ORDER
REPRINTS
ALCOHOL OXIDATION
3391
1188, 1266, 1382, 1422, 1460, 1676, 1719, 2093, 2861, 2874, 2934, 2963,
3293 cmꢀ1
.
Cyclohexanone (2h)21 1H NMR (300 MHz, CDCl3) 1.74 (m, 2H), 1.86
(m, 4H), 2.35 (m, 4H); 13C NMR 25.03, 27.09 (2C), 41.99 (2C), 211.94; IR
(neat) 652, 749, 864, 908, 1017, 1118, 1221, 1311, 1338, 1422, 1449, 1714,
2863, 2938 cmꢀ1
.
2-Methylcyclohexanone (2i)21 1H NMR (300 MHz, CDCl3) 1.03 (d,
j ¼ 6.6 Hz, 3H), 1.36 (m, 1H), 1.64 (m, 2H), 1.83 (m, 1H), 2.07 (m, 2H),
2.30–2.43 (m, 3H); 13C NMR 14.74, 25.22, 28.01, 36.23, 41.88, 45.38, 213.55;
IR (neat) 647, 732, 816, 865, 918, 990, 1052, 1155, 1215, 1313, 1376, 1428,
1449, 1722, 2861, 2927 cmꢀ1
.
3-Methylcyclohexanone (2j)21 1H NMR (300 MHz, CDCl3) 1.02 (d,
j ¼ 6.2 Hz, 3H), 1.37 (m, 1H), 1.64–1.70 (m, 1H), 1.84–2.10 (m, 4H),
2.20–2.41 (m, 3H); 13C NMR 22.06, 25.32, 33.28, 34.21, 41.09, 49.96,
211.62; IR (neat) 751, 817, 866, 960, 1055, 1116, 1224, 1275, 1317, 1344,
1360, 1421, 1456, 1715, 2870, 2928, 2955 cmꢀ1
.
4-Methylcyclohexanone (2k)21 1.02 (d, j ¼ 6.20 Hz, 3H), 1.36–1.50 (m,
2H), 1.82–2.10 (m, 3H), 2.29–2.40 (m, 4H); 13C NMR 20.42, 30.53, 34.22,
40.20, 211.03; IR (neat) 745, 908, 957, 1003, 1122, 1184, 1248, 1331, 1421,
1459, 1717, 2870, 2929, 2955 cmꢀ1
.
4-tert-Butylcyclohexanone (2l)21 1H NMR (300 MHz, CDCl3) 0.91 (s,
9H), 1.39–1.51 (m, 4H), 2.03–2.12 (m, 1H), 2.26–2.40 (m, 4H); 13C NMR
27.61, 32.46, 41.30, 46.70, 212.46; IR (neat) 667, 703, 737, 841, 944, 1162,
1219, 1332, 1366, 1420, 1449, 1471, 1718, 2870, 2911, 2954 cmꢀ1
.
Benzil (2m)21 1H NMR (300 MHz, CDCl3) 7.50 (m, 4H), 7.63 (m, 2H),
7.96 (m, 4H); 13C NMR 128.87, 129.69, 132.76, 134.78, 194.23; IR (film)
683, 717, 795, 875, 998, 1071, 1172, 1210, 1323, 1450, 1579, 1594, 1658, 3029,
3064 cmꢀ1
.
(d, l)-Menthone (2n)21 1H NMR (300 MHz, CDCl3) 0.86 (d, J ¼ 6.7 Hz,
3H), 0.91 (d, J ¼ 6.7 Hz, 3H), 1.01 (d, J ¼ 6.2 Hz, 3H), 1.34–1.40 (m, 2H),
1.80–2.2 (m, 6H), 2.18–2.37 (m, 1H) ppm; 13C NMR 18.72, 21.22, 22.31,
25.92, 27.90, 33.96, 35.50, 50.87, 55.83, 212.09 ppm; IR (film) 608, 747, 866,
994, 1044, 1093, 1117, 1155, 1246, 1286, 1367, 1457, 1711, 2871, 2928,
2956 cmꢀ1
.
(d, l)-Camphor (2o)21 1H NMR (300 MHz, CDCl3) 0.84 (s, 3H), 0.91
(s, 3H), 0.96 (s, 3H), 1.13–1.47 (m, 2H), 1.60–1.73 (m, 1H), 1.85 (d,
j ¼ 18.3 Hz, 1H), 1.90–1.98 (m, 1H), 2.09 (t, j ¼ 4.5 Hz, 1H), 2.30–2.40 (dt,
j ¼ 3.84, 18.3 Hz, 1H); 13C NMR 9.26, 19.15, 19.78, 27.05, 29.90, 43.03,
43.29, 46.78, 57.69, 219.66; IR (film) 646, 748, 851, 944, 1020, 1044, 1092,
1276, 1322, 1372, 1390, 1416, 1447, 1742, 2873, 2960 cmꢀ1
.
Benzophenone (2p)22 1H NMR (300 MHz, CDCl3) 7.44 (m, 2H),
7.51–7.57 (m, 1H), 7.78 (m, 2H); 13C NMR 128.23, 129.98, 132.37, 137.52,