2.4. Specreoscopic data
N,N-dimethyl-nitrosoamine (1): 1H NMR (CDCl3, 400 MHz)/δ ppm: δH = 3.69 (s, 3H), 2.96 (s, 3H).
N,N-diethyl-nitrosoamine (2): 1H NMR (CDCl3, 400 MHz)/δ ppm: δH = 3.87 (q, 2H, 3JHH = 7.6 Hz), 3.33 (q, 2H, 3JHH = 7.6 Hz), 1.16 (t, 3H, 3JHH = 7.6 Hz), 0.85(t, 3H, 3JHH = 7.6 Hz).
N,N-diisopropyl-nitrosoamine (3): 1H NMR (CDCl3, 400 MHz)/δ ppm: δH = 4.99 (sep, 1H, 3JHH = 7.6 Hz), 4.20 (sep, 1H, 3JHH = 7.6 Hz), 1.41 (d, 6H, 3JHH = 7.6 Hz), 1.07 (d, 6H, 3JHH = 7.6 Hz).
N -nitrosopepiridine (4): 1H NMR (CDCl3, 400 MHz)/δ ppm: δH = 4.06 (m, 2H), 3.65 (m, 2H), 1.67 (m, 6H).
N -nitrosoproline (5: a mixture of E and Z isomers): 1H NMR (CDCl3, 400 MHz)/δ ppm: E isomer (67%): δH = 10.83 (s, 1H, COOH), 4.35 (m, 2H), 3.63 (“t”, 1H, 3JHH = 7.2 Hz), 2.13(m, 4H). Z isomer (33%): δH = 10.83 (s, 1H, COOH), 5.24 (“t”, 1H, 3JHH = 7.2 Hz), 4.35 (m, 2H), 2.13(m, 4H).
N -nitroso aniline (6): ῡmax (KBr)/cm− 1: 3053 (= C-H), 2935 (-C-H), 1600 − 1400 (C = C and N = N), 1396 (CH3 bending), 1000–1350 (C = O and C-N),760 and 690 (= C-H bending OOP of monosubstituted phenyl ring). 1H NMR (CDCl3, 400 MHz)/δ ppm: Z isomer (100%): δH = 7.54 (d, 2H, 3JHH = 7.6 Hz), 7.48 (“t”, 2H, 3JHH = 7.2 Hz), 7.36 (“t”, 1H, 3JHH = 7.6 Hz), 3.45 (s, 3H).
N,N-diphenyl nitrosamine (7): ῡmax (KBr)/cm− 1: 3060 (= C-H), 1600 − 1400 (C = C and N = N), 1000–1350 (C = O and C-N),755 and 692 (= C-H bending OOP of monosubstituted phenyl ring). 1H NMR (CDCl3, 400 MHz)/δ ppm: 7.54 (d, 2H, 3J = 7.6 Hz), 7.48 (“t”, 2H, 3J = 7.2 Hz), 7.36 (“t”, 1H, 3J = 7.6 Hz), 3.45 (s, 3H).
N -phenyl-N-(2-naphthyl)-nitrosamine 8: ῡmax (KBr)/cm− 1: 3060 (= C-H), 1600 − 1400 (C = C and N = N), 1000–1350 (C = O and C-N),753 and 689 (= C-H bending OOP of monosubstituted phenyl ring). 1H NMR (CDCl3, 400 MHz)/δ ppm: Z isomer (100%): δH = 8.14 (d, 1H, 3JHH = 7.6 Hz), 7.9–7.7 (m, 4H), 7.6–7.4 (m, 4H), 7.42 (“t”, 1H, 3JHH = 7.6 Hz), 7.37 (d, 1H, 4JHH = 1.6 Hz), 7.34 (d, 1H, 3JHH = 8.0 Hz).
N -nitroso 1,2,3,4-tetrahydro quinoline (9: a mixture of E and Z isomers): ῡmax (KBr)/cm− 1: 3060 (= C-H), 2945 (-C-H), 1600 − 1400 (C = C and N = N), 1000–1350 (C = O and C-N),757 (= C-H bending OOP of ortho-disubstituted phenyl ring). 1H NMR (CDCl3, 400 MHz)/δ ppm: Z isomer (80%): δH = 8.07 (“t”, 1H, 3J = 8 Hz), 7.28 (m, 3H), 3.90 (t, 2H, 3J = 6.4 Hz), 2.77 (t, 2H, 3J = 6 Hz), 2.01 (quin, 2H, 3J = 6 Hz). E isomer (20%): δH = 6.94 (m, 2H), 6.6 (“t”, 1H, 3J = 6.4 Hz), 6.47 (d, 1H, 3J = 8 Hz), 3.28 (t, 2H, 3J = 6.4 Hz), 2.75 (t, 2H, 3J = 6 Hz), 1.99 (quin, 2H, 3J = 6 Hz).
N -nitroso 1,2,3,4-tetrahydro isoquinoline (10: a mixture of E and Z isomers): ῡmax (KBr)/cm− 1: 3069 (= C-H), 2935 (-C-H), 1600 − 1400 (C = C and N = N), 1000–1350 (C = O and C-N),770 (= C-H bending OOP of ortho-disubstituted phenyl ring). 1H NMR (CDCl3, 400 MHz)/δ ppm: E isomer (27%): δH = 7.28 (m, 4H), 4.85 (s, 2H), 4.67 (t, 2H, 3J = 6 Hz), 3.10 (t, 2H, 3J = 6 Hz). Z isomer (73%): δH = 7.28 (m, 2H), 5.41 (s, 2H), 3.91 (t, 2H, 3J = 6 Hz), 2.95 (t, 2H, 3J = 6 Hz).
