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A FMO-Controlled Reaction Path in the Benzil−Benzilic Acid Rearrangement
The Journal of Organic Chemistry, 2006Reaction paths for the title rearrangement along with its methyl analogue were investigated by density functional theory calculations. The reaction model is R-CO-CO-R + OH(-)(H2O)4 --> R2C(OH)-COO- + (H2O)4 (R = Me and Ph), where the water tetramer is employed both for solvation to OH- and for the proton relay along hydrogen bonds.
Shinichi, Yamabe +2 more
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Nature, 1939
C. C. Caldwell and R. J. W. le Fevre1, by a comparison of the dipole moments of benzil and of phenanthraquinone in various solvents, are able to suggest that the former molecule has a maximum stability when the two units lie in planes which are mutually perpendicular.
I. ELLIE KNAGGS, KATHLEEN LONSDALE
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C. C. Caldwell and R. J. W. le Fevre1, by a comparison of the dipole moments of benzil and of phenanthraquinone in various solvents, are able to suggest that the former molecule has a maximum stability when the two units lie in planes which are mutually perpendicular.
I. ELLIE KNAGGS, KATHLEEN LONSDALE
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The benzil–benzilic acid rearrangement in high-temperature water
Green Chemistry, 2005The rearrangement of benzil is base (and not acid) catalyzed under conventional conditions (water–dioxane mixture around 100 °C). We examined this reaction in high-temperature water (HTW) between 300–380 °C with the intent of studying a reaction that proceeds solely by base catalysis in this more environmentally benign medium.
Craig M. Comisar, Phillip E. Savage
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The Journal of Chemical Physics, 1969
The polarized low-temperature absorption spectrum, emission spectrum, and excitation spectrum of benzil and benzil-doped stilbene crystals have been recorded. It has been found that the 3800 Å (n–π*) band system of benzil is split by the weak interaction between the two halves of the molecule.
Subhas Ch. Bera +2 more
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The polarized low-temperature absorption spectrum, emission spectrum, and excitation spectrum of benzil and benzil-doped stilbene crystals have been recorded. It has been found that the 3800 Å (n–π*) band system of benzil is split by the weak interaction between the two halves of the molecule.
Subhas Ch. Bera +2 more
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Journal of Photochemistry, 1984
Abstract The photolysis of benzil in n -dodecane was studied in the 140 – 180 °C temperature range. The carbonyl—carbonyl photocleavage yield increases from 2.5 × 10 −3 at 140 °C to 6 × 10 −3 at 180 °C. From these yields and from the triplet lifetimes obtained from quenching experiments employing diethylhydroxylamine as the selective triplet ...
T. Cáceres, M.V. Encinas, E.A. Lissi
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Abstract The photolysis of benzil in n -dodecane was studied in the 140 – 180 °C temperature range. The carbonyl—carbonyl photocleavage yield increases from 2.5 × 10 −3 at 140 °C to 6 × 10 −3 at 180 °C. From these yields and from the triplet lifetimes obtained from quenching experiments employing diethylhydroxylamine as the selective triplet ...
T. Cáceres, M.V. Encinas, E.A. Lissi
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Journal of Heterocyclic Chemistry, 1987
AbstractTreatment of several substituted benzils [3,3′‐ and 4,4′‐dimethyl‐; 2,2′‐, 3,3′‐ and 4,4′‐dichloro‐; 3,3′‐dibromo‐; 4‐(N,N‐dimethylamino)‐] with an excess of chlorosulfonic acid gave the corresponding 3‐chloro‐2‐phenylbenzofuran disulfonyl dichlorides. Disubstitution was confirmed by microanalytical and spectral data for the corresponding bis(N,
Richard J. Cremlyn +3 more
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AbstractTreatment of several substituted benzils [3,3′‐ and 4,4′‐dimethyl‐; 2,2′‐, 3,3′‐ and 4,4′‐dichloro‐; 3,3′‐dibromo‐; 4‐(N,N‐dimethylamino)‐] with an excess of chlorosulfonic acid gave the corresponding 3‐chloro‐2‐phenylbenzofuran disulfonyl dichlorides. Disubstitution was confirmed by microanalytical and spectral data for the corresponding bis(N,
Richard J. Cremlyn +3 more
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Analogs of 3-quinuclidinyl benzilate
Journal of Medicinal Chemistry, 1982A number of analogues of 3-quinuclidinyl benzilate (QNB) have been synthesized and their affinities to muscarinic receptor from rat or dog ventricular muscle measured. We have determined that the muscarinic receptor can to a different degree accommodate either a halogen in the ortho, meta, or para position of one phenyl ring or the replacement of one ...
W J, Rzeszotarski +6 more
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