仪器分析补充2.pptVIP

Exercise Formula of compound A is C5H8O2, its UV maximum absorption wavelength is 208nm, chemical analysis has proved that it is not ester. Figure 10.4 is IR spectra of the compound, Please give its possible structure. Degree of unsaturation: ?=1+n4+(n3-n1)/2 =1+5+(0-8)/2=2 ◆ According UV spectral characteristic(lmax =208nm), the compound might be a a,b-single-substituted alkenyl ester (or anhydride or ketone, a,b-单取代烯酯, 烯醛或烯酮) ◆ Above result suggests that there are two unsaturated bonds in the molecule, excluding saturated compounds, aromatics 以上结果表明, 该化合物不可能为饱和化合物及芳香族化合物, 可能为双键单取代a,b-不饱和羰基化合物. ◆In the IR spectra, there is a strong absorption peak at 1730cm-1, it indicates existence of carboxyl(C=O). ◆A weak peak in the 1600-1680cm-1 means existence of –C=C-(stretching vibration)(可能为稀烃) 以上特征表明,该化合物不可能为醇, 酚和炔类化合物, 可能含有烯键, 和羰基. ◆No absorption bands in the higher frequency region than 3200cm-1, excluding existence of –OH, for example, alcohols, phenols, and acids. ◆No absorption band at 2200cm-1, excluding alkynes(炔). 以上特征表明, 该化合物中含有-CH3, -C=O, 和端基双键 ◆An absorption band at 1450cm-1 means existence of –CH3(symmetrical bend). ◆ Strong peaks in the region of 1150-1200cm-1 suggest –C-O . ◆Two peaks at 920cm-1 and 1020cm-1 are respectively out-of- plane bending vibrations of C-H bond of –C=CH2 group(端基稀烃) ◆There are some middle strong sharp peaks in the region of 2850-3050cm-1, which indicates existence of unsaturated C=C-H and saturated C-H. -CH2-H -C-O -C=CH-H Saturated unsaturated C-H 3000 2000 1000 600 根据题意,该化合物不含醚氧原子, 因此, 分子中的两个氧原子只可能以酯基的形式存在。 除去两个双键碳原子和一个羰基碳原子, 剩余两个碳原子中只有一种可能性, 即一个碳原子取代双键上a位的氢原子, 一个碳原子与酯基上的氧原子相连. 综合以上结果,可以得出该化合物的结构简式为: H2C=C(CH3)COOCH3