Answer Happy

COSY, and Determine the structure the unknown with the following MS(EI), IR, INMR, HETCOR spectra. Its formula is C₁1H₁60. Assign the spectra as fully as possible. Hint: the compound can be synthesized from 2,5-hexanedione by monoalkylation with (2)-1-chloro-2-pentene, followed by aldol condensation. 100- 80 75 100 125 150 many 500 100 T Relative Intensity 4000 80 90 20- 0 3000 2006 m/z 1500 1000
5.6 5.0 4.4 40 3.8 3.6 3.2 30 2.8 3.4 (ppm) 16 08
5.45 5.40 5.35 5.30 (ppm) 5.25 5.20 5.15 3.00 -885.75 -878.76 2.95 (ppm) 2.90
2.55 2.50 2.45 2.40 (ppm) 2.35 -662.93 -655.94 -648.22 -640.87 -633.88 ли 2.20 2.15 2.10 (ppm) 2.05 2.00 1.05 1.00 0.95 (ppm) 0.90
(ppm) 200 180 160 140 120 100 80 CDCI, 60 40 20 0 ---209.0915 170.4213 139.3743 132.3202 125.0565 77.4751 77.0557 76.6364 34.2669 31.6459 21.1472 20.5631 17.2832 14.1680
τοτε τες — 130 DEPT-135 ggg…....….…….…………………..… 120 110 100 90 80 70 60 50 40 30 20 0 (ppm) -125.0565 34.2669 65191 21.1472 1695 07 17.2981 14.1680
COSY Auk #6 4.0 3.2 (ppm) 1.6 5 (ppm)
HETCOR Ak 120 100 (ppm) 56 (ppm)
Proposed Structure: Formula: Mass Spec Assignments: C NMR Assignments: Assignment 8 (ppm) a 209 b 170 С 139 d 132 e 125 f 34 9 32 h 21.1 i 20.6 17 k 14 Exact Mass: IR Assignments:
H NMR Assignments: Assignment A B с D E 0 וד (13 G H 8 (ppm) 5.37 5.25 2.94 2.50 2.37 2.15 2.06 0.99 #H 1 1 2 2 2 2 3 3 Multiplicity COSY HETCOR