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1,4-Dihydroxynaphthalene

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1,4-Dihydroxynaphthalene Basic information

Product Name:
1,4-Dihydroxynaphthalene
Synonyms:
  • 1,4-NAPHTHOHYDROQUINONE
  • 1,4-NAPTHALENEDIOL
  • P-NAPHTHOHYDROQUINONE
  • NAPHTHALENE-1,4-DIOL
  • 1,4-DIHYDROXYNAPHTHALENE
  • 1,4-NDO
  • 1,4-NAPHTHALENEDIOL
  • 1,4-Dihydroxynaphthalene, 95+%
CAS:
571-60-8
MF:
C10H8O2
MW:
160.17
EINECS:
209-336-4
Product Categories:
  • Naphthalene derivatives
  • Intermediates of Dyes and Pigments
Mol File:
571-60-8.mol
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1,4-Dihydroxynaphthalene Chemical Properties

Melting point:
191-192 °C (dec.)
Boiling point:
246.06°C (rough estimate)
Density 
1.0924 (rough estimate)
refractive index 
1.5178 (estimate)
storage temp. 
Refrigerator
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
pK1:9.37;pK2:10.93 (26°C,μ=0.65)
color 
Grey
Water Solubility 
slightly soluble
BRN 
1307689
CAS DataBase Reference
571-60-8(CAS DataBase Reference)
NIST Chemistry Reference
1,4-Naphthalenediol(571-60-8)
EPA Substance Registry System
1,4-Naphthalenediol (571-60-8)
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Safety Information

Hazard Codes 
Xn,T
Risk Statements 
22-37/38-41-43-36/37/38-25
Safety Statements 
26-39-45-36/37/39-28A-24
WGK Germany 
3
RTECS 
QJ4730000
8-10-16-23
HS Code 
2921450090

MSDS

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1,4-Dihydroxynaphthalene Usage And Synthesis

Chemical Properties

brown to greyish powder. 1,4-Naphthalenediol [571-60-8], mp 195℃, is synthesized by reduction of 1,4- naphthoquinone with sodium dithionite, or by hydrolysis of 4-amino-1-naphthol with 20 % sulfuric acid. It undergoes oxidation to give 1,4-naphthoquinone; amination to give 4-amino-1-naphthol; and methylation (MeOH – HCl) to give 4-methoxy-1-naphthol.

Uses

1,4-Dihydroxynaphthalene is frequently used in organic synthesis as a reagent. In particular, it is used in the synthesis of a pH independent and cell permeant fluorescent dye, a hydroxyl regioisomeric 3'',4''-benzorhodol, which can be used as a fluorescent chemosensor and biomarker for biological applications.

Definition

ChEBI: Naphthalene-1,4-diol is a naphthalenediol and a naphthohydroquinone.

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