2 s 1 CHEM 2425 Spectroscopy Lab Name: Instructions: Use the following information and draw out the labeled structures from the given information for each unknown compound. For your lab notebook page, you must show how each piece of information ('H NMR, 190 NMR, IR, MS, units of unsaturation and/or formula) given supports the structure you have determined. Compound A: Formula: C-H30 IR: peaks at 1600, 1490 cm 1 - Aromatic H-NMR: Shift (ppm) Multiplicity Integration 2.740-5l-213=4 - Benzene 7.1 Beted 6.8 Sett 2 4.8 2.3 Gerais 3 C-NMR: Shift (ppm) 159.66 129.50 120.72 113.96 55.06 H Compound B: Formula: C6H140 MS: Molecular ion: 102, M+16% Base peak: 43 IR: 1189 cm H-NMR: Shift (ppm) Multiplicity Integration 3.6 septuplet 2 1.1 d 12 HO Compound D: MS: m/z Relative % 55 50 134 100 135 4.4 136 98 C-NMR: Shift (ppm): 135.17 117.43 36.99 31.86 Multiplicity H-NMR: Shift (ppm) 5.8 5.14 3.40 2.62 Integration 1 2 2 2 t 9 Compound E: MS: m/2 Relative % 78 100 112 62 113 2.04 114 40.9 C-NMR: Shift (ppm): 55.93 49.54 22.45 H-NMR: Shift (ppm) 4.14 3.74 1.61 m Multiplicity Integration 1 t 2 d 3 MinerIsotope Massimo 13 Abundance of minor Isotope 1.1% CHEM 2425 Spectroscopy: Useful Information You should use these tables as reference during any qultor exam Common Approximate 'H Chemical Shifts Type of Proton Chemical Shirt (ppm) Proton on Broad Chemical shirt heterotom (ppm Alloy 0.8.13 Alcohol 0560 Ali 1.6-1.9 Amine 10-50 Ketone 2.1-2.16 Phenol 45-77 Betalic 22025 Add 10-13 Acetylenis 225-31 Ether, alcohol 3,340 Aly halido 3.1-30 Vinytic 4.6-5.7 Aromate 608.5 Aldehyde 9.5-10.5 Masses of major Isotopes Element Major Isotope Mass (g/mol) C 12 11 1 D 16 N 14 CI 35 79 37 24% Common Approximate Chemical Shirts Type of Carbon Chemical Shift (ppm Alkyl (or 0-50 Alkyl Halideramine 10-65 Alcohol or ether 50-90 Alleyne 60.00 Falkone or aromatic 100-170 Nitrile 120-110 Amide 150-180 Ester or carboxylic acid 160.185 Aldehyde or ketone 180 215 Bond type Common Infrared stretches Wave number (cm) Alkyl 3300-2700 Alkyne 2260 2100 Alkene 1680-1600 Aromatic -1600 and 1500-14.30 Carbanvico 1780 1650 CO 1250-1050 CN 1230.1020 0-1 alcohol 3650-3200 OH Carboxylic acid 3300-2500 Intensity Medium Medium weak Medium Strong to weak Strong Stron Medium Strong broad Strong very broad THD formula: (2C+2-H.X.N)/2