Question

Compound 21 is a liquid (boiling point 60" C) that has Z stereochemistry. The Mass, IR, and H NMR spectra, along with 13C NMR data, are given below. Elemental Analysis: C, 24.78; H, 208; contains a halogen Mass Spectrum 61 96 98 30 40 50 60 70 80 90 100 110 120 130 140 150 180 170 180 190 200 mVe Infrared Spectrum Wave Number, cm - 4000 3000 2500 1500 2000 1300 1200 1100 800 700 1000 900 ww 5 6 7 10 12 13 14 15 Wavelength, microns 'H NMR 1 ppm, & 5 3 2 "C Spectral Data: Structure: doublet, 16.3 ppm 02000 Brooks/Cole Publishing Company suau eouequosqy

Answer 1

Compound 21 is a liquid (boiling point 60° C) that has Z stereochemistry. The Mass, IR, and 'H NMR spectra, along with 13C NMR data, are given below. Elemental Analysis: C, 24.78; H, 2.08; contains a halogen. Mass Spectrum The compound contains two Chlorine atoms. Intensity H ITTTTTTTTTTTT 70 80 90 100 110 120 130 140 150 160 170 180 190 200 30 40 50 60 mle Infrared Spectrum 4000 3000 2500 2000 Wave Number, cm 1 1500 1300 1200 1100 1000 900 DO 700 W- Absorbance NO IR active functional groups. C-Cl stretching is present in finger print region =C-CI Stretching 5 6 9 Wavelength, microns 10 11 12 13 14 15 'H NMR One environment protons appers ppm, & P Structure: "C Spectral Data: doublet, 116.3 ppm One environ ment carbon appears O2000 Brooks/Colc Publishing Company

Using the information we can deduce the structure

CI CI (Z)-1,2-dichloroethene Chemical Formula: C2H2Cl2 Molecular Weight: 96.9380 Elemental Analysis: C, 24.78; H, 2.08; CI, 73.14 ChemNMR 'H Estimation 6.46 H 6.46H PPM ChemNMR 13C Estimation 120.2 120.2mci 120 100 80 60 40 ' 20 ' PPM