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76-32-4

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Synthesis and antioxidant properties of α- and β-heterylamides and N-heterylimides of (±)-1,2,2-trimethylcyclopentane-1,3-dicarboxylic acid
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Merzlikin,Sal'nikova,Yaremenko
p. 139 - 141
(2007/10/03)

PHOTOSENSITIZED OXYGENATION OF 3-DIAZOCAMPHOR
Photosensitized oxygenation of 3-diazocamphor gave camphorquinone and camphoric anhydride in benzene.The yield of camphoric anhydride did not depend on the concentration of added camphorquinone or of diazocamphor.When the reaction was carried out in acetonitrile or benzonitrile, amide 7 or 8 was produced.The formation of amide strongly supports the intermediacy of carbonyl oxide.
Okada, Keiji,Mukai, Toshio
p. 359 - 360
(2007/10/02)

Reactions of Pivaloin Derivatives with Lithium Tetramethylpiperidide
The reaction of lithium tetramethylpiperidide (LiTMP) with a series of derivatives of pivaloin has led to a variety of unusual transformations.The reaction of LiTMP with the triflate derivative of pivaloin (7) gave the reduced ketone 2,2,5,5-tetramethyl-3-hexanone (9), which is suggested to arise via electron transfer from LiTMP.A labeling study confirmed that α-proton abstraction from 7, giving an enolate anion, did not occur.The mesylate derivative of pivaloin (16) on treatment with LiTMP gave both isomers of 2,2,6,6-tetramethylhept-4-en-3-one (17 and 18) in which an additional carbon was incorporated into the carbon skeleton.A mechamism involving deprotonation of the methyl group of the mesyloxy function followed by intramolecular cyclization into the carbonyl function and subsequent reaction is suggested to account for this transformation.The acetate derivative of pivaloin (26) gave a cyclized product derived from proton abstraction from the methyl group of the acetoxy function, while the tosylate derivative of pivaloin (30) gave a product derived from proton abstraction from the ortho position of the aromatic ring.The α-bromo ketone 4-bromo-2,2,5,5-tetramethyl-3-hexanone (38) was reduced to ketone 9 with LiTMP.Reaction of triflate 7 and the triflate derivative of 3-hydroxycamphor (43) with potassium tert-butoxide gave the diketones 2,2,5,5-tetramethyl-3,4-hexanedione (8) and camphorquinone (44), respectively, by β elimination of trifluoromethanesulfinic acid.
Creary, Xavier
p. 2419 - 2425
(2007/10/02)

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Chemical Properties

Melting Point: 222-225 °C
Boiling Point: 270 °C at 760 mmHg
Flash Point:121.1 °C
Density: 1.137 g/cm³
Storage Temp.:2-8°C
Vapor Pressure: 1.56E-06mmHg at 25°C
Refractive Index: 1.531
Sensitive: Moisture Sensitive
BRN: 83114
PSA: 43.37000
LogP: 4.48900

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