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1,5-Dihydroxy naphthalene

CAS No.83-56-7
Chemical Name:1,5-Dihydroxy naphthalene
CBNumber:CB2685052
Molecular Formula:C10H8O2
Formula Weight:160.17
MOL File:83-56-7.mol

1,5-Dihydroxy naphthalene Property

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)
EWG's Food Scores 1-3
FDA UNII P25HC23VH6
NIST Chemistry Reference 1,5-Naphthalenediol(83-56-7)
EPA Substance Registry System 1,5-Naphthalenediol (83-56-7)
UNSPSC Code 41116107
NACRES NA.22

Safety

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
F :8-21
TSCA :Yes
HS Code :29072900

NFPA 704:

	1
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302-H319
Precautionary statements P264-P270-P280-P301+P312-P305+P351+P338-P337+P313

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

Brand: Sigma-Aldrich(India)
Product number: D115606
Product name : 1,5-Dihydroxynaphthalene
Purity: 97%
Packaging: 100G
Price: ₹3583.08
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: D115606
Product name : 1,5-Dihydroxynaphthalene
Purity: 97%
Packaging: 500G
Price: ₹14007.55
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: D0590
Product name : 1,5-Dihydroxynaphthalene
Purity: min. 98.0 %
Packaging: 25G
Price: ₹1800
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: D0590
Product name : 1,5-Dihydroxynaphthalene
Purity: min. 98.0 %
Packaging: 100G
Price: ₹3600
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: D0590
Product name : 1,5-Dihydroxynaphthalene
Purity: min. 98.0 %
Packaging: 500G
Price: ₹12200
Updated: 2022/05/26
Buy: Buy

1,5-Dihydroxy naphthalene Chemical Properties,Usage,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.]