DGD4_NZ

Elaborat ur answer pls thank u

12. Consider the data below to answer the following questions. C₂H₁40 IR: MS: 1715 cm-¹ M* at m/z = 114, a-cleavage fragment at m/z=71 McLafferty rearrangement fragment at m/z = 86 ¹H NMR: 0.928 (6H, triplet) 1.59 8 (4H, sextet) 2.36 8 (4H, triplet) a) Calculate the degree of unsaturation for this compound. b) What functional group is indicated by the IR data? c) Propose a structure consistent with the spectral data presented above. d) Interpret the mass spectral data by showing both fragmentation patterns.

Spectrum No.1 The infrared spectrum has no interesting features except aliphatic C-H stretching and bending. Give the mechanism that lead to the formation of ion fragments at m/2 = 83 & 55. Relative Intensity 100- Relative Intensity 80 60 9 20- 0-tm 10 100- 80 09 MS-NA-3722 9 20 20 MS-NU-3100 0-t 10 30 20 41 40 Spectrum No.2 The infrared spectrum has a medium intensity peak at about 1650 cm³¹. There is also a C-H out-of- plane bending peak near 800 cm³. Give the mechanism that lead to the formation of ion fragments at m/z = 69. 30 50 55 41 40 60 m/z 70 50 m/z 56 83 60 90 69 M(98) 70 100 110 M(84) 80

CHEM 241L. Exp#12 NMR Spectre 3. Compound 3 is a low boiling liquid (bp-58°C) that reacts with Br. in CCl. to form a 1,1,2,2 tetra-bromide. Elemental Analysis: C-48.36%, II - 4.06%; contains halogen "C Spectral Data: 80.4ppm (doublet), 68.3ppm (singlet), 34.7ppm (triplet) Mass Spectrom Absorbence Intonally 48 'H NMR Infrared Spectrom 4000 3000 2500 2000 74 70 80 90 100 110 120 130 140 150 160 170 100 mie Wave Number, cm .1 1300 1200 1100 1000 mon 1600 Wavelength, microne Compound 3 Structure Ppin

1. Draw the sketal structure from the mass spectrometry chart given

Relative Abundance IR Peaks A B NMR DUR SA 1997 STRUCTURE TROBLEM VA D (tuo) E (two) MASS SPECTRUM: -- с INTEGRAL-S MASS SPECTRUM m/e 91 43 29 B INTEGRAL Ca 10 PF www STRUCTURE Your Same Assignmeuty NAR A M(134) 7pm 5 Spetutting no. of PROPOSED STRUCTURE: Please propose a structure that fits SODAR, IR, NMR, and Mass Spectrum. Also, Cirse each group of hydrogens elabel them A, B, C to show the NMR assignments. 43 99

k. N,N-diisopropylethylamine 100 80 60 40 20- 25 50 75 100 125 m/z Identify the structure that give rise to the peak at m/z 72 and 114. I. Butyramide (C4H9NO) 100- 'NH2 80 60 40 20 10 20 30 40 50 60 70 80 90 m/z Identify the structure and provide the mechanism that give rise to the peak at m/z 59. Relative Intensity Relative Intensity

7. Propose a structure for the alkene having the mass spectrum shown below. Assume that there are no double bond rearrangements occurring. M+ is at 84, major fragments at 69, 43, 41. Identify the major fragmentations/fragments using a proposed structure.. MASS SPECTRUM 100 80 60 40 20 0.0+ 0.0 20 40 60 80 100 m/z Rel. Intensity

2

The iodination of salicylamide was carried out analogous to Experiment 12 in your "Green Organie Chemistry" textbook: Nal NaOCI `NH lodosalicylamide EIOH OH Salicylamide The 'H NMR spectra of the starting material and product are posted on Blackboard. Processed data are posted in the document A2-spectra.pdf. If you would rather process the data yourself, the raw FID's are also posted on Blackboard with the filenames shown below. In cach case the solvent is de-DMSO (if you process the data yourself, be sure to reference the center peak of DMSO to 2.5 ppm). Salicylamide (the starting material): The recrystallized iodosalicylamide (product) salicylamide.mrc iodo salicylamide xtal.mrc 8. In both the starting material and product the chemical shift of the hydroxyl proton is approximately 13 ppm. Table 21.2 in your “Techniques in Organic Chemistry" textbook gives 4.0 - 8.0 ppm as the typical range for phenolic protons. Explain this apparent discrepancy.

7. Suggest chemical structures for compounds A, B, and C, and answer the subsequent spectroscopy question Et 1. NaH Na,Cr207 LIAIHA (2 equiv) A в H2SO4, H20 Ét then H2O/N2OH 2. CH3I (2 equiv) (a) Provide structures for compounds A, B, and C. [Hint: Compound C has the formula C10H1402, M* = 166 ] (b) Compound C has the following 'H NMR chemical shifts: 8 3.36 (s, 6H), 4.43 (s, 4H), 7.31 (s, 4H). Label the chemically-inequivalent protons as HA, HB, Hc, etc. and clearly assign the chemical shifts. (c) Compound C has the following13C NMR chemical shifts: 8 58, 75, 128, 138. Label the chemically-inequivalent carbons as C1, C2, C3, and C4 and assign the chemical shifts (d) How could you use IR spectroscopy to confirm that compound B has reacted to form compound C? (e) Sketch the isotopic cluster for the mass spectrum of C. (e.g., What would the mass spectrum look like?)

