Sample: 4-cyclohexene-cis-1,2-dicarboxylic acid cast film 100 - 80 60 Analyze the IR Spectrum and HNMR Spectrum for cis-4-cyclohexene-1,2-dicarboxylic acid 40 H -OH OH 20 H o+ 4000 3500 3000 2500 2000 1500 1000 Wavenumber (cm"! ) FT-IR % Transmittance

Sample: 4-cyclohexene-cis-1,2-dicarboxylic acid cast film 100 - 80 60 Analyze the IR Spectrum and HNMR Spectrum for cis-4-cyclohexene-1,2-dicarboxylic acid 40 H -OH OH 20 H o+ 4000 3500 3000 2500 2000 1500 1000 Wavenumber (cm"! ) FT-IR % Transmittance

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...

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100 Transmittance 16T Relative Intensity 1. An oily liquid having a boiling point of 191°C and a melting point of -13°C. What is the structure of this compound? Major lons in the MS 50 (small) Major IR Absorptions 3066 cm-1 2230 (str) 1599 76 103 (base peak and molecular ion) 104 (=8% of base) 1492 1448 758 688 mmm T 1599 1492 1500 liquid film sample 0+ 4000 100 80 60 40 20 0 10 1 20 3066 3000 30 40 pump 2230 2000 50 50 vavenumber cm 60 m/z 70 1448 76 80 90 1000 758 680 103 100 110 500
CH3 CH3 OH H Br 100 20 3sea capillary fi in betueen salt plates 2sae 15ea LAVENUMBERS Copuright 1992 6ae. e In the space below sketch the Mass Spectrum of the compound circled above. Show up to 3 possible fragments. Be sure to note which is the base peak; and which is the molecular ion (M*). Abundance m/z -esg. 128 LOTT LEST * TRANSMITTANCE
опанит 1715 1600 IR Spectrum 100 4000 (liquid film) 43 80 75 60 M 40 20 % of base peak 10 3000 40 C 13C NMR Spectrum (20.0 MHz, CDCI solution) proton decoupled 9 80 200 ¹H NMR Spectrum (100 MHz, CDCI, solution) 101 8 2000 v (cm¹) M** 132 120 160 m/e 160 7 6 1200 120 Mass Spectrum 200 240 280 800 C-H 5 C6H1203 solvent L 80 4 -CH3 No significant UV absorption above 220 nm 3 H-C-H u -CH3 40 2 59 TMS 0 1 8 (ppm) TMS 0 8 (ppm)
IR Spectrum (liquid film) 184 4000 100 80 60 40 20 40 13C NMR Spectrum (50.0 MHz, CDCI, solution) proton decoupled 200 ¹H NMR Spectrum (600 MHz, CDCI, solution) 1 10 9 8 3000 % of base peak 80 128 my 2000 V (cm¹) 119 M+* 134 120 160 m/e expansion 124 ppm 160 1600 I 7 200 I 6 120 ppm 1200 800 Mass Spectrum C10 H14 280 solvent 80 240 I 5 7.4 1 4 expansion 3 Problem 95 UV Spectrum max 262 nm (log10 € 2.5) solvent: ethanol -CH3 C 40 7.2 2 1 0 8 (ppm) TMS 1 I 1 0 8 (ppm) 201
Which of the following structures corresponds to the mass spectrum shown below? Relative Intensity 100 80- 60 40 20 MS-NW-0358 0-mt 20 40 CI 60 80 100 120 m/z 140 160 180 M+ = 216 200 220
Relative Transmittance 1 0.8 0.6 0.4 3000 Anthracene INFRARED SPECTRUM www 2000 Wavenumber (cm-1) NIST Chemistry WebBook (https://webbook.nist.gov/chemistry) 1000 1- For the above shown IR-Spectrum (Indicate the structure of the organic molecule). What are the characteristic peaks present? 2- Show (or draw) the IR spectrum, The NMR Spectrum and the Mass spectrum for Methyl ethyl ester. 3- Show or hand draw the IR spectrum, The NMR Spectrum and the Mass spectrum for Acetyl Salicylic acid (commonly known as Aspirin)
The spectra (IR, ¹H NMR, ¹³C NMR and MS) of an unknown compound are shown in the following spetta. Based on these spectra, determine the structure of the unknown compound. Explain your answers clearly for each spectrum. Absorbance/% IR 2000 1500 1000 500 50- 100+ 4000 11 1H NMR 3000 Integration 9 10 2500 7.95 7.25 U 2 2 8 7 Wavenumbers/cm-1 6 5 ppm 4.30 2 3 2.35 3 2 1.35 3 T 1 O
4000 100 80 60 20 % of base peak 3376 40 10 3000 59 13C NMR Spectrum (50.0 MHz, CDCI, solution) 173 proton decoupled 200 I 9 80 ¹H NMR Spectrum (200 MHz, CDCI, solution) DEPT CH₂ CH₂ CH4 IR Spectrum (liquid film) 2000 M+88 (<1%) 120 1600 v (cm¹) m/e 160 160 I I 8 7 mmm 1 120 200 240 6 1200 . Mass Spectrum L 800 1 5 C5H₁20 280 solvent L 80 4 problem 78 3 No significant UV absorption above 220 nm 40 Il 08 (ppm) 1 2 1 TMS 0 8 (ppm)
Record your absorbance data for the YELLOW and RED dyes below. Calculate the dye concentration in mM for each cuvette using M1V2 = M2v2 . Remember the concentration of stock solutions (100^ % dye) is 0.020 mM(mM= millimolar =mm /L). Data for YELLOW: peak absorbance used on spectrophotometer =420nm Cuvette 1 - 100% dye = 0.680 absorption Cuvette 2 - 75% dye = 0.510 absorption Cuvette 3 - 50% dye = 0.340 absorption Cuvette 4 - 25% dye = 0.170 absorption Data for RED - peak absorption used on spectrophotometer = 500nm Cuvette 1 - 100% dye: 0.621 absorption Cuvette 2 - 75%: 0.466 absorption Cuvette 3 - 50% dye: 0.311 absorption Cuvette 4 - 25% dye: 0.1555 absorption
The intensity of M+, M+1, and M+2 peak are 100.0, 6.8, 31.9. How many carbons are in the compound? (whole number digit only) 100 MS-NW-5495 80 60 40 10 20 30 40 50 60 70 80 90 100 110 m/z Relative Intensity 20
IR Spectrum (CCl4 solution) U 4000 3000 100 80 60 40 20 JL 40 80 13C NMR Spectrum (100.0 MHz, CDCI, solution) % of base peak DEPT CH₂ CH₂ CH proton decoupled 200 ¹H NMR Spectrum (200 MHz, CDCI, solution) 10 9 8 2000 1693 v (cm¹) 155/157 120 160 m/e 160 7 1600 183/185 7.8 6 your 1200 120 800 Mass Spectrum C8H7OBr 280 solvent 80 M+= 198/200 200 240 expansion سلا 5 7.2 ppm 4 3 Problem 100 UV Spectrum max 258 nm (log₁0€ 4.2) solvent: ethanol 40 2 0 1 206 8 (ppm) TMS L 0 8 (ppm) 189
12. The mass spectrum of 2-methylhexane is shown below. What is the m/z value of the M* peak and of the base peak? Give possible structures of the fragments giving rise to the large peaks at m/z = 85,57, and 43. 100 - 80 - 40 20 50 60 70 80 90 100 10 20 30 40 m/z Relative Intensity