Vitamin E. XLIII.<sup>1</sup> Synthesis of 2,2,7,8-Tetramethyl-6-hydroxychroman and its Behavior upon Oxidation

Smith, Lee Irvin; Tess, Roy W.

doi:10.1021/ja01237a034

Cited by 16 publications

(2 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Chemicals. (CH 3 )α-TOH, 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , , 12 , 13 , 14 ,23a 15 , 15a , 16 , and 18 14c were prepared by literature methods. Other compounds and reagents were from commercial sources, except 7a , which is a new compound prepared by a standard method 14c…”

Section: Methodsmentioning

confidence: 99%

Investigation into Phenoxonium Cations Produced during the Electrochemical Oxidation of Chroman-6-ol and Dihydrobenzofuran-5-ol Substituted Compounds

Peng

Webster

2008

J. Org. Chem.

View full text Add to dashboard Cite

A series of chroman-6-ol and dihydrobenzofuran-5-ol based compounds with structures similar to vitamin E were examined by cyclic voltammetry and controlled potential electrolysis. The compounds displayed characteristic voltammetric features that enabled their electrochemical behavior to be interpreted in relation to the oxidation mechanism for vitamin E. The electrochemical experiments indicated the presence of several oxidized species: cation radicals, phenoxyl radicals, phenoxonium ions, hemiketals, and p-quinones, whose lifetimes varied depending on the extent of methylation of the aromatic ring (R(1), R(2), R(3)) and the nature of substituents R(4) and R(5).

show abstract

Section: Methodsmentioning

confidence: 99%

Investigation into Phenoxonium Cations Produced during the Electrochemical Oxidation of Chroman-6-ol and Dihydrobenzofuran-5-ol Substituted Compounds

Peng

Webster

2008

J. Org. Chem.

View full text Add to dashboard Cite

show abstract

“…2,5-Dimethoxy-3,4-dimethylbenzaldehyde 17a was isolated as a white solid (1.18 g, 44%); mp 61-62 • C (lit. 22 mp 67.5-68.5 3.70 (3H, s, OCH 3 ), 3.82 (3H, s, OCH 3 ), 10.47 (1H, s, CHO); d C (125 MHz; CDCl 3 ) 12.5 (CH 3 ), 13.3 (CH 3 ), 14.2 (CH 3 ), 60.7 (OCH 3 ), 63.8 (OCH 3 ), 126.0 (quat., C-1), 129.7 (quat., C-3), 132.1 (quat., C-6), 140.2 (quat., C-4), 153.6 (quat., C-2), 160.0 (quat., C-5), 194.9 (CHO).…”

Section: 5-dimethoxy-34-dimethylbenzaldehyde 17amentioning

confidence: 99%

Synthesis and testing of chromogenic phenoxazinone substrates for β-alanyl aminopeptidase

et al. 2008

View full text Add to dashboard Cite

Novel 7-N-(beta-alanyl)aminophenoxazin-3-one salts 27a-d have been synthesized and tested as chromogenic substrates for beta-alanyl aminopeptidase, which is present in Pseudomonas aeruginosa, the most common respiratory pathogen in patients with cystic fibrosis. The biological results show that 7-N-(beta-alanyl)amino-1-pentylphenoxazin-3-one trifluoroacetate salt 27a is a chromogenic substrate for this bacterium, with a low degree of diffusion in nutrient media for growing bacterial cultures and a bright red colour, making it easily distinguishable from the agar background.

show abstract

Synthesis of Benzoquinones by Oxidation*Present address: Department of Chemistry, University of California, Berkeley, Cal.

Cason

2011

Organic Reactions

View full text Add to dashboard Cite

p‐Benzoquinone or quinone was discovered in 1838 as a product of the action of manganese dioxide in sulfuric acid on the natural product, quinic acid, However, benzoquinones generally prepared by the oxidation of disubstituted aromatic hydrocarbons derivatives having hydroxyl or amino groups in the ortho and para positions. The quinone results from the oxidation of hydroquinone, p‐aminophenol, or p‐phenylendiamine. Certain quinones are obtainable in moderate or fair yield by oxidation of starting materials containing only one hydroxyl or amino group as exemplified by the industrial production of quinine from aniline. Oxidation of phenols and amines constitutes the chief topic of discussion in this chapter.

show abstract

Vitamin E. XLIII.¹ Synthesis of 2,2,7,8-Tetramethyl-6-hydroxychroman and its Behavior upon Oxidation

Cited by 16 publications

References 0 publications

Investigation into Phenoxonium Cations Produced during the Electrochemical Oxidation of Chroman-6-ol and Dihydrobenzofuran-5-ol Substituted Compounds

Investigation into Phenoxonium Cations Produced during the Electrochemical Oxidation of Chroman-6-ol and Dihydrobenzofuran-5-ol Substituted Compounds

Synthesis and testing of chromogenic phenoxazinone substrates for β-alanyl aminopeptidase

Synthesis of Benzoquinones by Oxidation*Present address: Department of Chemistry, University of California, Berkeley, Cal.

Contact Info

Product

Resources

About

Vitamin E. XLIII.1 Synthesis of 2,2,7,8-Tetramethyl-6-hydroxychroman and its Behavior upon Oxidation

Cited by 16 publications

References 0 publications

Investigation into Phenoxonium Cations Produced during the Electrochemical Oxidation of Chroman-6-ol and Dihydrobenzofuran-5-ol Substituted Compounds

Investigation into Phenoxonium Cations Produced during the Electrochemical Oxidation of Chroman-6-ol and Dihydrobenzofuran-5-ol Substituted Compounds

Synthesis and testing of chromogenic phenoxazinone substrates for β-alanyl aminopeptidase

Synthesis of Benzoquinones by Oxidation*Present address: Department of Chemistry, University of California, Berkeley, Cal.

Contact Info

Product

Resources

About

Vitamin E. XLIII.¹ Synthesis of 2,2,7,8-Tetramethyl-6-hydroxychroman and its Behavior upon Oxidation