Naphthalin-2,3-diol

Bezeichnung:Naphthalin-2,3-diol

CAS-Nr92-44-4

Englisch Name:2,3-Dihydroxynaphthalene

CBNumberCB8736136

SummenformelC10H8O2

Molgewicht160.17

MOL-Datei92-44-4.mol

Synonyma

Naphthalin-2,3-diol

Naphthalin-2,3-diol physikalisch-chemischer Eigenschaften

Schmelzpunkt	161-165 °C (lit.) 162-164 °C
Siedepunkt	246.06°C (rough estimate)
chüttdichte	500kg/m3
Dichte	1.0924 (rough estimate)
Dampfdruck	0.8 hPa (149 °C)
Brechungsindex	1.5178 (estimate)
Flammpunkt	175 °C
storage temp.	Store below +30°C.
Löslichkeit	4g/l
pka	9.10±0.40(Predicted)
Aggregatzustand	Powder
Farbe	White to pinkish to beige-grayish
PH	6 (1g/l, H2O, 20℃)
Wasserlöslichkeit	slightly soluble
BRN	742375
Henry's Law Constant	2.0×10⁵ mol/(m³Pa) at 25℃, Ebert et al. (2023)
Kosmetik-Inhaltsstoffe Funktionen	HAIR DYEING
Erinnerung an die inhaltsstoffe	2,3-Dihydroxynaphthalene (92-44-4)
InChI	1S/C10H8O2/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6,11-12H
InChIKey	JRNGUTKWMSBIBF-UHFFFAOYSA-N
SMILES	Oc1cc2ccccc2cc1O
CAS Datenbank	92-44-4(CAS DataBase Reference)
NIST chemische Informationen	2,3-Naphthalenediol(92-44-4)
EPA chemische Informationen	2,3-Naphthalenediol (92-44-4)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-37/39
WGK Germany	3
RTECS-Nr.	QJ4750000
F	10-23
Selbstentzündungstemperatur	>330 °C
TSCA	TSCA listed
HS Code	29072900
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral Eye Dam. 1
Toxizität	LD50 orally in Rabbit: 970 mg/kg

Gefahreninformationscode (GHS)

2,3-Dihydroxynaphthalene Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
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.
Verwenden
2,3-Dihydroxynaphthalene is used in making dyes, pigments, fluorescent whiteners, tanning agents, antioxidants, and antiseptics.
Verwenden
2,3-Naphthalenediol is used in cosmetics asa component of oxidative hair dye. It is usedat a concentration of <0.1%.
Verwenden
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.
Allgemeine Beschreibung
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).
Synthese
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.

2,3-Dihydroxynaphthalene Upstream-Materialien And Downstream Produkte

Naphthalin-2,3-diol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

92-44-4, 2,3-Dihydroxynaphthalene Verwandte Suche:

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