The spectrum of compound F with molecular formula C5H602 is shown below.IR spectrum shows a medium intensity band at 3270, 2180 and 1690 cm-1."H NMR: 8 (ppm) 1.3 (t, ЗH), 2.8 (s, 1H), 4.3 (q, 2н).(i) Give the degree of unsaturation of compound F.(ii) By using the IR and 'H NMR data given, deduce the structure of compound F.

Answered: Image /qna-images/answer/06111070-d827-4125-8c83-9259b5a4b176.jpg

The spectrum of compound F with molecular formula C5H602 is shown below. IR spectrum shows a medium intensity band at 3270, 2180 and 1690 cm1. 'H NMR: 8 (ppm) 1.3 (t, 3H), 2.8 (s, 1H), 4.3 (q, 2H). (i) Give the degree of unsaturation of compound F. (ii) By using the IR and 'H NMR data given, deduce the structure of compound F.

The spectrum of compound F with molecular formula C5H602 is shown below. IR spectrum shows a medium intensity band at 3270, 2180 and 1690 cm1. 'H NMR: 8 (ppm) 1.3 (t, 3H), 2.8 (s, 1H), 4.3 (q, 2H). (i) Give the degree of unsaturation of compound F. (ii) By using the IR and 'H NMR data given, deduce the structure of compound F.

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Related questions

Q: For each set of spectral data, propose an acceptable structure that is consistent with that data…

Q: None

A: As already said that the compound contains an O. And there is a peak at 3400 cm-1, that shows the…

Q: MS: M m/z = 84 IR: 2960, 2870, 1734 cm³¹ 13C NMR: 8 220.16(C), 38.30(CH₂), 23.24(CH₂) p MS. Art. -…

A: We are given spectral dataWe have to find the structure according to that

Q: (ii) Propose a structure for compound with molecular formula C3H6O2 which displays the following 'H…

A: From the proton NMR: A triplet at 1.4 ppm and a quartet at 2.4 ppm suggests a CH3CH2- group. A…

Q: Compound A has prominent infrared absorptions at 1050, 1786, and 1852 cm and shows a single…

Q: olorizes Br2 in CCI4 and is converted to compound N (CSH120) by H2/Ni. The 'H NMR spectrum for M is…

A: The structure is as follows:

Q: Provide a structure for the compound with the formula C,H, NO using the given information. IR: 3360,…

Q: Calculate the index of hydrogen deficiency (degrees of unsaturation) for the following molecule with…

A: The structure of the following is:

Q: Draw out the structure: The Key signals for IR are = 3090, 2800-3000,1700,1455,1560,1598,1110,1290…

A: Number of signals in 1H NMR = Number of sets of protons in different electronic environment…

Q: Compound K: molecular ion at 88; IR peak at 3600-3200 cm-1; 1H NMR data (ppm) at 0.9 (triplet, 3H),…

Q: 1. The following molecule has a molecular formula of C,H10O. The IR and 'H-NMR spectra of the…

A: Given

Q: Deduce the structures of compound A,B,C and D

A: Pyridinium chlorochromate (PCC) is mainly used to oxidation of the primary alcohol into the aldehyde…

Q: For each of the molecules below: (a) Provide the bond line structures (b) Indicate the number of…

A: Each same type of protons gives same peak in NMR spectroscopy where each different types of protons…

Q: The 1H-NMR spectrum shown is that of a compound with formula C4H7CIO. This compound has an IR…

A: 1H-NMR spectroscopy is a spectroscopic method for the structural elucidation of a molecule. In…

Q: Compound 67 is a high-boiling liquid (boiling point 180° C) that reacts with I, in aqueous base to…

A: The structure of a chemical compound is determined by using spectroscopy. Various spectroscopy are…

Q: H C 3. (5S,7R)-7-bromo-3,9-diethyl-6,6-dimethylundec-3,8-dien-5-ol HC Н.С. OH by CH₂ Br -CH₂ "CH₂ I…

A: If chiral carbon or chiral center is present in any structure then all - CH2 hydrogen have…

Q: propose a structure for a compound with molecular formula C8H14O3 that fits the following…

A: the information you provided. Here are some pointers to consider:Functional Groups: Look for the…

Q: An unknown compound A with molecular formula C6H1004 shows significant fragment peaks at m/z 146,…

A: The molecular formula of the compound is C6H10O4. First we have to calculate the double bond…

Q: Deduce a possible structure for the compound with the IR absorptions below. C5HBO: 2950, 1750 cm 1

A: Frequency at 2950 cm-1 indicates the presence of alkyl bonds( C-H) . Frequency at 1750 cm-1…

Q: For each of the molecules below: (a) Provide the bond line structures (b) Indicate the number of…

A: Bond line structure of any molecule is the the representation of molecule in the form of line and…

Q: Solve the structure of this compound by looking at the 1H, 13C NMR data provided. You must fill all…

A: Given compound: C6H14N2O2 To Solve the structure of this compound by looking at the 1H, 13C NMR data…

Q: Provide a structure for the given compound. UV spectrum: Amax = 272 nm (e = 39500); EI mass…

A: The objective of the question is to determine the structure of a compound using the given…

Q: Provide a structure for the compound with the formula C, H,, NO using the given information. 13 IR:…

A: The molecular formula of the organic compound given is C9H13NO. The degree of unsaturation =…

Q: A From the given spectral data, identiſy the compound and provide justífication for MS…

A: This Question can be solved using NMR, IR & Mass Spectrometry.

