Lactic Acid Spectroscopy: Intra- and Intermolecular Interactions

Lactic acid, a relevant molecule in biology and the environment, is an α-hydroxy acid with a high propensity to form hydrogen bonds, both internally and to other hydrogen-bond-accepting molecules. This work includes the novel recording of infrared spectra of gas-phase lactic acid using Fourier trans...

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Published inThe journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory Vol. 125; no. 1; pp. 218 - 229
Main Authors Frandsen, Benjamin N, Deal, Alexandra M, Lane, Joseph R, Vaida, Veronica
Format Journal Article
LanguageEnglish
Published United States 14.01.2021
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Abstract Lactic acid, a relevant molecule in biology and the environment, is an α-hydroxy acid with a high propensity to form hydrogen bonds, both internally and to other hydrogen-bond-accepting molecules. This work includes the novel recording of infrared spectra of gas-phase lactic acid using Fourier transform infrared spectroscopy, and the vibrational absorption features of lactic acid are assigned with the aid of computationally simulated vibrational spectra with anharmonic corrections. Theoretical chemistry methods are used to relate intramolecular hydrogen-bond strengths to the relative stability of lactic acid conformers. The formation of hydrogen-bonded lactic acid dimers and 1:1 water complexes is investigated by simulated vibrational spectra and calculated thermodynamic parameters for the lactic acid monomer and dimer and its water complex in the gas phase. The results of this study are discussed in the context of environmental chemistry with an emphasis on indoor environments.
AbstractList Lactic acid, a relevant molecule in biology and the environment, is an α-hydroxy acid with a high propensity to form hydrogen bonds, both internally and to other hydrogen-bond-accepting molecules. This work includes the novel recording of infrared spectra of gas-phase lactic acid using Fourier transform infrared spectroscopy, and the vibrational absorption features of lactic acid are assigned with the aid of computationally simulated vibrational spectra with anharmonic corrections. Theoretical chemistry methods are used to relate intramolecular hydrogen-bond strengths to the relative stability of lactic acid conformers. The formation of hydrogen-bonded lactic acid dimers and 1:1 water complexes is investigated by simulated vibrational spectra and calculated thermodynamic parameters for the lactic acid monomer and dimer and its water complex in the gas phase. The results of this study are discussed in the context of environmental chemistry with an emphasis on indoor environments.
Author Frandsen, Benjamin N
Lane, Joseph R
Vaida, Veronica
Deal, Alexandra M
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Cites_doi 10.1016/B978-0-444-63662-1.00024-5
10.1039/C7CP01695F
10.1016/j.jms.2006.02.009
10.1016/j.annepidem.2009.01.018
10.1021/ct200106a
10.1021/jp301521b
10.1021/jp805746t
10.1107/S010876739601495X
10.1021/ct100641a
10.1021/acs.est.9b00276
10.1039/C8CP04748K
10.1021/es201611n
10.1063/5.0004837
10.1021/jp803225c
10.1021/acs.jpca.6b09058
10.1080/0144235X.2011.634128
10.1021/ct300293a
10.1063/1.2712439
10.1021/jp906341r
10.1021/jp810687t
10.1351/PAC-REC-10-01-02
10.1016/S0022-2860(00)00454-3
10.1007/s11144-009-5528-2
10.1021/ja100936w
10.1021/jp012190l
10.1063/1.464304
10.3390/molecules25092150
10.1021/acs.jpca.9b06855
10.1021/acs.jpca.8b10224
10.1134/S0036024410090074
10.1080/0144235X.2019.1608689
10.1021/jp063631+
10.1021/ja00528a015
10.1021/ja00099a046
10.1021/acssuschemeng.6b00321
10.1107/S0021889813020098
10.1107/S0108768199002128
10.1063/1.4704767
