习题
1.化合物A(C4H7Cl O2)的IR与1 H NMR谱如下,推导其结构并归属.
图4-70 化合物A(C4H7ClO2)的IR与1 H NMR谱
2.化合物B(C3H5Cl O2)的IR、1 H NMR与MS谱如下,推导其结构并归属.
图4-71 化合物B(C3H5ClO2)的IR、1 H NMR与MS谱
3.化合物C(C10H12O2)的IR与1 H NMR谱如下,推导其结构并归属.
图4-72 化合物C(C10H12O2)的IR与1 H NMR谱
4.化合物D(C11H14O2)的IR与1 H NMR谱如下,推导其结构并归属.
图4-73 化合物D(C11H14O2)的IR与1 H NMR谱
5.C6H12
A νmax2 928,2 853,1 460 cm-1.δH1.43(s);δC27.1 ppm.
B νmax2 964,2 870,1 462,1 375 cm-1.δH1.80~1.18(m,9 H),0.97(d,3 H)ppm.δC34.8,34.7,25.4,20.8 ppm.
C νmax2 994,2 918,2 863,1 449,1 371,1 169 cm-1.δH1.64(s)ppm;δC123.5,20.4 ppm.
D νmax3 001,2 964,2 868,1 643,1 463,1 362,911 cm-1.δH5.83(dd,1 H),4.93(dd,1 H),4.82(dd,1 H),1.01(s,9 H);δC149.8,109.0,33.7,29.2.
E νmax3 080,2 962,2 861,1 642,1 467,1 379,910(s)cm-1.δH5.80(m,1 H),4.96(m,1 H),4.92(m,1 H),2.06(m,2 H),1.57~1.07(m,4 H),0.90(t,3 H)ppm;δC139.2,114.2,33.7,31.4,22.4,14.0 ppm.
F νmax3 026,2 962,2 876,1 456,965 cm-1.δH5.45~5.42(m,2 H,J=16.0 Hz),1.95(m,2 H),1.64(d,3 H),1.36(sextet,2 H),0.88(t,3 H);δC131.6,124.8,34.9,22.9,17.9,13.7 ppm.
G νmax3 008,2 936,1 666,1 464,716 cm-1.δH5.33(m,2 H,J=12.0 Hz),2.03(m,4 H),0.96(t,6 H)ppm.;δC131.1,20.6,14.5 ppm.
6.C6H10O
A νmax2 941,2 864,1 715,1 460,1 311,1 222,1 119 cm-1.δH2.35(t,4 H),2.07~1.55(m,6 H)ppm;δC211.6,42,27,25 ppm.
B νmax2 964,2 814,2 735,1 695(s),1 638(w),1 154,976 cm-1.δH9.51(d,1 H),6.85(m,1 H),6.13(m,1 H,J 15.6 Hz),2.32(m,2 H),1.54(sextet,2 H),0.97(t,3 H);δC194,158.7,133.2,34.7,21.2,13.6 ppm.
C νmax1 690(s),1 620(s),1 368,965 cm-1.δH6.09(m,1 H),2.16(s,3 H),2.14(d,3 H),1.88(d,3 H);δC198.4,154.8,124.3,31.6,27.6,20.6 ppm.
7.C6H12O
A νmax3 331,2 932,2 855,1 452,1 068 cm-1.δH3.58(m,1 H),2.63(s,1 H),2.04~1.04(m,10 H)ppm;δC70.1,35.5,25.6,24.4 ppm.
B νmax2 965,2 878,1 715(s),1 460,1 377 cm-1.δH2.41(q,2 H),2.39(t,2 H),1.60(sextet,2 H),1.06(t,3 H),0.92(t,3 H);δC211.6,44.4,35.9,17.5,13.8,7.8 ppm.
C νmax2 973,1 719(s),1 465,1 378,1 101 cm-1.δH2.63(m,1 H),2.48(q,2 H),1.10(d,6 H),1.05(t,3 H);δC215.3,40.6,33.4,18.4,7.9.m/z 100(19),71(18),57(100),43(66),29(39).
D νmax1 714(s)cm-1.δH2.46(m,1 H),2.14(s,3 H),1.68(m,1 H),1.41(m,1 H),1.10(d,3 H),0.89(dd,3 H)ppm.δC212.8,48.7,28.0,26.0,15.8,11.6 ppm.m/z 100(17.6),72(50.7),57(68),43(100).
