Spectroscopic (FT-IR, Raman, NMR) and DFT Quantum Chemical Studies on Phenoxyacetic Acid and Its Sodium Salt

Table 1

The bond lengths, angles, aromatic indices, values of dipole moment, and energy calculated (B3LYP/6-311++G**) for alkali metal phenoxyacetates.

AtomsPAANaPAAtomic numbers of PAA and NaPA molecules

Bond lengths (Å)a480282.tab.001a
C1–C21.39631.3992
C2–C31.39811.3977
C3–C41.38971.3901
C4–C51.39801.3984
C5–C61.38771.3873
C6–C11.39951.4024
C1–O71.37061.3617
O7–C81.40381.4162
C8–C91.51741.5290
C9–O101.19771.2559
C9–O111.35761.2689
O10–H(Na)11a0.96892.2169
O11–H(Na)11a2.31482.2199
Angles (°)480282.tab.001b
C1–C2–C3119.34119.55
C2–C3–C4120.89121.01
C3–C4–C5119.24119.07
C4–C5–C6120.61120.63
C5–C6–C1119.84120.14
C6–C1–C2120.10119.59
C6–C1–O7115.28115.55
C2–C1–O7124.62124.87
C1–O7–C8118.49118.64
O7–C8–C9108.85111.45
C8–C9–O10127.23120.84
C8–C9–O11109.00114.37
C9–O11–H(Na)11a107.4387.23
O10–C9–O11123.78124.79
H(Na)11a–O10–C9107.4387.41
Geometric aromaticity indices
H O M A b 0.9825570.976809
𝐴 J c 0.997650.99672
B A C d 0.930950.92338
𝐼 6 e 96.2119695.52024
Magnetic aromaticity indices
NICSf11.01928.8957
Dipole moment ( 𝐷 )2.486.99
Energy (hartree)g535.5542.55

a 1  Å = 1 0 1 0  m; babbreviation from Harmonic Oscillator Model of Aromaticity; cnormalized function of variance of bond lengths; dbond alternation coefficient; eBird’s index [5]; fnuclear independent chemical shifts; g1 hartree = 2625.5 kJ/mol.