Naphthols

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  • Naphthols and their derivatives are used in the manufacture of dyes; β-naphthol methyl ether and β-naphthol ethyl ether (neroli oil) are used in cosmetics manufacture for the preparation of soap perfumes

  • Naphthol dyes are true cold water dyes since many of the components used in naphthol dyeing are known or suspected carcinogens, they should not be used in your kitchen.

  • 1-Naphthol, or α-naphthol, is a colorless crystalline solid with the formula c10h7oh.

  • It is an isomer of 2-naphthol differing by the location of the hydroxyl group on naphthalene the naphthols are naphthalene homologues of phenol, with the hydroxyl group being more reactive than in the phenols.

  • Both isomers are soluble in simple alcohols, ethers, and chloroform. they can be used in the production of dyes and in organic synthesis.

  • Cotton, rayon, and other celluosic fibers, as well as silk, can also be dyed with azoic or naphthol dyes naphthol is sometimes also spelled as 'napthol' or 'naphtol' the latter is the German spelling.

  • They should be used only in a lab, or in a dye studio in which good laboratory practices are invariably followed

  • Naphthol is an alcohol derived from naphthalene (C10H8), which is obtained from coal-tar in the form of white shining crystals of a strong, disagreeable odor, soluble in alcohol, but insoluble in water, and employed locally in indolent ulcers and as a disinfectant in pus-pockets and wounds and skin diseases.

  •  1-naphthol has recently been shown to be selectively toxic to short-term organ cultures of human  colorectal tumor tissue.

  • The mechanism underlying 1-naphthol's selective toxicity is as yet unknown

  •  But may be due to the formation naphthoquinone metabolites, which are known to be highly toxic to tumor cells. by using high-performance liquid chromatography with reductive electrochemical detection, it has been possible to show that 1-naphthol is converted to naphthoquinone metabolites by rat liver microsomes.

  • At least two metabolic pathways, independent of cytochrome P-450, appear to be involved.

  • Iron-dependent lipid peroxidation appears to be responsible for at least part of the conversion of 1-naphthol topredominantly 1,4-naphthoquinone, and it superoxide anion radical generation by nadph-cytochrome P-450 reductase could also catalyze this conversion.

  • Workers in tar distillation and naphthalene distillation are exposed to rather low concentrations of naphthalene and methylated naphthalenes and naphthols.

  • Naphthols and 1,4-naphthoquinone identified in the urine appear to be the products of the
    hydroxylation of naphthalene present in the breathing-zone air.

  • These findings suggest that the summary concentration of naphthols in urine can be used as a biomarker for naphthalene exposures
     

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