1. Provide compounds consistent with the following data, briefly explain how each piece of data fits with the compound you provided. a) Compound 1 IR data: 1725 cm' (strong) Mass 100 Spec 2850-2950 cm' (medium) 80- 2.20 ppm (3Н, s) 4.12 ppm (2H, s) NMR data: 8 60 - 40- 20 - 0.0- 0.0 20 40 60 80 100 m/z

6. (Chapter 15 - 47b) An aromatic compound, C9H12 has the following H NMR spectrum and a peak at 750 cmt in its IR spectrum. Answer the following questions. Chem. shift Rel. area 1.19 2.31 2.64 7.13 1.50 1.50 1.00 2.00 TMS 10 3 O ppm Chemical shift (6) 4(a). The IR peak at 750 cm in its IR spectrum indicate that the compound is. disubstituted = 4(b) The name of the compound is = Intensity-

can u please explain ur answers thank u

Please don't provide handwritten solution ....

Step 1: Calculate the Index of Hydrogen Deficiency (IHD). Step 2: Use IR to determine obvious functional groups. Step 3: Use 1H-NMR to determine structural details.  Step 4: Confirm the final structure using 13C-NMR.   Find and draw the structure and give supporting data.

a. 2,2,3-trimethylbutane 100 MS-NJ-3103 80 40 20 10 20 30 40 50 60 70 80 90 100 m/z Identify the peaks that give rise to the peaks at m/z 57 and 85. e.g., m/z 85 m/z 57 Relative Intensity

What are the errors in the following answer?

Based on the photos below, could you give me the IR peaks information: Entry, λ (cm-1), and bond responsible for the peak

Please don't provide handwritten solution ....

Fragmentation A.26 Label each of the following in the mass spectrum of hexan-2-ol [CH3CH(OH)CH2CH2CH2CH3]: the molecular ion, the base peak, the fragment resulting from the loss of H2O, and a cleavage fragments. 100 45 Relative abundance 50 69 8487 102 ↓ 0 0 10 20 30 40 50 60 70 80 90 100 110

Use the spectral data given below to determine the structural formulas for reactant A and product B

9 C 2 H, d 2 H, d 8 6 Solution Process: 5 PPM 4 3 H, s 3 3 H, s 2 1 Analysis compound C: Structure of C (paste in chemdraw): 09 Proton NMR: report in this format shift (splitting, integration); e.g., 3.20 (t, 2H) alevlan (webmerlo ni eresa) O to entou de (naiisipeni pritiige) Hirle temot air ni noger:AMM motors com-Ingh ari tot poitilga ni 10123 stol

[References] All ethyl esters of long-chain aliphatic acids (for example, ethyl tetradecanoate, C13H27COOCH₂CH3) show significant fragment ions at m/z 88, 73, and 45. Draw the structure of the ion that gives the m/z 88 peak. star 14

An unknown compound described by the spectra below is a liquid (b.p. 161 C) with a measured elemental composition of 38.0% C, 7.4% H, and 37.6% Cl. Determine the structure of the unknown compound.

Spectroscopy Unknown. The spectra and data provided were obtained from a pure organic molecule. For ¹H NMR Spectra, the integral is given in number of hydrogens (#H) or as a relative ratio. Important coupling constants (J-values) are listed next to the peaks for some examples. For some spectra, an inset (grey box) is also given showing a "zoom-in" on an important part of the spectrum. Mass Spectrum (not shown): [M] = 177 (100%) m/z IR Spectrum (not shown): 3200 (sh m), 3060, 2981, 1685, 1600, 1495 cm³¹ (all listed are strong (s) unless otherwise indicated) ¹H NMR Spectrum (400 MHz, CDCl3, 25 °C) br s 180 10 1H (C) 8 160 1³C NMR Spectrum, proton-decoupled (125 MHz, CDCI3, 25 °C) 2H 2H (CH) (CH) (C) (C) 140 6 120 PPM 100 PPM 80 60 E 1H 3H S 2 (CH3) 40 (CH) 6H (CH3) 20

For questions 13-16, match the molecule (A-D) to the correct spectra. :0: :0: „Br он A D в 13. 13C-NMR 200 180 160 140 120 100 80 60 40 20 CDS-03-258 ppm 100 Mass spectrum 80 60 40 20 0.0+ 0.0 40 80 120 160 200 m/z Rel. Intensity

i need help with  predicting the Ir spectrom for the final product  i also need to make it look like the exanplem with the table and the ir spec i made an example og how it needs to look like and linked the lab called Electrophilic Aromatic Substitution: Friedel-CraftsAlkylation