E νmax2 962,1 613,1 205(s)cm-1.δH6.46(dd,1 H),4.17(dd,1 H),4.96(dd,1 H),3.68(t,2 H),1.61(m,2 H),1.39(m,2 H),0.94(t,3 H)ppm;δC152.1,86.2,67.8,31.3,19.3,13.8 ppm.
8.C6H12O2(www.xing528.com)
A νmax2 963,1 743(s),1 367,1 244(s),1 038 cm-1.δH4.06(t,2 H),2.04(s,3 H),1.60(p,2 H),1.39(sextet,2 H),0.94(t,3 H)ppm;δC171,64.4,30.8,20.9,19.3,13.8.m/z 73(14),56(44),43(100)ppm.
B νmax2 965,2 878,1 746(s),1 381,1 238(s),1 039 cm-1.δH3.85(d,2 H),2.05(s,3 H),1.93(m,1 H),0.94(d,6 H)ppm;δC171,70.7,27.8,20.8,19.1 ppm.m/z 73(18),56(34.6),43(100).
C νmax2 969,1 739(s),1 257,1 180 cm-1.δH4.12(q,2 H),2.27(t,2 H),1.65(m,2 H),1.26(t,3 H),0.96(t,3 H);δC173.6,60.1,36.3,18.6,14.3,13.7 ppm.m/z 116(4.7),88(51.5),71(100),43(99.5),29(65).
D νmax2 977,2 876,1 737(s),1 285,1 166(s)cm-1.δH3.66(s,3 H),1.20(s,9 H)ppm;δC178.9,51.7,38.8,27.3 ppm.m/z 116(5),88(51),71(100),43(99),29(65).
E νmax2 973,1 741(s),1 363,1 190(s),1 084 cm-1.δH4.03(t,2 H),2.32(q,2 H),1.65(m,2 H),1.15(t,3 H),0.95(t,3 H);δC174.5,65.9,27.7,22.2,10.4,9.2 ppm.m/z 75(41.5),57(100),43(21),29(33).
F νmax2 984,1 738(s),1 375,1 201(s),1 113 cm-1.δH5.0(m,1 H),2.28(q,2 H),1.23(d,6 H),1.12(t,3 H);δC174,67.4,28,22,9.2 ppm.m/z 75(34),57(100),43(46),29(22).
G νmax3 300~2 500,1 711(s),937 cm-1.δH11.2(s,1 H),2.35(t,2 H),1.64(p,2 H),1.33(m,4 H),0.92(t,3H);δC180.8,34.2,31.4,24.5,22.4,13.9.m/z 73(44),60(100),41(26),29(14).
9.C8H10
A νmax3 028,2 967,2 875,1 606,1 496,1 453,746,697(s)cm-1.δH7.45~7.0(br s,5 H),2.63(q,2 H),1.22(t,3 H);δC144.2,128.4,127.9,125.6,29,15.6.m/z 106(37),91(100),77(7).
B νmax3 018,2 940,1 496,1 467,742(s)cm-1.δH7.07(br s,4 H),2.22(s,6 H)ppm;δC136.4,129.6,125.8,19.7 ppm.m/z 106(63),105(26.4),91(100),77(11).
C νmax3 016,2 921,2 864,1 614,1 492,1 376,769(s),691 cm-1.δH7.11~6.94(m,4 H),2.29(s,6 H)ppm;δC137.7,130.0,128.2,126.1,21.3 ppm.m/z 106(71),105(29),91(100),77(11).
D νmax3 020,2 923,2 868,1 616,1 464,1 378,795(s)cm-1.δH7.05(s,4 H),2.30(s,6 H)ppm;δC134.7,129.0,20.9 ppm.m/z 106(66),105(28),91(100),77(12).
E νmax2 980,2 940,2 880,1 466,1 311,1 068 cm-1.δH2.25(q,4 H),1.15(t,6 H)δC78.7,64.9,14.5,13.0 ppm.
10.C10H12O
A νmax2 964,2 979,1 687(s),1 449,1 002,736,691 cm-1.δH7.95(m,2 H),7.55~7.42(m,3 H),2.93(t,2 H),1.77(m,2 H),1.0(t,3 H)ppm;δC200.2,137.2,132.8,128.6,128.0,40.5,17.8,13.9 ppm.m/z 148(16),120(10),105(100),77(48),51(16).
