Methanone, (4-chlorophenyl)phenyl-

Formula: C₁₃H₉ClO
Molecular weight: 216.663
IUPAC Standard InChI: InChI=1S/C13H9ClO/c14-12-8-6-11(7-9-12)13(15)10-4-2-1-3-5-10/h1-9H
IUPAC Standard InChIKey: UGVRJVHOJNYEHR-UHFFFAOYSA-N
CAS Registry Number: 134-85-0
Chemical structure:
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Other names: Benzophenone, 4-chloro-; p-Chlorobenzophenone; p-CBP; 4-Chlorobenzophenone; p-Chlorophenyl phenyl ketone; Hydroxyzine (chloro-benzophenone); Meclizine M (chloro-benzophenone); Etodroxine M (chloro-benzophenone); Buclizine M (Chlorobenzophenone)
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Gas phase ion energetics data

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
B - John E. Bartmess

Electron affinity determinations

EA (eV)	Method	Reference	Comment
0.833 ± 0.048	IMRE	Fukuda and McIver, 1985	ΔGea(355 K) = -20.4 kcal/mol; ΔSea = 3.5, est. from data in Kebarle and Chowdhury, 1987; B
0.859 ± 0.087	IMRE	Huh, Kang, et al., 1999	ΔG(EA) 343K; anchored to ΔG value. Including anchor ΔS, EA is ca. 0.4 kcal/mol more bound.; B

Ionization energy determinations

IE (eV)	Method	Reference	Comment
9.6 ± 0.1	EI	Heller, Varmuza, et al., 1974	LLK
9.68 ± 0.01	EI	Foffani, Pignataro, et al., 1964	RDSH

Appearance energy determinations

Ion	AE (eV)	Other Products	Method	Reference	Comment
C₆H₄Cl⁺	15.7 ± 0.3	?	EI	Krenmayr, Heller, et al., 1974	LLK
C₆H₅⁺	15.2 ± 0.3	?	EI	Krenmayr, Heller, et al., 1974	LLK
C₇H₄OCl⁺	11.7 ± 0.2	C₆H₅	EI	Heller, Varmuza, et al., 1974	LLK
C₇H₅O⁺	11.5 ± 0.1	?	EI	Krenmayr, Heller, et al., 1974	LLK
C₁₃H₉O⁺	11.1 ± 0.2	?	EI	Krenmayr, Heller, et al., 1974	LLK

References

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Fukuda and McIver, 1985
Fukuda, E.K.; McIver, R.T., Jr., Relative electron affinities of substituted benzophenones, nitrobenzenes, and quinones. [Anchored to EA(SO₂) from 74CEL/BEN], J. Am. Chem. Soc., 1985, 107, 2291. [all data]

Kebarle and Chowdhury, 1987
Kebarle, P.; Chowdhury, S., Electron affinities and electron transfer reactions, Chem. Rev., 1987, 87, 513. [all data]

Huh, Kang, et al., 1999
Huh, C.; Kang, C.H.; Lee, H.W.; Nakamura, H.; Mishima, M.; Tsuno, Y.; Yamataka, H., Thermodynamic stabilities and resonance demand of aromatic radical anions in the gas phase, Bull. Chem. Soc. Japan, 1999, 72, 5, 1083-1091, https://doi.org/10.1246/bcsj.72.1083 . [all data]

Heller, Varmuza, et al., 1974
Heller, R.; Varmuza, K.; Krenmayr, P., Massenspektrometrische untersuchung des substituenteneffektes bei einfach substituierten benzophenonen, Monatsh. Chem., 1974, 105, 787. [all data]

Foffani, Pignataro, et al., 1964
Foffani, A.; Pignataro, S.; Cantone, B.; Grasso, F., Ionization potentials and substituent effects for aromatic carbonyl compounds, Z. Physik. Chem. (Frankfurt), 1964, 42, 221. [all data]

Krenmayr, Heller, et al., 1974
Krenmayr, P.; Heller, R.; Varmuza, K., Massenspektrometrische untersuchungen an benzophenon und substituierten benzophenonen. I. Ermittlung thermodynamischer grossen, Org. Mass Spectrom., 1974, 9, 998. [all data]

Notes

Go To: Top, Gas phase ion energetics data, References

Symbols used in this document:

AE Appearance energy

EA Electron affinity
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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