afforded Diels-Alder adduct 14 and fragmentation product 32 with 2 and 3 respectively whereby reaction occurred on the less substituted double bond. No adducts were isolated upon treatment of naphthoquinone-sulfide 22 with either 2 or 3. The Diels-Alder adducts of benzoquinone-sulfoxide 9 and naphth
Conversion of 1,4-naphthalenediol to 1,4-naphthoquinone by 1,4-benzoquinone
โ Scribed by Jyotirekha G Handique; Jubaraj B Baruah
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- English
- Weight
- 149 KB
- Volume
- 184
- Category
- Article
- ISSN
- 1381-1169
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โฆ Synopsis
1,4-Naphthalenediol gets converted to 1,4-naphthoquinone on reaction with 1,4-benzoquinone. In the reaction, 1,4-benzenediol is formed. The reaction passes through charge delocalisation in the equivalent keto and enol forms. The spectroscopic and electrochemical studies discern the role of equivalent charge transfer complex derived from 1,4-naphthoquinone with 1,4-benzenediol (A). The conversion of 1,4-naphthalenediol to 1,4-naphthoquinone in the presence of oxidants such as hydrogen peroxide and t-butylhydroperoxide are catalysed by 1,4-benzoquinone
๐ SIMILAR VOLUMES
CH) 4 -100 1 30 15 30 a Superscripts to R are those conventionally assigned to the carbon atoms of the phenylsulfonyl-1,4-benzoquinone nucleus. b Intensities are corrected for the 1.1% contribution from the 13 C component of the peak at M Q -76. c Found: m/z 171.9841. C 6 H 4 O 4 S requires M โข -171
Using the human hepatoma cell line, HepG2, and the BALB/c mouse fibroblast cell line, 3T3, as the bioindicators in the neutral red cytotoxicity assay, the effect of hydroxyl substitution on the toxicity of 1,4naphthoquinone was studied. The sequence of potency for the quinones was 5,8-dihydroxy-1,4-