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| | 2,3-Dihydroxynaphthalene Basic information |
| | 2,3-Dihydroxynaphthalene Chemical 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) | | Fp | 175 °C | | storage temp. | Store below +30°C. | | solubility | 4g/l | | pka | 9.10±0.40(Predicted) | | form | Powder | | 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) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | WGK Germany | 3 | | RTECS | QJ4750000 | | F | 10-23 | | Autoignition Temperature | >330 °C | | TSCA | Yes | | HS Code | 29072900 | | Toxicity | LD50 orally in Rabbit: 970 mg/kg |
| | 2,3-Dihydroxynaphthalene Usage And Synthesis |
| Chemical Properties | Off white to redish white powder | | Uses | 2,3-Naphthalenediol is used in cosmetics asa component of oxidative hair dye. It is usedat a concentration of <0.1%. | | Uses | 2,3-Dihydroxynaphthalene is used in making dyes, pigments, fluorescent whiteners, tanning agents, antioxidants, and antiseptics. | | Uses | 2,3-Dihydroxynaphthalene may be used in the following studies:
- Construction of dinaphtho[2,1-b;2′,3′-d]furan-6-ol, via dehydration reaction in the presence of strong acid.
- As fused ring catecholate type ligand for the surface modification of nanocrystalline TiO2 particles.
- As adsorptive and competing ligand during the chemical speciation of iron in seawater by cathodic stripping voltammetry.
- Synthesis of cyclotriphosphazene derivatives, used as non-halogen flame retardants
| | Definition | ChEBI: Naphthalene-2,3-diol is a naphthalenediol. | | 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). |
| | 2,3-Dihydroxynaphthalene Preparation Products And Raw materials |
| Raw materials | 2H-naphtho[2,3-d][1,3]dioxole-->(1aS,1bR,2aS,6bR)-1a,1b,2a,6b-Tetrahydronaphtho[1,2-b:3,4-b']bisoxirene-->Naphthalene-2,3-diol diacetate | | Preparation Products | 2,3-diaminonaphthalene-->4 5-DICHLOROCATECHOL 97-->3-METHOXY-2-NAPHTHOL 97-->p-Toluic acid-->2,3-DICHLORONAPHTHALENE-->3-AMINO-2-NAPHTHOL-->6,13-dihydrodibenzo[b,i]phenazine |
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