有机化合物波谱解析练习
有 机 化 合 物 波 谱 解 析
练 习 题
2006-9
一、UV
1、计算下列化合物的λmax(nm) 1.1、
a
1.2、
b
O
c
a
b
2、下列化合物能否用UV的λmax区别? 2.1
b
a
2.2 a
2.3
b
a
O
b
O
2.4 a 2.5
b
b
O
a
二、IR
1、C7H9ON
3420,3320 (M)
3060,2960,2860 (M) 2850 (M)
1600,1500 (M) 1225 (M) 745 (M)
2、C7H8O2 3420 (S)
2965,2870,2850 (M)
1600,1500,1460,1370 (S)
1254,1185,1050,1035,755 (S)
3、C8H
10
4、C8H
10
5、C8H10
6、C8H10
7、C14H14
3020,3040,3060 (M) 2938,2918,2860 (M)
1600,1584,1493,1452 (M) 750,720 (M)
8、C9H12 3010 (M)
2970,2900,2850 (M) 1600,1490,1450 (M) 1376,1356 (M)(1:1) 1150(M) 763,698(S)
9
、C13H10O
10、
C7H6O3
三、NMR
Two isomeric hydrocarbons,A and B, of C5H10 were separated by GC and give the 1、
following 13C data:
A: 13(q), 17(q), 26(q), 118(d), and 132(s)ppm B: 13(q), 22(q), 31(t), 109(t)and 147(s)ppm Deduce structures for the olefins.
2、A compound gives a molecular ion in its EI spectrum at m/z 94. this value is
unchanged when the compound is introduced into the mass spectrometer in the presence of D2O. A high resolution measurement establishes the molecular formula as C5H6N2. The compound gives the following 13C-NMR spectrum: 16(t), 22(t), 119(s)ppm Deduce its stucture.
3、Three isomeric compounds C4H8O3 give the following 1H spectra. Deduce
plausible structures for them.
Compound 1: 1.3(3H, t, J = 7Hz), 3.6(2H, q, J = 7Hz), 4.15(2H, s), 12.1(1H, s)ppm. Compound 2: 1.2(3H, d, J = 7Hz), 2.35(2H, d, J = 7Hz), 4.15(1H, 1:5:10:10:5:1 sextet, J = 7Hz)ppm. Spectrum run in D2O.
Compound 3: 3.5(3H, s), 3.8(3H, s), 4.05(2H, s)ppm
4、下列各题中,分别给出个化合物的分子式,NMR谱个基团上的H的化学位移,峰形和氢的数目。试推断结构(δ,ppm;J=7Hz)。
,2.3(q,2H),3.6(S,3H) 4.1、C4H8O2:1.2(t,3H)
,3.0(q,2H),7.4~8.0(m,5H) 4.2、C9H10O:1.2(t,3H)
4.3、C10H14:1.3(S,9H),7.2(m,5H)
,7.2(m,5H) 4.4、C8H7N:3.7(s,2H)
4.5、C14H14:2.9(s,4H),7.2(m,10H)
4.6、C10H12O2:1.2(t,3H),3.5(s,2H),4.1(q,2H)7.1(m,5H)
四、MS
1、下列两个质谱图,哪个是3-甲基-2-戊酮,哪个是4-甲基-2-戊酮
2、 3、
4、C7H5ClO 5 C10H12O
6 C9H14 7 C7H7Br
五、综合练习
1、
2
、
3、
4、
5、
6
、某化合物的波谱数据如下,试推断其结构
IR:νmax(cm-1)3600,3030,1600,1500,1160,1010,760,690 1H-NMR(δppm):2.8(s,1H),7.3(s,15H)
MS(m/z):260,183,78
7、某化合物m/z:134(M+),119,105;1H-NMR(δppm):1.1(t,6H),2.5(q,4H),7.0(s,4H),试推断其结构。
8、