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is high-boiling liquid that contains one mole of halogen. The Mass, IR, and 1H NMR spectra, along with T3 given J below. a The coupling constant for the peaks at 6.45 and 6.9 ppm in the ¹H NMR is J = 15 Hz, suggesting H, 3.85; E NMR stereochemistry data, are (Z stereochemistry typically displays a coupling constant of J = 10 Hz.) Elemental Analysis: C, 52.49; contains halogen. Mass Spectrum 103 182 184 77 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200 m/e Infrared Spectrum Wave Number, cm -1 4000 3000 2500 2000 1500 1300 1200 1100 1000 900 800 700 1 1 6 7 8 9 10 11 12 13 14 15 3 4 5 Wavelength, microns 'H NMR 5 1 1 6 5 4 3 2 1 ppm, 8 Structure: 13C Spectral Data: doublet, 150.0 ppm; singlet, 134.9 ppm; doublet, 128.4 ppm; doublet, 127.7 ppm; doublet, 126.2 ppm; doublet, 98.2 ppm

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Mass Spectrum:
Look for these isotope peak ratios to confirm the presence of a halogen. Keep in mind that the two isotopes of Cl are 35 and 37, (with 35 being three times more abundant than 37) and the isotopes of Br are 79 and 81 (with roughly equal abundance).
In this Mass Spectrum we have an M+ and M+2 with approx. a 1:1 ratio, and they are at a pretty darn large mass number (M+ = 182, [M+2]+ = 184) we are probably looking at a compound containing Br.
So given the M+ should correspond to a molecule containing 1 Br atom with atomic weight 79, then “the rest of the molecule” (the C and H part) should weigh 103. The peak seen at m/z = 103 is simply “the rest of the molecule” after the Br is lost.
Quick calculations with C= 12 and H = 1 looks like maybe C8H7 (8 x 12 = 96 + 7 x 1 = 103). This would result in a formula of C8H7Br, which is certainly possible. Calculation of Degrees of Unsaturation shows 5 degrees of unsaturation, which...

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