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1-Naphthol

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1-Naphthol
Names
IUPAC name
Naphthalen-1-ol
Other names
1-Hydroxynaphthalene; 1-Naphthalenol; alpha-Naphthol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.791 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H ☒N
    Key: KJCVRFUGPWSIIH-UHFFFAOYSA-N ☒N
  • InChI=1/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H
    Key: KJCVRFUGPWSIIH-UHFFFAOYAZ
  • Oc2cccc1ccccc12
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).
☒N verify (what is checkY☒N ?)

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

  1. ^ 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. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  2. ^ http://www.sciencemadness.org/talk/viewthread.php?tid=11663
  3. ^ 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