Research Article

Molecular Structure and Vibrational Spectra of 2-Ethylhexyl Acrylate by Density Functional Theory Calculations

Table 1

Optimized geometries of s-cis and s-trans 2-ethylhexyl acrylate conformations by DFT//B3LYP/6-311+G**.

Internal coordinatesLevel of theory DFT/6-311+G**  s-cis EHAs-cis methyl acrylateaDFT/6-311+G**  s-trans EHAs-trans methyl acrylateb

Bond lengths ( )
 C1H21.0841.0831.074
 C1H31.0831.0841.075
 C1C41.3311.341(7)1.3321.319
 C4H51.0841.0841.075
 C4C61.4861.484(6)1.4841.484
 C6O71.2101.211(2)1.2111.191
 C6O81.3511.349(3)1.3481.325
 O8C91.4481.439(3)1.4481.417
 C9H101.0931.093
 C9H111.0931.092
 C9C121.5261.526
 C12H131.0981.098
 C12C141.5431.543
 C14H151.0971.097
 C14H161.0961.096
 C14C171.5311.531
 C17C181.0941.094
 C17H191.0931.093
 C17H201.0921.092
 C12C211.5491.549
 C21H221.0971.097
 C21H231.0941.094
 C21C241.5341.534
 C24H251.0971.097
 C24H261.0951.095
 C24C271.5331.533
 C27H281.0971.097
 C27H291.0971.096
 C27C301.5311.531
 C30H311.0941.093
 C30H321.0941.094
 C30H331.0941.094
Bond angles (°)
 H2C1H3118.049117.591
 H2C1C4120.479121.432121.7
 C1C4H5122.220121.739122.1
 C1C4C6121.072120.3(8)124.970124.2
 C4C6O7125.710126.1(5)123.066122.9
 C4C6O8110.564110.3(3)113.320113.7
 C6O8C9116.570116.4(5)116.493116.8
 O8C9H10108.658108.697
 O8C9H11108.313108.339
 O8C9C12108.522108.488
 C9 C12C14108.099108.115
 C12C14H15108.729108.720
 C12C14H16108.539108.544
 C12C14C17115.410115.400
 C14C17H18111.304111.345
 C14C17H19110.477110.478
 C14C17H20112.028112.001
 C9C12C21111.382111.384
 C12C21H22109.228109.231
 C12C21H23109.005109.019
 C12C21C24114.775114.824
 C21C24H25108.695108.731
 C21C24H26110.286110.291
 C21C24C27113.287113.308
 C24C27H28109.207109.229
 C24C27H29109.217109.208
 C24C27C30113.280109.208
 C27C30H31111.428111.428
 C27C30H32111.218111.209
 C27C30H33111.189111.202
Dihedral angles (°)
 H3H2C1C4 180−179.908
 H2C1C4H5−179.977179.808
 H2C1C4C60.0370.106
 C1C4C6O7−0.166178.652
 C1C4C6O8179.844−1.298
 C4C6O8C9179.896179.515
 C6O8C9H1055.60655.506
 C6O8C9H11−61.282−61.454
 C6O8C9C12177.303177.169
 O8C9 C12H1355.02454.463
 O8C9C12C14171.114170.547
 C9C12C14H1561.84461.568
 C9C12C14H16−53.102−53.378
 C9C12C14C17−175.215−175.516
 C12C14C17H1856.95757.249
 C12C14C17H19176.491176.782
 C12C14C17H20−63.865−63.596
 O8C9C12C21−63.322−63.915
 C9C12C21H22−96.883−97.147
 C9C12C21H2318.58718.279
 C9C12C21C24139.536139.298
 C12C21C24H25−59.615−59.061
 C12C21C24H2656.21456.717
 C12C21C24C27178.823179.360
 C21C24C27H28−58.771−58.768
 C21C24C27H2956.75856.753
 C21C24C27C30179.033179.029
 C24C27C30H31179.693−179.983
 C24C27C30H32−60.205−59.888
 C24C27C30H3359.59959.917

aDetermined by a joint analysis of electron diffraction data and rotational constants [21].
bDetermined by ab initio calculation at HF/6–31G** [20].