
3179(sp²v(C-H)), 2906(sp³vas
(C-H)), 2863(sp³v,(C-H)), 1586(
v(C=N)), 1522(v(C=C)), 1158(v
(C-N)), 1061(v(C-F)), 803(&(C-
H)).
CHN
C, 67.89%
H, 5.40%
N, 8.87%
¹H NMR
(500 MHz, CDCI, TMS, &,
ppm)
1³C NMR
(125 MHz, CDCI,
TMS, 8, ppm)
8.2(d, 1H, J = 11 Hz), 7.6(d, 2H, J 44.4, 111.0, 120.4,
= 10.5 Hz), 7.4 (d, 2H, J = 10.5 121.3, 122.1, 124.0,
Hz), 7.2(d, 2H, J = 10 Hz), 7.1 (d, 125.8, 129.1, 134.4,
1H, J = 19.5 Hz), 6.9(dd, 1H, J = 149.6, 154.4, 168.8.
11.5 Hz, J₂ = 8 Hz, J3 = 11.5 Hz),
6.7(d, 2H, J = 11 Hz), 3.048(s,
6H).
Yield
82%
Transcribed Image Text:Ligand DPATB Characterization of DPATB FT-IR (Vmax cm-¹, KBr) 3179(sp²v(C-H)), 2906(sp³vas (C-H)), 2863(sp³v,(C-H)), 1586( v(C=N)), 1522(v(C=C)), 1158(v (C-N)), 1061(v(C-F)), 803(&(C- H)). CHN C, 67.89% H, 5.40% N, 8.87% ¹H NMR (500 MHz, CDCI, TMS, &, ppm) 1³C NMR (125 MHz, CDCI, TMS, 8, ppm) 8.2(d, 1H, J = 11 Hz), 7.6(d, 2H, J 44.4, 111.0, 120.4, = 10.5 Hz), 7.4 (d, 2H, J = 10.5 121.3, 122.1, 124.0, Hz), 7.2(d, 2H, J = 10 Hz), 7.1 (d, 125.8, 129.1, 134.4, 1H, J = 19.5 Hz), 6.9(dd, 1H, J = 149.6, 154.4, 168.8. 11.5 Hz, J₂ = 8 Hz, J3 = 11.5 Hz), 6.7(d, 2H, J = 11 Hz), 3.048(s, 6H). Yield 82%
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