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1,5-Dihydroxy naphthalene

1,5-Dihydroxy naphthalene Structure
CAS No.
83-56-7
Chemical Name:
1,5-Dihydroxy naphthalene
Synonyms
1,5-DIHYDROXYNAPHTHALENE;Naphthalene-1,5-diol;1,5-NAPHTHALENEDIOL;CI 76625;c.i.76625;C.I. 76625;oxidationbase;Oxidation Base;durafurdevelopere;1,5-Naphthalindiol
CBNumber:
CB2685052
Molecular Formula:
C10H8O2
Molecular Weight:
160.17
MOL File:
83-56-7.mol
MSDS File:
SDS
Modify Date:
2024/7/26 17:49:17

1,5-Dihydroxy naphthalene 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)
Flash point 252°C
storage temp. Inert atmosphere,Room Temperature
solubility 0.6g/l
form Solid
pka 9.28±0.40(Predicted)
color Pale Beige to Very Dark Brown
PH 6 (0.5g/l, H2O, 20℃)
Water Solubility Soluble in water.
BRN 2044951
LogP 1.7-1.82 at 23℃
CAS DataBase Reference 83-56-7(CAS DataBase Reference)
NIST Chemistry Reference 1,5-Naphthalenediol(83-56-7)
EPA Substance Registry System 1,5-Naphthalenediol (83-56-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H319
Precautionary statements  P264-P270-P280-P301+P312-P305+P351+P338-P337+P313
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
NFPA 704
1
2 0

1,5-Dihydroxy naphthalene price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D115606 1,5-Dihydroxynaphthalene 97% 83-56-7 100G ₹3583.08 2022-06-14 Buy
Sigma-Aldrich(India) D115606 1,5-Dihydroxynaphthalene 97% 83-56-7 500G ₹14007.55 2022-06-14 Buy
TCI Chemicals (India) D0590 1,5-Dihydroxynaphthalene min. 98.0 % 83-56-7 25G ₹1800 2022-05-26 Buy
TCI Chemicals (India) D0590 1,5-Dihydroxynaphthalene min. 98.0 % 83-56-7 100G ₹3600 2022-05-26 Buy
TCI Chemicals (India) D0590 1,5-Dihydroxynaphthalene min. 98.0 % 83-56-7 500G ₹12200 2022-05-26 Buy
Product number Packaging Price Buy
D115606 100G ₹3583.08 Buy
D115606 500G ₹14007.55 Buy
D0590 25G ₹1800 Buy
D0590 100G ₹3600 Buy
D0590 500G ₹12200 Buy

1,5-Dihydroxy naphthalene Chemical Properties,Uses,Production

Chemical Properties

Grey 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.

Uses

1,5-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 Methods

The 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 Methods

The 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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CI 76625 Durafur Developer E durafurdevelopere Oxidation Base oxidationbase 1,5-Naphthalindiol 1,5-dihydroxyl-naphthalene 1,5-Dihydroxynaphthylene 1,5-DIHYDROXYNAPHTHALENE pure 1,5-Dihydroxynaphthaline 1,5-Dihydroxynaphthalene,99% 1,5-Dihydroxynaphthalene,1,5-Naphthalenediol 1,8-NAPHTHALENEDIMETHANOL 1,5-Dihydroxynaphthalene 97% 1,5-Dihydroxy phthalene 1,5-Naphthalenediol for synthesis C.I. 76625 c.i.76625 1,5-Dihydroxynaphthalene > 1, 5-Dihydxoxynaphthalene 1,5-Dihydroxy naphthalene ISO 9001:2015 REACH 1,5-Dihydroxynaphtha 1,5-DihydroxynaphthaL Naphthalene-1,5-diol 1,5-DIHYDROXYNAPHTHALENE 1,5-NAPHTHALENEDIOL 83-56-7 Building Blocks Organic Building Blocks Polyols Oxygen Compounds Intermediates of Dyes and Pigments Naphthalene derivatives Indazoles bc0001