Our research findings:

1. The adiabatic ionization energy of di-substituted benzene derivatives has a "MOP" propensity.

"MOP" propensity: meta > ortho > para (MOP)
ionization energy:
m-fluoroaniline (64159 cm-1) > o-fluoroaniline (63644 cm-1)
> p-fluoroaniline (62543 cm-1)

Ionization energy of p-fluoroaniline and vibrational levels of p-fluoroaniline cation determined by mass-analyzed threshold ionization spectroscopy, W. B. Tzeng and J. L. Lin, J. Phys. Chem. A 103, 86128619 (1999).

Ionization energy of o-fluoroaniline and vibrational levels of o-fluoroaniline cation determined by mass-analyzed threshold ionization spectroscopy, J. L. Lin and W. B. Tzeng, Phys. Chem. Chem. Phys. 2, 37593763 (2000).

Species-selected mass analyzed threshold ionization spectra of m-fluoroaniline cation, J. L. Lin, K. C. Lin, and W. B. Tzeng, Appl. Spectrosc. 55, 120124 (2001).

Other di-substituted benzenes:
o-, m-, p-dimethoxybenzene

o-, m-, p-fluoroanisole

o-, m-, p-fluorophenylacetylene

o-, m-, p-methoxyaniline

o-, m-, p-methylaniline

 

Measured adiabatic ionization energies (in cm-1) of di-substituted benzenes and MOP propensity
(The uncertainty of these listed values is about 5 cm-1)

Ionization energy

meta

ortho

para

reference

Methoxyaniline

(OCH3) (NH2)

59983 (cis) a

60879 (trans) a

58678 (trans) a

57445 b

a J. Mol. Spectrosc. 244 (2007) 1

b Chem. Phys. Lett. 370 (2003) 44

Methylaniline

(CH3) (NH2)

61059 a

61002 a

60160 a

a J. Phys. Chem. A 106 (2002) 6462

Dimethoxybenzene

(OCH3)*2

63523 (a) a

64491 (b) a

63758 (c) a

61617 a

60772 (cis) b

60563 (trans) b

a J. Phys. Chem. A 114 (2010) 11144

b J. Phys. Chem. A 105 (2001) 11455

Methoxyphenol

(OCH3) (OH)

65288(I) a

65648(III) a

64741(IV) a

63990 (trans) b

62313 (cis) c

62210 (trans) c

a J. Phys. Chem. A 104 (2000) 11864

b Chem. Phys. 323 (2006) 429

c Chem. Phys. Lett. 410 (2005) 99

Fluoroaniline

(F) (NH2)

64159 a

63644 b

62543 c

a Appl. Spectrosc. 55 (2001) 120

b Phys. Chem. Chem. Phys. 2 (2000) 3759

c J. Phys. Chem. A 103 (1999) 8612

Dihydroxybenzene

(OH)*2

66695 (cis) a

67148 (trans) a

65878 a

64054 (cis) a

63999 (trans) a

a J. Chem. Phys. 111 (1999) 7966

Hydroxytoluene

(OH) (CH3)

66933 (cis) a

67084 (trans) a

66855 (cis) b

66785 (trans) b

65918 c

a Spectrochim. Acta A Mol. Biomol. Spectrosc. 67 (2007) 989

b J. Electron. Spectros. Relat. Phenomena 108 (2000) 13

c J. Chem. Phys. 120 (2004) 10513

Aminobenzonitrile

(CN) (NH2)

66852 a

66653 b

66493 c

a Our lab

b Chem. Phys. Lett. 692 (2018) 395

c Chem. Phys. 261 (2000) 449

Fluoroanisole

(F) (OCH3)

67867 (cis) a

68304 (trans) a

67354 b

66437 b

a J. Mol. Spectrosc. 274 (2012) 43

b Chem. Phys. Lett. 524 (2012) 38

Fluorostyrene

(F) (C=CH2)

69960 (cis) a

69856 (trans) a

69304 (trans) b

68244 c

a J. Mol. Spectrosc. 316 (2015) 72

b J. Mol. Spectrosc. 332 (2017) 3

c J. Chem. Phys. 120 (2004) 8015

Fluorophenol

(F) (OH)

70164 (cis) a

70425 (trans) a

70006 (cis) b

68577 c

a Phys. Chem. Chem. Phys. 4 (2002) 2534

b Chem. Phys. 323 (2006) 429

c Chem. Phys. Lett. 390 (2004) 65

Fluorotoluene

(F) (CH3)

71997 a

71858 b

70946 c

a J. Chem. Phys. 151 (2019) 084311

b J. Chem. Phys. 99 (1993) 3205

c J. Chem. Phys. 145 (2016) 124307

Fluorophenylacetylene

(F) (C≡CH)

72598 a

71976 a

70999 a

a J. Phys. Chem. A 118 (2014) 8277

Dichlorobenzene

(Cl)*2

73776 a

73237 a

72191 a

a J. Phys. Chem. A 112 (2008) 425

Difluorobenzene

(F)*2

75339 a

74979 a

73872 b

a J. Phys. Chem. 96 (1992) 99

b J. Phys. Chem. 97 (1993) 4335

Cyanotoluene

(C≡N) (CH3)

75850 a

75732 a

75155

a J. Electron Spectros. Relat. Phenomena 142 (2005) 215

 



 

 


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