1-Naphthol

1-Naphthol
IUPAC name

Naphthalen-1-ol
Other names

1-Hydroxynaphthalene; 1-Naphthalenol; alpha-Naphthol
Identifiers
CAS number 90-15-3 Y
PubChem 7005
ChemSpider 6739 Y
UNII 2A71EAQ389 Y
KEGG C11714 Y
ChEBI CHEBI:10319 N
ChEMBL CHEMBL122617 N
Jmol-3D images Image 1
Properties
Molecular formula 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
 N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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]

References

  1. ^ Meeker, John D.; Ryan, Louise; Barr, Dana B.; Hauser, Russ (January 2006). "Exposure to Nonpersistent Insecticides and Male Reproductive Hormones". Epidemiology 17 (1): 61–68. doi:10.1097/01.ede.0000190602.14691.70. PMID 16357596. 
  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

External links