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1,5-Dihydroxy naphthalene

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Products Intro: Product Name:1,5-Dihydroxy naphthalene
CAS:83-56-7
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Products Intro: Product Name:1,5-Dihydroxy naphthalene
CAS:83-56-7
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CAS:83-56-7
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Products Intro: Product Name:1,5-Dihydroxy naphthalene
CAS:83-56-7
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Products Intro: Product Name:1,5-Dihydroxy naphthalene
CAS:83-56-7
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1,5-Dihydroxy naphthalene manufacturers

  • 1,5-Dihydroxy naphthalene
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  • $100.00 / 1KG
  • 2023-12-24
  • CAS:83-56-7
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: g-kg-tons, free sample is available
1,5-Dihydroxy naphthalene Basic information
Product Name:1,5-Dihydroxy naphthalene
Synonyms:CI 76625;Durafur Developer E;durafurdevelopere;Oxidation Base;oxidationbase;1,5-Naphthalindiol;1,5-dihydroxyl-naphthalene;1,5-Dihydroxynaphthylene
CAS:83-56-7
MF:C10H8O2
MW:160.17
EINECS:201-487-4
Product Categories:Intermediates of Dyes and Pigments;Naphthalene derivatives;Indazoles;bc0001
Mol File:83-56-7.mol
1,5-Dihydroxy naphthalene Structure
1,5-Dihydroxy naphthalene Chemical Properties
Melting point 259-261 °C (dec.) (lit.)
Boiling point 246.06°C (rough estimate)
density 1.0924 (rough estimate)
vapor pressure 0-0Pa at 25℃
refractive index 1.5418 (estimate)
Fp 252°C
storage temp. Inert atmosphere,Room Temperature
solubility 0.6g/l
form Solid
pka9.28±0.40(Predicted)
color Pale Beige to Very Dark Brown
PH6 (0.5g/l, H2O, 20℃)
Water Solubility Soluble in water.
BRN 2044951
LogP1.7-1.82 at 23℃
CAS DataBase Reference83-56-7(CAS DataBase Reference)
NIST Chemistry Reference1,5-Naphthalenediol(83-56-7)
EPA Substance Registry System1,5-Naphthalenediol (83-56-7)
Safety Information
Hazard Codes Xn,N,Xi
Risk Statements 22-51/53-36-36/37/38
Safety Statements 22-24/25-61-39-29-26
WGK Germany 2
RTECS QJ4740000
8-21
TSCA Yes
HS Code 29072900
MSDS Information
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1,5-Dihydroxy naphthalene English
SigmaAldrich English
ALFA English
1,5-Dihydroxy naphthalene Usage And Synthesis
Chemical PropertiesGrey powder 1,5-Naphthalenediol [83-56-7], 1,5-dihydroxynaphthalene, Azurol, C10H8O2, Mr 160.16, forms colorless needles (from aqueous methyl cellosolve). The compound is sublimable, readily soluble in ether and acetone, but only sparingly soluble in water and hydrocarbons. It is oxidized to 5-hydroxy-1,4-naphthoquinone ( juglone) by CrO3. Amination gives 1,5-naphthalenediamine; coupling with diazotized anilines occurs in the 2- or 4-position.
Uses1,5-Dihydroxynaphthalene is an intermediate of synthetic mordant azo dyes. It is an intermediate used in organic synthesis, pharmaceuticals, dyestuff fields and photograph industry. It is used as a coupling component in azo dyes as exemplified in the metallizable (Cr) wool dye, C.I. Mordant Black 9.
Production MethodsThe sodium salt of naphthalene-1,5-disulfonic acid is added gradually to excess 75 % sodium hydroxide. The mixture is heated under pressure to 276℃ over the course of 7 h and the reaction is completed by heating for a further 5 h at this temperature. After precipitation with sulfuric acid, the product is isolated in 90 % yield.
Purification MethodsThe diol (~30g) is purified by making into a thick paste with H2O and suspending this in 3L of H2O containing 200mL of EtOH, boiling under reflux for 3hours, cooling to 30o, saturating with SO2, digesting below the boiling point for 1hour and filtering fast through a large hot filter paper. The hot filtrate is poured onto crushed ice whereby the diol (15-20g) separates as colourless needles (m 258o) [Wheeler & Ergle J Am Chem Soc 52 4873 1930]. Recrystallise it from H2O or nitromethane under N2 to avoid oxidation. The dibenzoyl derivative has m 245o (from EtOH). The 5-methoxy-1-naphthol derivative [prepared from the diol in MeOH/HCl (1:30 weight to volume ratio) and set aside at 25o for 9-10days] crystallised from pet ether (m 135-136o) or from CH2Cl2/hexane (needles m 140o) [Bell & McCaffrey Aust J Chem 46 731 1993]. [Beilstein 6 I 477, 6 II 950, 6 III 5265, 6 IV 6554.]
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