N -nitroso-3-carboxyl-1,2,3,4-tetrahydro isoquinoline (11: a mixture of E and Z isomers): 1H NMR (CDCl3, 400 MHz)/δ ppm: Z isomer (60%): δH = 7.28 (m, 4H), 5.90 (m, 1H), 5.1 (AB quartet, 1H, 2J = 14 Hz), 4.65 (AB quartet, 1H, 2J = 14 Hz), 3.50 (m, 2H). E isomer (40%): δH = 7.28 (m, 4H), 5.68 (AB quartet, 1H, 2J = 14 Hz), 5.31 (AB quartet, 1H, 2J = 14 Hz), 4.90 (m, 1H), 3.20 (m, 2H).
N -nitroso indoline (12): ῡmax (KBr)/cm− 1: 3069 (= C-H), 2945 (-C-H), 1600 − 1400 (C = C and N = N), 1000–1350 (C = O and C-N),758 (= C-H bending OOP of ortho-disubstituted phenyl ring). 1H NMR (CDCl3, 400 MHz)/δ ppm: E isomer (100%): δH = 7.84 (d, 1H, 3J = 8 Hz), 7.33 (m, 2H), 7.25 (“t”, 1H, 3J = 8 Hz), 4.15 (t, 2H, 3J = 8 Hz), 3.22 (t, 2H, 3J = 8 Hz).
N -nitroso morpholine (13 and 14): ῡmax (KBr)/cm− 1: 2923 (-C-H), 1600 − 1400 (C = C and N = N), 1000–1350 (C = O and C-N). 1H NMR (CDCl3, 400 MHz)/δ ppm: δH = 3.02 (m, 2H), 2.62 (m, 6H).
N -nitroso pepiridine-4-ol (15): ῡmax (KBr)/cm− 1: 3370 (OH), 2936 (-C-H), 1600 − 1400 (C = C and N = N), 1000–1350 (C = O and C-N). 1H NMR (CDCl3, 400 MHz)/δ ppm: δH = 4.45 (m, 1H), 4.16 (m, 2H), 3.97 (m, 1H) 3.80 (m, 1H), 2.18 (brs, 1H, OH).
4-nitrosopepiridine-1-yl-ethanole (16): ῡmax (KBr)/cm− 1: 3410 (OH), 2932 (-C-H), 1600 − 1400 (C = C and N = N), 1000–1350 (C = O and C-N). 1H NMR (CDCl3, 400 MHz)/δ ppm: δH = 4.3 (t, 2H, 3J = 6 Hz), 3.86 (m, 2H, 3J = 2.4 Hz), 3.68 (m, 2H, 3J = 2.8 Hz), 2.75 (m, 2H, 3J = 5.6 Hz), 2.63 (m, 2H, 3J = 2.8 Hz), 2.52 (t, 2H, 3J = 2.8 Hz), 2.35 (brs, 1H, OH).
N -benziyl-N-phenyl-nitrosamine (17): ῡmax (KBr)/cm− 1: 3032 (= C-H), 2932 (-C-H), 1600 − 1400 (C = C and N = N), 1000–1350 (C = O and C-N). 1H NMR (CDCl3, 400 MHz)/δ ppm: Z isomer (100%): δH = 8.2–7.9 (m, 1H), 7.7–7.5 (br. d, 2H, 3J = 8), 7.5–7.4 (m, 2H, Ar–H), 7.4–7.15 (br. m, 4H, Ar–H), 7.15–7.05 (d, 1H, 3J = 7.2 Hz), 5.3 (s, 2H).
N,N-dibenziyl nitrosamine (18): ῡmax (KBr)/cm− 1: 3032 (= C-H), 2933 (-C-H), 1600 − 1400 (C = C and N = N), 1000–1350 (C = O and C-N). 1H NMR (CDCl3, 400 MHz)/δ ppm: δH = 7.42–7.36 (“t”, 4H, 3J = 7.2 Hz), 7.33–7.28 (“t”, 3H, 3J = 6.8 Hz), 7.27–7.23 (“t”, 1H), 7.08–7.03 (“t”, 1H), 5.21 (s, 1H), 4.67 (s, 1H), 3.86 (s, 2H).
N,N-disyclohexyl nitrosamine (19): ῡmax (KBr)/cm− 1: 2934 (-C-H), 1600 − 1400 (C = C and N = N), 1000–1350 (C = O and C-N). 1H NMR (CDCl3, 400 MHz)/δ ppm: δH = 4.88 (m, 1H), 3.72 (m, 1H), 2 − 1 (m, 20H).
1,4-dinitroso piperazine (20): ῡmax (KBr)/cm− 1: 2926 (-C-H), 1600 − 1400 (C = C and N = N), 1000–1350 (C = O and C-N). 1H NMR (CDCl3, 400 MHz)/δ ppm: Anti isomer (54%): δH = 4.4 (“t”, 1H, 3J = 6 Hz), 4.04 (“t”, 1H, 3J = 6 Hz). Cin isomer (46%): δH = 4.56 (s, 1H), 3.81 (s, 1H).