1-Naphthol
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IUPAC name
Naphthalen-1-ol
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Other names
1-Hydroxynaphthalene; 1-Naphthalenol; alpha-Naphthol
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.001.791 |
KEGG | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C10H8O | |
Molar mass | 144.17 g/mol |
Appearance | Colorless or white solid; commercial material is often strongly colored |
Density | 1.10 g/cm3 |
Melting point | 95–96 °C |
Boiling point | 278–280 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.
1-Naphthol is a metabolite of the insecticide carbaryl and naphthalene. Along with TCPy, it has been shown to decrease testosterone levels in adult men.[1]
1-Naphthol can be produced by fusion of 1-naphthylsulfonic acid with sodium hydroxide.[2][3]
Uses
α-Naphthol dissolved in ethanol, known as Molish's reagent, is used as reagent for detecting the presence of carbohydrates. The test known as Molisch's test would give a red- or purple-colored compound to indicate the presence of carbohydrate.
References
- ^ Meeker, John D.; Ryan, Louise; Barr, Dana B.; Hauser, Russ (2006). "Exposure to Nonpersistent Insecticides and Male Reproductive Hormones". Epidemiology. 17 (1): 61–68. doi:10.1097/01.ede.0000190602.14691.70. PMID 16357596.
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ignored (help)CS1 maint: multiple names: authors list (link) - ^ http://www.sciencemadness.org/talk/viewthread.php?tid=11663
- ^ http://www.google.com/patents?id=ZaRvAAAAEBAJ&pg=PA1&dq=preparing+1-naphthalenesulfonic+acid&hl=en&sa=X&ei=IcMDT-iVA4Ht0gG_s4GkAg&ved=0CDwQ6AEwAw#v=onepage&q=preparing%201-naphthalenesulfonic%20acid&f=false