Need help proposing a structure given the following data. Thank you. 20. A compound with the...

Question

Question

20. A compound with the formula C5H100 exhibits the following C NMR signals Broadband decoupled: 207, 45, 28, 16, and 12 ppm

Need help proposing a structure given the following data. Thank you.

Answer 1

Answer #1

NOTE

DEPT-90 only shows CH, and DEPT-135 shows CH/CH3 with a positive phase and CH2 with a negative one.

ANSWER EXPLANATION

207 peak can be for either aldehyde or ketone.

As DEPT 90 shown no peak the compound can't be aldehyde. So, the compound is ketone.

Two negative peak for DEPT-135 indicates two CH2 groups are present.

Two positive peak indicates two CH3 groups are present.

The following structure is proposed.

HC- &- CH₂ - CH2-Cty sa b e de - Eg Hoo 5 peaks in Benmr a 28 ppm, b> 207ppm е - 45 ) 416 ppm ex 12ppm

Answer 2

Similar Homework Help Questions

Need help proposing a structure given the following data. thank you. 16. A compound with the...

Need help proposing a structure given the following data. thank you. 16. A compound with the formula C H10O shows only six signals in its "C-NMR spectrum. The 'H- NMR spectrum is tabulated below. 1.98 ppm (1H singlet) 2.82 ppm (2H triplet) 3.80 ppm (2H triplet) 7.22 ppm (5H broad multiplet)
Need help proposing a structure given the following data. thank you. 13. A compound with the...

Need help proposing a structure given the following data. thank you. 13. A compound with the formula C.H12O2 has strong IR signals near 2900 and 1740 cm! The 'H- NMR spectrum is tabulated below. 1.12 ppm (3H triplet) 1.25 ppm (6H doublet) 2.27 ppm (24 quartet) 5.02 ppm (1H septet)
Need help proposing a structure given the following data. Thank you 19. A compound with the...

Need help proposing a structure given the following data. Thank you 19. A compound with the formula CoH140 shows a strong broad IR signal near 3300 cm'! The 'H NMR spectrum is tabulated below. 1.44 ppm (9H singlet) 4.97 ppm (1H broad singlet) 6.90 ppm (2H doublet) 7.32 ppm (2H doublet)

Hi! can you please explain step by step how i would go about proposing a structure for this? I know that DEPT-90 shows...

Hi! can you please explain step by step how i would go about proposing a structure for this? I know that DEPT-90 shows CH groups & DEPT-135 shows CH & CH3 in the positive region and CH2 in the negative region. I also know that the normal graph shows the C's. However, i have answer to this question, but I have no idea how they came up with it. Can you please explain step by step your rationale how to...
Need help proposing a structure given the following data. Thank you. 21. Propose a structure for...

Need help proposing a structure given the following data. Thank you. 21. Propose a structure for a compound that had the formula C H100 and shows the 'H NMR spectrum tabulated below. 1.20 ppm (6H doublet) 3.30 ppm (3 H singlet) 3.55 ppm (1H septet)
Need help proposing a structure given the following data. Thank you in advance. 22. Propose a...

Need help proposing a structure given the following data. Thank you in advance. 22. Propose a structure for a compound that has the formula CoH14 and shows the 'H NMR spectrum tabulated below. 1.2 ppm (9H singlet) 7.10 ppm (5H multiplet)

33. Propose a structure for Compound X, which has M -120 and (M+2)-122 of approximately equal...

33. Propose a structure for Compound X, which has M -120 and (M+2)-122 of approximately equal intensity in its mass spectrum and has the following "C NMR spectral data: (5 points) Broadband decoupled "C NMR: 32.6, 118.8, 134.3 ppm DEPT-90: 134.3 ppm DEPT-135: positive peaks at 134.3 ppm; negative peaks at 32.6, 118.8 ppm
Pre-lab Assignment: On Separate sheet (to turn in) 1. A compound with molecular formula CsH10Br2 displays...

Pre-lab Assignment: On Separate sheet (to turn in) 1. A compound with molecular formula CsH10Br2 displays the following 13C NMR along with the DEPT-90 and DEPT-135 13CNMR spectra. What is the structure for this compound? DEPT-90 DEPT-135 Broadband decoupled 5 ppm 10 15 25 30 35 45 50 55 60 65 70 75 -20 -40
15. Determine the degrees of unsaturation and then propose a structure for a compound, CaHoO with...

15. Determine the degrees of unsaturation and then propose a structure for a compound, CaHoO with the following 1C NMR spectra data: (5 points) . Broadband decoupled 1BC NMR: 19.0, 31.7, and 69.5 6 DEPT-90: 31.7 δ -C DEPT-135: positive peak at 19.0 and a negative peak at 69.56.C A .

Need help proposing a structure given the following data. Thank you. 24. M = 122, IR...

Need help proposing a structure given the following data. Thank you. 24. M = 122, IR peaks near 1500, 1600 and a strong broad peak near 3350 cm! The carbon-13 NMR shows six lines. The 'H NMR spectrum is tabulated below. 7.15 ppm (5H multiplet) 3.75 ppm (2H triplet) 2.75 ppm (2H triplet)