10.1021/ct400420r
10.1039/C9CP02968K
10.3389/fbioe.2019.00259
10.1021/acs.jpca.9b10613
10.1021/jp035098t
10.1073/pnas.0912121107
10.1002/qj.49712757509
10.1021/acs.jpca.7b02523
10.1021/acs.jpca.5b10067
10.1063/1.3382344
10.1039/B509351A
10.1063/1.3695210
10.1152/jappl.1971.31.5.713
10.1021/jp021030m
10.1021/jp052096v
10.1093/oso/9780198551683.001.0001
10.1021/jp5076725
10.1016/j.molstruc.2012.05.020
10.1080/0144235031000075780
10.1021/acs.jpclett.0c01462
10.1063/1.3608919
10.1063/1.456153
10.1016/j.vibspec.2004.03.004
10.1002/1096-987X(20010415)22:5<545::AID-JCC1027>3.0.CO;2-Y
10.1007/s11224-005-4454-9
10.1039/b704900e
10.1016/j.atmosenv.2017.07.039
10.1016/0009-2614(90)87031-L
10.1016/j.jms.2005.09.001
10.1021/ct700152c
10.1039/b303816e
10.1016/S0009-2614(89)87395-6
10.1063/1.1824881
10.1039/C6CP03462D
10.1063/1.1637580
10.1021/jz502150d
10.1016/j.cplett.2009.04.038
10.1039/b810189b
10.1021/jp911927f
10.1021/jp060602q
10.1021/acs.jpca.5b04812
10.1016/j.cplett.2004.12.021
10.1021/jp0474881
10.1021/jp405512y
10.1103/PhysRevB.37.785
10.1039/C6CP00763E
10.1021/acsearthspacechem.7b00054
10.1016/S0009-2614(01)00664-9
10.1016/j.saa.2018.09.046
10.1021/cr030083c
10.1021/acs.jpca.6b05898
10.1016/j.cplett.2016.11.045
10.1039/B316642B
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References ref9/cit9
ref45/cit45
ref3/cit3
ref27/cit27
ref81/cit81
ref63/cit63
ref56/cit56
ref16/cit16
Yaws C. L. (ref21/cit21) 1997
ref92/cit92
ref52/cit52
ref23/cit23
ref8/cit8
ref31/cit31
ref59/cit59
ref85/cit85
ref2/cit2
ref77/cit77
ref34/cit34
ref71/cit71
ref37/cit37
ref20/cit20
ref48/cit48
ref60/cit60
ref74/cit74
ref88/cit88
ref17/cit17
ref82/cit82
ref10/cit10
ref35/cit35
ref89/cit89
ref53/cit53
ref19/cit19
ref93/cit93
ref42/cit42
ref46/cit46
ref96/cit96
ref49/cit49
ref13/cit13
ref61/cit61
ref75/cit75
ref67/cit67
ref24/cit24
ref38/cit38
ref90/cit90
ref50/cit50
ref64/cit64
ref78/cit78
ref54/cit54
ref6/cit6
ref36/cit36
ref18/cit18
ref83/cit83
ref65/cit65
ref79/cit79
ref11/cit11
ref25/cit25
ref29/cit29
ref72/cit72
ref76/cit76
ref86/cit86
ref32/cit32
ref39/cit39
ref14/cit14
ref57/cit57
ref5/cit5
ref51/cit51
ref43/cit43
ref80/cit80
ref28/cit28
ref40/cit40
ref68/cit68
ref94/cit94
ref91/cit91
Bader R. F. W. (ref22/cit22) 1990
ref26/cit26
ref55/cit55
ref73/cit73
ref69/cit69
ref12/cit12
ref15/cit15
ref62/cit62
ref66/cit66
ref41/cit41
ref58/cit58
ref95/cit95
ref33/cit33
ref87/cit87
ref4/cit4
ref30/cit30
ref47/cit47
ref84/cit84
ref1/cit1
ref44/cit44
ref70/cit70
ref7/cit7
References_xml – ident: ref5/cit5
  doi: 10.1016/B978-0-444-63662-1.00024-5
– ident: ref85/cit85
  doi: 10.1039/C7CP01695F
– ident: ref28/cit28
  doi: 10.1016/j.jms.2006.02.009
– ident: ref12/cit12
  doi: 10.1016/j.annepidem.2009.01.018
– ident: ref31/cit31
– ident: ref37/cit37
  doi: 10.1021/ct200106a
– ident: ref87/cit87
  doi: 10.1021/jp301521b
– ident: ref29/cit29
  doi: 10.1021/jp805746t
– ident: ref58/cit58
  doi: 10.1107/S010876739601495X
– ident: ref23/cit23
  doi: 10.1021/ct100641a
– ident: ref3/cit3
  doi: 10.1021/acs.est.9b00276
– ident: ref33/cit33
– ident: ref64/cit64
  doi: 10.1039/C8CP04748K
– ident: ref1/cit1
  doi: 10.1021/es201611n
– ident: ref44/cit44
  doi: 10.1063/5.0004837
– ident: ref83/cit83
  doi: 10.1021/jp803225c
– ident: ref11/cit11
  doi: 10.1021/acs.jpca.6b09058
– ident: ref96/cit96
  doi: 10.1080/0144235X.2011.634128
– ident: ref50/cit50
  doi: 10.1021/ct300293a
– ident: ref71/cit71
  doi: 10.1063/1.2712439
– ident: ref51/cit51
  doi: 10.1021/jp906341r
– ident: ref92/cit92
  doi: 10.1021/jp810687t
– ident: ref55/cit55
  doi: 10.1351/PAC-REC-10-01-02
– ident: ref79/cit79
  doi: 10.1016/S0022-2860(00)00454-3
– ident: ref9/cit9
  doi: 10.1007/s11144-009-5528-2
– ident: ref57/cit57
  doi: 10.1021/ja100936w
– ident: ref8/cit8
