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2,3-Dihydroxynaphthalene

2,3-Dihydroxynaphthalene Structure
CAS No.
92-44-4
Chemical Name:
2,3-Dihydroxynaphthalene
Synonyms
Naphthalene-2,3-diol;2,3-Dihydroxy;2,3-DIHYDROXYNAPHTHALENE, SUBL.;2,3-NAPHTHALENEDIOL;Naphthalin-2,3-diol;Dihydroxynaphthalene;Naphthalenediol-(2,3);3-Dihydroxynaphthalene;2,3-Dihydroxynapthalene;2,3-DIHYDROXYNAPHTHALENE
CBNumber:
CB8736136
Molecular Formula:
C10H8O2
Molecular Weight:
160.17
MOL File:
92-44-4.mol
MSDS File:
SDS
Modify Date:
2024/8/6 16:32:36

2,3-Dihydroxynaphthalene Properties

Melting point 161-165 °C (lit.) 162-164 °C
Boiling point 246.06°C (rough estimate)
Density 1.0924 (rough estimate)
vapor pressure 0.8 hPa (149 °C)
refractive index 1.5178 (estimate)
Flash point 175 °C
storage temp. Store below +30°C.
solubility 4g/l
form Powder
pka 9.10±0.40(Predicted)
color White to pinkish to beige-grayish
PH 6 (1g/l, H2O, 20℃)
Water Solubility slightly soluble
BRN 742375
CAS DataBase Reference 92-44-4(CAS DataBase Reference)
NIST Chemistry Reference 2,3-Naphthalenediol(92-44-4)
EPA Substance Registry System 2,3-Naphthalenediol (92-44-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H318
Precautionary statements  P264-P270-P280-P301+P312-P305+P351+P338-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-37/39
WGK Germany  3
RTECS  QJ4750000
10-23
Autoignition Temperature >330 °C
TSCA  Yes
HS Code  29072900
Toxicity LD50 orally in Rabbit: 970 mg/kg
NFPA 704
1
2 0

2,3-Dihydroxynaphthalene price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.14578 2,3-Naphthalenediol for synthesis 92-44-4 50G ₹12080 2022-06-14 Buy
Sigma-Aldrich 37760 2,3-Dihydroxynaphthalene ≥98.0% (HPLC) 92-44-4 50G ₹12318.85 2022-06-14 Buy
Sigma-Aldrich(India) 37760 2,3-Dihydroxynaphthalene ≥98.0% (HPLC) 92-44-4 50G ₹12318.85 2022-06-14 Buy
Sigma-Aldrich 37760 2,3-Dihydroxynaphthalene ≥98.0% (HPLC) 92-44-4 250G ₹51570.3 2022-06-14 Buy
Sigma-Aldrich(India) 37760 2,3-Dihydroxynaphthalene ≥98.0% (HPLC) 92-44-4 250G ₹51570.3 2022-06-14 Buy
Product number Packaging Price Buy
8.14578 50G ₹12080 Buy
37760 50G ₹12318.85 Buy
37760 50G ₹12318.85 Buy
37760 250G ₹51570.3 Buy
37760 250G ₹51570.3 Buy

2,3-Dihydroxynaphthalene Chemical Properties,Uses,Production

Chemical Properties

Off white to redish white powder. 2,3-Naphthalenediol [92-44-4], mp 161℃, gives a dark blue color with iron(III) chloride; is aminated to 2- amino-3-naphthol at 140℃ and 2,3-naphthalenediamine at 240℃; and couples with diazotized anilines in the 1- or 1,4-positions.

Uses

2,3-Dihydroxynaphthalene is used in making dyes, pigments, fluorescent whiteners, tanning agents, antioxidants, and antiseptics.

General Description

2,3-Dihydroxynaphthalene is a polyhydroxy phenol. It is an aromatic dihydroxy compound having hydroxyl groups at ortho positions. Its reaction with molybdenum(VI) complexes has been reported. The asymmetric oxidative coupling polymerization of 2,3-dihydroxynaphthalene using the Cu(I)-bisoxazoline complex as catalyst has been reported to afford poly(2,3-dihydroxy-1,4-naphthylene), having a continuous 1,1′-bi-2-naphthol main chain structure. The nitrodisplacement reaction between nitrophthalodinitriles and 2,3-dihydroxynaphthalene has been investigated.

Health Hazard

2,3-Naphthalenediol shows low toxicity andmild irritant actions on the skin and eyes. Theoral LD50 value for rats of a 5% solutionin propylene glycol may be on the orderof 675 mg/kg (calculated by the method ofWeil). The intravenous LD50 value for miceis 56 mg/kg. At 1% concentration, it causedslight eye irritation in female albino rabbitsand exhibited erythemal response in guineapigs. At the 0.1% level (concentration in hairdye), it had no reaction on human skin. Thiscompound was nonmutagenic in Salmonellatyphimurium strain tests.
There is very little information in the literatureon the toxicity of 2,3-naphthalenediol.Assessment by the CIR expert panel on thesafety of this compound as used in cosmeticshas been inconclusive (Cosmetic, Toiletryand Fragrance Association 1987b).

Synthesis

2,3-Dihydroxynaphthalene is prepared by caustic fusion of 3-hydroxynaphthalene-2,6-disulfonic acid followed by treatment with dilute sulfuric acid under pressure, or by acid desulfonation of 2,3-dihydroxynaphthalene-6-sulfonic acid.

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2,3-Dihydroxynapthalene Naphthalenediol-(2,3) 2,3-DIHYDROXYNAPHTHALENE 2,3-NAPHTHALENEDIOL 2,3-Dihydroxynaphthylene 2,3-dihydrroxynaphthalene 2,3-Dihydroxynaphthalene 1g [92-44-4] 2,3-Dihydroxynaphthalene, 98% 50GR 2 3-DIHYDROXYNAPHTHALENE 98% 2,3-DihydroxylNaphthalene Dihydroxynaphthalene 2,3-Dihydroxynaphthalene,98% 2,3-NAPHTHALENEDIOL FOR SYNTHESIS 2,3- twohydroxy naphthalene 2,3-Dihydroxynaphthalene, 99%+ 2,3-Dihydroxynaphthalene >=98.0% (HPLC), purified by sublimation 3-Dihydroxynaphthalene 2,3-Dihydroxynaphthalene > 2,3-Naphthalenediol@100 μg/mL in AcCN 2,3-Dihydroxynaphthalene ISO 9001:2015 REACH 2,3-Dihydroxynaphthalene, ≥98.0% (HPLC) Naphthalene-2,3-diol 2,3-DIHYDROXYNAPHTHALENE, SUBL. 2,3-Dihydroxy Naphthalin-2,3-diol 2,3-Dihydroxynaphthalene, ≥ 97.0% 92-44-4 90-44-4 Organic Building Blocks Oxygen Compounds Polyols Building Blocks Cell Biology Chemical Synthesis DIG-DY Organic Building Blocks Oxygen Compounds Polyols Bioactive Small Molecules Building Blocks Aromatics Naphthalene derivatives