Question

10. (10 points) The IR, 1H NMR, and broadband-decoupled 13C NMR spectral data for a compound with the chemical formula C9H10O2 is presented below. Complete the following: a. In the box below, calculate the HDI for the molecular formula provided b. In the IR box, write all information you can obtain from the given signals c. In the 1H NMR and 13C NMR boxes, write all the information you can obtain from the given signals d. Draw your final compound in the last box provided for this question. HDI IR: 3093 cm-1 (moderate, sharp) 1730 cm-1 (moderate, sharp) 2900 cm-1 (moderate, sharp) 1500, 1600 cm-1 (moderate, sharp) 1H NMR: 2.50 ? (3H, singlet) 7.08 ? (2H, doublet) 3.81 ? (3H, singlet) 7.90 ? (2H, doublet) 13C NMR: 26.6 ? 129.8 ? 55.8 ? 165.0 ? 114.2 ? 197.0 ? 129.0 ? Final Proposed Structure

          10. (10 points) The IR, 1H NMR, and broadband-decoupled 13C NMR spectral data for a compound with the chemical formula C9H10O2 is presented below. Complete the following:
a. In the box below, calculate the HDI for the molecular formula provided
b. In the IR box, write all information you can obtain from the given signals
c. In the 1H NMR and 13C NMR boxes, write all the information you can obtain from the given signals
d. Draw your final compound in the last box provided for this question.

HDI

IR: 3093 cm-1 (moderate, sharp) 1730 cm-1 (moderate, sharp)
2900 cm-1 (moderate, sharp) 1500, 1600 cm-1 (moderate, sharp)

1H NMR: 2.50 ? (3H, singlet) 7.08 ? (2H, doublet)
3.81 ? (3H, singlet) 7.90 ? (2H, doublet)

13C NMR: 26.6 ? 129.8 ?
55.8 ? 165.0 ?
114.2 ? 197.0 ?
129.0 ?

Final Proposed Structure

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10. (10 points) The IR, 1H NMR, and broadband-decoupled 13C NMR spectral data for a compound with the chemical formula C9H10O2 is presented below. Complete the following:
a. In the box below, calculate the HDI for the molecular formula provided
b. In the IR box, write all information you can obtain from the given signals
c. In the 1H NMR and 13C NMR boxes, write all the information you can obtain from the given signals
d. Draw your final compound in the last box provided for this question.

HDI

IR: 3093 cm-1 (moderate, sharp) 1730 cm-1 (moderate, sharp)
2900 cm-1 (moderate, sharp) 1500, 1600 cm-1 (moderate, sharp)

1H NMR: 2.50 ? (3H, singlet) 7.08 ? (2H, doublet)
3.81 ? (3H, singlet) 7.90 ? (2H, doublet)

13C NMR: 26.6 ? 129.8 ?
55.8 ? 165.0 ?
114.2 ? 197.0 ?
129.0 ?

Final Proposed Structure

Added by Courtney P.

Chemistry: Structure and Properties

Nivaldo Tro 2nd Edition

Instant Answer

Solved by Expert Sri K

06/27/2022

Step 1

The HDI is a calculation used in organic chemistry to help identify the number of rings and pi bonds in a molecule. The formula for HDI is: HDI = 1/2 (2C + 2 + N - H - X), where C is the number of carbons, N is the number of nitrogens, H is the number of Show more…

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10. (10 points) The IR, 1H NMR, and broadband-decoupled 13C NMR spectral data for a compound with the chemical formula C9H10O2 is presented below. Complete the following: a. In the box below, calculate the HDI for the molecular formula provided b. In the IR box, write all information you can obtain from the given signals c. In the 1H NMR and 13C NMR boxes, write all the information you can obtain from the given signals d. Draw your final compound in the last box provided for this question. HDI IR: 3093 cm-1 (moderate, sharp) 1730 cm-1 (moderate, sharp) 2900 cm-1 (moderate, sharp) 1500, 1600 cm-1 (moderate, sharp) 1H NMR: 2.50 δ (3H, singlet) 7.08 δ (2H, doublet) 3.81 δ (3H, singlet) 7.90 δ (2H, doublet) 13C NMR: 26.6 δ 129.8 δ 55.8 δ 165.0 δ 114.2 δ 197.0 δ 129.0 δ Final Proposed Structure

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Transcript

00:01 Hi students let me explain you the question here ir ir proton nmr and broadband decoupled c13 nmr spectral data for a compound so here the chemical formula it is given chemical formula of the compound what is the chemical formula of this compound c9 h10 .10 it is presented we have to complete the box in box here we have to calculate hdi for the molecular formula provided.

00:33 So the hdi, it is nothing but degree of unsaturation.

00:37 So hdi, it is nothing but degree of unsaturation.

00:41 That means here, the capacity of the molecule to connect.

00:45 So it is a capacity of molecule to connect more hydrogen atoms.

00:51 To connect more hydrogen atoms, that is the hdi, more hydrogen atoms.

01:00 So here, in the b, so in the second box, ior box, we have to information, we have to write information from the given signals.

01:11 And in the c, we have to write hnmr and c 13 nmr boxes.

01:18 And we have to draw in the, finally we have to draw the final compound.

01:25 Final compound structure.

01:28 So this is the question.

01:30 So coming to the hdi.

01:34 The hdi here value hdi, it is calculated by 2 into carbons plus 2 minus hydrogens by 2.

01:44 So number of corbons here it is 9 plus 2 minus number of hydrogens 10 divided by 2.

01:51 Whenever we calculate this 10 by 2, that is hdi value, it is 5.

01:56 So coming to the ir spectral, so for 3093, 3093 centimeter inverse it is for 6.

02:04 Ch stretching frequency.

02:07 So this particular 3 -h stretching frequency it is for alkyl group.

02:12 So it is for alkyl group...

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