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2,6-Naphthalenediol

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2,6-Naphthalenediol Basic information

Product Name:
2,6-Naphthalenediol
Synonyms:
  • 2,6-NAPHTHALENEDIOL
  • 2,6-DIHYDROXYNAPHTHALENE
  • naphthalene-2,6-diol
  • TIMTEC-BB SBB000129
  • 2,6-Naphthalenediol(2,6-Oh)
  • 2,6-DihydroxylNaphthalene
  • 2,6-Dihydroxynaphthalin
  • 2.6-DIHYDROXYNAPHTHALENE98%
CAS:
581-43-1
MF:
C10H8O2
MW:
160.17
EINECS:
209-465-6
Product Categories:
  • FINE Chemical & INTERMEDIATES
  • Aromatics
  • bc0001
Mol File:
581-43-1.mol
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2,6-Naphthalenediol Chemical Properties

Melting point:
223-225 °C(lit.)
Boiling point:
246.06°C (rough estimate)
Density 
1.0924 (rough estimate)
refractive index 
1.5418 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
9.55±0.40(Predicted)
color 
White to Off-White
Water Solubility 
Soluble in methanol and hot water. Slightly soluble in water.
BRN 
1238082
CAS DataBase Reference
581-43-1(CAS DataBase Reference)
NIST Chemistry Reference
2,6-Dihydroxynaphthalene(581-43-1)
EPA Substance Registry System
2,6-Naphthalenediol (581-43-1)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
2
10-23
TSCA 
Yes
HS Code 
29309090

MSDS

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2,6-Naphthalenediol Usage And Synthesis

Uses

2,6-Dihydroxynaphthalene is used in the preparation of 1,5-dichloro-2,6-diethynylnaphthalenes. It is used to produce convulsions in mice. It exhibits antiproliferative activity towards certain cells. It is also employed in the preparation of the first-generation rotaxane dendrimer. Further, it is used in the production of several dyes, pigments, fluorescent whiteners, tanning agents, antioxidants and antiseptics. In addition to this, it is converted into amines, esters, ethers and carboxylic derivatives.

Synthesis

2,6-Naphthalenediol [581-43-1], 2,6- naphthohydroquinone, mp 222℃, is synthesized by potassium hydroxide fusion of 2-hydroxynaphthalene-6-sulfonic acid at 295℃. It undergoes amination at 250℃ to give 2,6-naphthalenediamine and couples with diazotized anilines in the 1-position under acid conditions or the 1,5- positions under alkaline conditions.

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