Photochemistry of .alpha.-keto acids and .alpha.-keto esters VI. V. The Norrish type II process in .alpha.-keto acids. Photolysis of .alpha.-ketodecanoic acid in benzene

Ted R. Evans; Peter A. Leermakers

doi:10.1021/ja01009a028

Photochemistry of .alpha.-keto acids and .alpha.-keto esters VI. V. The Norrish type II process in .alpha.-keto acids. Photolysis of .alpha.-ketodecanoic acid in benzene

Journal of the American Chemical Society ◽

10.1021/ja01009a028 ◽

1968 ◽

Vol 90 (7) ◽

pp. 1840-1842 ◽

Cited By ~ 13

Author(s):

Ted R. Evans ◽

Peter A. Leermakers

Keyword(s):

Type Ii ◽

Keto Esters ◽

Keto Acids ◽

Norrish Type

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The mechanism of the norrish type II reaction of α-keto-acids and esters

Tetrahedron Letters ◽

10.1016/s0040-4039(01)92939-9 ◽

1981 ◽

Vol 22 (26) ◽

pp. 2485-2486 ◽

Cited By ~ 13

Author(s):

R.Stephen Davidson ◽

Dean Goodwin ◽

Ph.Fornier de Violet

Keyword(s):

Type Ii ◽

Keto Acids ◽

Norrish Type

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ChemInform Abstract: THE MECHANISM OF THE NORRISH TYPE II REACTION OF α-KETO-ACIDS AND ESTERS

Chemischer Informationsdienst ◽

10.1002/chin.198141120 ◽

1981 ◽

Vol 12 (41) ◽

Author(s):

R. S. DAVIDSON ◽

D. GOODWIN ◽

P. FORNIER DE VIOLET

Keyword(s):

Type Ii ◽

Keto Acids ◽

Norrish Type

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Controlled Release of Perfumery Aldehydes and Ketones by Norrish Type-II Photofragmentation of -Keto Esters in Undegassed Solution

Helvetica Chimica Acta ◽

10.1002/1522-2675(20000705)83:7<1645::aid-hlca1645>3.0.co;2-s ◽

2000 ◽

Vol 83 (7) ◽

pp. 1645-1671 ◽

Cited By ~ 43

Author(s):

Sabine Rochat ◽

Caroline Minardi ◽

Jean-Yves de Saint Laumer ◽

Andreas Herrmann

Keyword(s):

Controlled Release ◽

Type Ii ◽

Keto Esters ◽

Norrish Type ◽

Aldehydes And Ketones

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The Norrish Type II reaction in organic synthesis

10.31274/rtd-180813-12287 ◽

1990 ◽

Author(s):

Mark Donald Schwinden

Keyword(s):

Organic Synthesis ◽

Type Ii ◽

Norrish Type

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ChemInform Abstract: A MINDO 3 STUDY OF THE NORRISH TYPE II REACTION OF BUTANAL

Chemischer Informationsdienst ◽

10.1002/chin.197846126 ◽

1978 ◽

Vol 9 (46) ◽

Author(s):

M. J. S. DEWAR ◽

C. DOUBLEDAY

Keyword(s):

Type Ii ◽

Norrish Type

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Temperature Dependent Solvent Effects in Photochemistry of 1-Phenylpentan-1-ones

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19992007 ◽

1999 ◽

Vol 64 (12) ◽

pp. 2007-2018 ◽

Cited By ~ 5

Author(s):

Petr Klán ◽

Jaromír Literák

Keyword(s):

Solvent Effects ◽

Solvent Polarity ◽

Structure Change ◽

Type Ii ◽

Temperature Dependent ◽

Methyl Derivative ◽

Methyl Substitution ◽

Weak Bases ◽

Norrish Type ◽

Small Structure

Temperature dependent solvent effects have been investigated on the Norrish Type II reaction of 1-phenylpentan-1-one and its p-methyl derivative. Efficiencies of the photoreaction were studied in terms of solvent polarity and base addition as a function of temperature. Such a small structure change as the p-methyl substitution in 1-phenylpentan-1-one altered the temperature dependent photoreactivity in presence of weak bases. The experimental results suggest that the hydrogen bonding between the Type II biradical intermediate OH group and the solvent is weaker for 1-(4-methylphenyl)pentan-1-one than that for 1-phenylpentan-1-one at 20 °C but the interactions probably vanish in both cases at 80 °C.

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