ChemicalBook--->CAS DataBase List--->92-44-4

92-44-4

92-44-4 Structure

92-44-4 Structure
IdentificationMore
[Name]

2,3-Dihydroxynaphthalene
[CAS]

92-44-4
[Synonyms]

2,3-DIHYDROXYNAPHTHALENE
2,3-NAPHTHALENEDIOL
2,3-Dihydroxynapthalene
Naphthalene-2,3-diol
Naphthalenediol-(2,3)
2,3-DIHYDROXYNAPHTHALENE, SUBL.
2 3-DIHYDROXYNAPHTHALENE 98%
2,3-DihydroxylNaphthalene
Dihydroxynaphthalene
2,3-Dihydroxynaphthalene,98%
2,3-Dihydroxy
2,3-Dihydroxynaphthylene
2,3-dihydrroxynaphthalene
[EINECS(EC#)]

202-156-7
[Molecular Formula]

C10H8O2
[MDL Number]

MFCD00004073
[Molecular Weight]

160.17
[MOL File]

92-44-4.mol
Chemical PropertiesBack Directory
[Appearance]

Off white to redish white powder
[Melting point ]

161-165 °C (lit.) 162-164 °C
[Boiling point ]

246.06°C (rough estimate)
[bulk density]

500kg/m3
[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
[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
[Henry's Law Constant]

2.0×105 mol/(m3Pa) at 25℃, Ebert et al. (2023)
[Cosmetics Ingredients Functions]

HAIR DYEING
[Cosmetic Ingredient Review (CIR)]

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 DataBase Reference]

92-44-4(CAS DataBase Reference)
[NIST Chemistry Reference]

2,3-Naphthalenediol(92-44-4)
[EPA Substance Registry System]

92-44-4(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)
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 ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[RTECS ]

QJ4750000
[F ]

10-23
[Autoignition Temperature]

>330 °C
[TSCA ]

Yes
[REACH Registrations]

Active
[HS Code ]

29072900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Dam. 1
[Toxicity]

LD50 orally in Rabbit: 970 mg/kg
Raw materials And Preparation ProductsBack Directory
[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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2,3-Dihydroxynaphthalene(92-44-4).msds
Hazard InformationBack Directory
[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%.
[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).
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

2,3-Dihydroxynaphthalene(92-44-4)MS
2,3-Dihydroxynaphthalene(92-44-4)1HNMR
2,3-Dihydroxynaphthalene(92-44-4)13CNMR
2,3-Dihydroxynaphthalene(92-44-4)IR1
2,3-Dihydroxynaphthalene(92-44-4)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2,3-Dihydroxynaphthalene, 98%(92-44-4)
[Alfa Aesar]

2,3-Dihydroxynaphthalene, 98%(92-44-4)
[Sigma Aldrich]

92-44-4(sigmaaldrich)
[TCI AMERICA]

2,3-Dihydroxynaphthalene,>97.0%(GC)(T)(92-44-4)
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