B νmax2 975,2 979,1 683(s),1 226,981,731,705 cm-1.δH7.95(m,2 H),7.67~7.31(m,3 H),3.54(m,1 H),1.22(d,6 H)ppm;δC204.2,136.4,132.8,128.6,128.3,35.4,19.2 ppm.m/z 148(8),105(100),77(37),51(13).
C νmax1 703(s),1 608,829 cm-1.δH9.96(s,1 H),7.80(d,2 H),7.38(d,2 H),2.97(m,1 H),1.28(d,6 H)ppm;δC191.8,156.2,134.6,130.0,127.1,34.5,23.6 ppm.
D νmax2 968,1 682(s),1 608,1 368,1 269,833 cm-1.δH7.87(d,2 H),7.27(d,2 H),2.70(q,2 H),2.56(s,3 H),1.25(t,3 H)ppm;δC197.5,150.0,135.1,128.6,128.1,28.9,26.4,15.2 ppm.
E νmax2 979,1 686(s),1 609,789 cm-1.δH7.85(d,2 H),7.24(d,2 H),2.95(q,2 H),2.39(s,3 H),1.21(t,3 H)ppm;δC200.2,143.5,134.6,129.2,128.2,31.6,21.5,8.3 ppm.
F νmax3 028,1 717(s),1 609,1 163,750,700 cm-1.δH7.41~6.99(br s,5 H),2.87(t,2 H),2.75(t,2 H),2.11(s,3 H)ppm;δC207.7,141.0,128.5,128.3,126.1,45.1,39.9,29.7 ppm.
11.C10H10
A νmax3 081,2 978,2 208,1 492,766,692 cm-1.δH7.39~7.20(m,5 H),2.39(q,2 H),1.21(t,3 H)ppm;δC131.6,128.2,127.5,124.3,91.6,80.1,14.0,13.1 ppm.
B νmax3 031,2 882,1 667,1 581,1 497,1 466,745(s),660 cm-1.δH7.09(m,4 H),5.88(m,2 H),3.35(m,4H)ppm;δC134.2,128.4,125.9,124.8,29.8 ppm.
12.C14H12
A νmax3 021,1 598,1 496,1 452,966(s),767(s),699(s)cm-1.δH7.48~7.21(m,10 H),7.15(s,2 H)ppm;δC137.4,128.7,128.0,127.6,126.5 ppm.λmax295.5 nm(ε29 000).
B νmax3 024,1 600,1 495,1 444,925,781(s),698(s)cm-1.δH7.38~6.98(br s,10 H),6.57(s,2 H)ppm;δC137.2,130.2,128.8,128.2,127.0 ppm.λmax280.0 nm(ε13 500).
C νmax3 057,1 610,1 496,1 444,898(s),773,698 cm-1.δH7.31(s,10 H),5.45(s,2 H)ppm;δC150.1,141.5,128.2,128.1,127.6,114.2 ppm.
13.C8H9NO2
A νmax3 326,3 166(s),1 667(s),1 611,1 509,1 261,838 cm-1.δH9.66(br s,1 H),9.14(s,1 H),7.35(d,2 H),6.69(d,2 H),1.99(s,3 H);δC167.4,153.2,131.0,120.9,115.0,23.6 ppm.m/z 151(44),109(100).
B νmax3 468,3 371,1 681(s),1 605(s),1 290,1 175,771 cm-1.δH7.84(d,2 H),6.62(d,2 H),3.94(br s,2 H),3.84(s,3 H)ppm;δC167.4,151.4,131.6,119.3,113.8,51.6 ppm.m/z 151(47),120(100),92(32).
C νmax3 375,3 320~2 500,1 688(s),1 603(s),1 178,771 cm-1.δH12.03(s,1 H),7.72(d,2 H),6.55(d,2 H),6.45(s,1 H),2.73(s,3 H)ppm;δC167.5,153.4,131.1,116.7,110.4,29.1 ppm.m/z 151(47),120(100),92(32).
D νmax3 392(s),3 172,1 661(s),1 618,1 264,1 025,863 cm-1.δH7.88(d,2 H),7.19(br s,2 H),6.99(d,2 H),3.81(s,3 H)ppm;δC167.6,161.6,129.4,126.5,113.4,55.2 ppm.m/z 151(56),135(100),92(17),77(24).
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