  doi: 10.1021/jp012190l
– ident: ref34/cit34
  doi: 10.1063/1.464304
– ident: ref75/cit75
  doi: 10.3390/molecules25092150
– ident: ref26/cit26
  doi: 10.1021/acs.jpca.9b06855
– ident: ref81/cit81
  doi: 10.1021/acs.jpca.8b10224
– ident: ref20/cit20
  doi: 10.1134/S0036024410090074
– ident: ref14/cit14
  doi: 10.1080/0144235X.2019.1608689
– ident: ref15/cit15
  doi: 10.1021/jp063631+
– ident: ref77/cit77
  doi: 10.1021/ja00528a015
– ident: ref73/cit73
  doi: 10.1021/ja00099a046
– ident: ref6/cit6
  doi: 10.1021/acssuschemeng.6b00321
– ident: ref24/cit24
  doi: 10.1107/S0021889813020098
– ident: ref38/cit38
– ident: ref53/cit53
  doi: 10.1107/S0108768199002128
– ident: ref95/cit95
  doi: 10.1063/1.4704767
– ident: ref56/cit56
  doi: 10.1021/ct400420r
– ident: ref65/cit65
  doi: 10.1039/C9CP02968K
– ident: ref7/cit7
  doi: 10.3389/fbioe.2019.00259
– ident: ref82/cit82
  doi: 10.1021/acs.jpca.9b10613
– ident: ref90/cit90
  doi: 10.1021/jp035098t
– ident: ref91/cit91
  doi: 10.1073/pnas.0912121107
– ident: ref89/cit89
  doi: 10.1002/qj.49712757509
– ident: ref13/cit13
  doi: 10.1021/acs.jpca.7b02523
– ident: ref32/cit32
– ident: ref49/cit49
  doi: 10.1021/acs.jpca.5b10067
– ident: ref41/cit41
  doi: 10.1063/1.3382344
– ident: ref63/cit63
  doi: 10.1039/B509351A
– ident: ref48/cit48
  doi: 10.1063/1.3695210
– ident: ref4/cit4
  doi: 10.1152/jappl.1971.31.5.713
– ident: ref61/cit61
  doi: 10.1021/jp021030m
– ident: ref86/cit86
  doi: 10.1021/jp052096v
– volume-title: Atoms in Molecules - A Quantum Theory
  year: 1990
  ident: ref22/cit22
  doi: 10.1093/oso/9780198551683.001.0001
  contributor:
    fullname: Bader R. F. W.
– ident: ref10/cit10
  doi: 10.1021/jp5076725
– ident: ref66/cit66
  doi: 10.1016/j.molstruc.2012.05.020
– ident: ref88/cit88
  doi: 10.1080/0144235031000075780
– ident: ref68/cit68
  doi: 10.1021/acs.jpclett.0c01462
– ident: ref94/cit94
  doi: 10.1063/1.3608919
– ident: ref36/cit36
  doi: 10.1063/1.456153
– ident: ref60/cit60
  doi: 10.1016/j.vibspec.2004.03.004
– ident: ref52/cit52
  doi: 10.1002/1096-987X(20010415)22:5<545::AID-JCC1027>3.0.CO;2-Y
– ident: ref54/cit54
  doi: 10.1007/s11224-005-4454-9
– volume-title: Handbook of Chemical Compound Data for Process Safety
  year: 1997
  ident: ref21/cit21
  contributor:
    fullname: Yaws C. L.
– ident: ref78/cit78
  doi: 10.1039/b704900e
– ident: ref2/cit2
  doi: 10.1016/j.atmosenv.2017.07.039
– ident: ref43/cit43
  doi: 10.1016/0009-2614(90)87031-L
– ident: ref62/cit62
  doi: 10.1016/j.jms.2005.09.001
– ident: ref45/cit45
  doi: 10.1021/ct700152c
– ident: ref76/cit76
  doi: 10.1039/b303816e
– ident: ref42/cit42
  doi: 10.1016/S0009-2614(89)87395-6
– ident: ref47/cit47
  doi: 10.1063/1.1824881
– ident: ref72/cit72
  doi: 10.1039/C6CP03462D
– ident: ref46/cit46
  doi: 10.1063/1.1637580
– ident: ref67/cit67
  doi: 10.1021/jz502150d
– ident: ref39/cit39
  doi: 10.1016/j.cplett.2009.04.038
– ident: ref40/cit40
  doi: 10.1039/b810189b
– ident: ref93/cit93
  doi: 10.1021/jp911927f
– ident: ref70/cit70
  doi: 10.1021/jp060602q
– ident: ref17/cit17
  doi: 10.1021/acs.jpca.5b04812
– ident: ref27/cit27
  doi: 10.1016/j.cplett.2004.12.021
– ident: ref69/cit69
  doi: 10.1021/jp0474881
– ident: ref16/cit16
  doi: 10.1021/jp405512y
– ident: ref35/cit35
  doi: 10.1103/PhysRevB.37.785
– ident: ref84/cit84
  doi: 10.1039/C6CP00763E
– ident: ref30/cit30
  doi: 10.1021/acsearthspacechem.7b00054
– ident: ref74/cit74
  doi: 10.1016/S0009-2614(01)00664-9
– ident: ref19/cit19
  doi: 10.1016/j.saa.2018.09.046
– ident: ref80/cit80
  doi: 10.1021/cr030083c
– ident: ref18/cit18
  doi: 10.1021/acs.jpca.6b05898
– ident: ref25/cit25
  doi: 10.1016/j.cplett.2016.11.045
– ident: ref59/cit59
  doi: 10.1039/B316642B
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