Q: (d) The analytical information for compound (1) is provided below. Molecular Formula IR spectrum 'H…

A: First find degree of unsaturation, IR spectrum comes at 1716cm-1 that means carbonyl group is…

Q: A compound strong absorption in infrared spectrum near 1700 cm" and molecular ions at m/z 166 and…

A: The question is based on the concept of Spectroscopy. we have to analyse the spectra provided and…

Concept explainers

NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

The spectrum of compound F with molecular formula C5H602 is shown below.
IR spectrum shows a medium intensity band at 3270, 2180 and 1690 cm-1.
"H NMR: 8 (ppm) 1.3 (t, ЗH), 2.8 (s, 1H), 4.3 (q, 2н).
(i) Give the degree of unsaturation of compound F.
(ii) By using the IR and 'H NMR data given, deduce the structure of compound F.

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1 Degree of unsaturation

VIEW

Step 2 Stucture

VIEW

Step 3 Remaining part

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 3 steps with 3 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

The infrared spectrum of the compound with the mass spectrum shown below has strong absorbances at 1482 cm, 1448 cm, and 770 cm²¹, Molecular ion peak: M = 120. 363 216 21 FIRA $13.3 13H 105 782 15.25 2263 100 ilo 120 Reprinted courtesy of the National Institute of Standards and Technology, U.S. Department of Commerce. Not copyrightable in the United States Which of the following structures is consistent with the data?
1. For each set of spectral data, propose an acceptable structure that is consistent with the data. a. MS: M+ m/z=71, IR: 3340, 2960, 2870 cm-1 , 13C NMR: 47.20 (CH2), 25.64 (CH2) ppm b. MS: M+ m/z= 102, IR: 2960, 2870 cm-1, 13C NMR: 72.73 (t), 23.20 (t), 10.80 (q) ppm c. MS: M+ m/z=74, IR: 3310, 2960, 2870 cm^-1, 13C NMR: 62.44 (down), 34.86 (down), 18.98 (down), 13.88 (up) ppm (DEPT-direction) d. MS: M+ m/z=92 (M:M+2=3:1), IR: 2960, 2870 cm^-1, 13C NMR: 67.29 (C), 34.46 (CH3) ppm e. MS:M+ m/z=70, IR: 3070, 2960, 2870, 1666 cm^-1, 13C NMR: 138.92 (t), 114.26 (d), 35.96 (t), 22.17 (t), 13.59 (q) ppm f. MS: M+ m/z= 72, IR: 2960, 2870 cm^-1, 13C NMR: 31.68 (t), 29.80 (d), 22.20 (q), 11.69 (q) ppm g. MS: M+ m/z= 84, IR: 2960, 2870, 1734 cm^-1, 13C NMR: 220.16 (C), 38.30 (CH2), 23.24 (CH2) ppm h. MS:M+ m/z= 138, (M:M+2=1:1), IR: ~3010(broad), 1715 cm^-1, 13C NMR: 173.61(s), 25.21(t) ppm i. MS:M+ m/z=88, IR: 2960, 2870, 1736cm^-1, 13C NMR: 170.95 (C), 60.34 (CH2), 20.98 (CH3), 14.23 (CH3)…
Treatment of compound D with LIAIH, followed by H,O forms compound E. D shows a molecular ion in its mass spectrum at m/z = 71 and IR absorptions at 3600 –- 3200 and 2263 cm. E shows a molecular ion in its mass spectrum at m/z = 75 and IR absorptions at 3636 and 3600 – 3200 cm'. Propose structures for D and E from these data and the given 'H NMR spectra. %3D Part 1 out of 2 1Η ΝMR of D 2 H 2 H 1 H 8 7 4 3 2 1 ppm LO CO
(c) The following compounds are structural isomers that are produced as major and minor products in the Kolbe synthesis of salicylic acid from phenol. Explain fully how you can distinguish 'H NMR spectroscopy (you do not need to consider long-range coupling). Major OH OH HO. Minor OH
Propose an acceptable structure that is consistent with the data.
4 ) An organic compound having molecular formula C3H7NO shows IR absorption bands at 3413 (m), 3236 (m), 2899-3030 (m), 1667 (s), 1634 (s) and 1460 cm-1 (s). Give the probable structure
A From the given spectral data, identify the compound and provide justification for MS fragmentation, IR bands and identify the protons and provided NMR data : carbon from the Mol. formula : C5H100 Ms : m/z= 86 · 1, 71, 44 IR (liquid film) : 1728, 2822, 2960 (cm-) 'H-NMR (8) : A =9·75, B =2:32, C =2.21, D =0:98 ppm (suggest splitting pattern) 13 C-NMR (8) : (Proton decoupled) 1 =202.71, 2 = 52.66, 3 = 23-57, 4 = 22·59
(a) A compound known to be a substituted cyclohexanone derivative has lamda max of 235 nm. Could this compound be a conjugated dienone? explain (b) (i)For this compound, how many nm must be accounted for by substituents? (ii) What are the substituents and the points of substitution that may occur having accounted for the 20nm?