2,6-Dihydroxynaphthalene (HCID 93552)

Overview

2,6-Dihydroxynaphthalene is a member of naphthols.

Names & identifiers

Preferred name: 2,6-Dihydroxynaphthalene
IUPAC: naphthalene-2,6-diol
English name: 2,6-Naphthalenediol
Molecular formula: C10H8O2
Molecular weight: 160.17

Names & synonyms

2,6-Dihydroxynaphthalene2,6-Naphthalenediol581-43-12-Hydroxy-6-naphthol2,6-NaphthohydroquinoneNSC-626874XX2ND0257DTXSID7060384RefChem:83254DTXCID1042318209-465-6Naphthalene-2,6-diol

Show more names

2,6-DONSBB00012937765_FLUKAZINC00074155275603_ALDRICH

MFCD000040822,6-dihydroxy naphthaleneUNII-4XX2ND02572,6-NaphthalindiolC.I. 76640NSC62687NSC 626872,6-dihydroxy-naphthalene

Database identifiers

CAS: 581-43-1
PubChem CID: 93552
DTXSID: DTXSID7060384
ChEMBL: CHEMBL205074
ChEBI: CHEBI:197110
UNII: 4XX2ND0257
EC Number: 209-465-6
Nikkaji: J70.177G

Properties

Computed structural properties

XLogP: 2.3
Topological polar surface area: 40.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 140

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Naphthols

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

LogP1.9

Vapor Pressure0.00000715 [mmHg]

Physical DescriptionBeige crystalline solid; [Aldrich MSDS]

Collision Cross Section137 Å² [M-H]-

Physicochemical properties

Melting point: 223 · 223-225 °C(lit.)
Boiling point: 246.06 °C · 246.06°C (rough estimate)
Density: 1.0924 · 1.0924 (rough estimate)
refractive index: 1.5418 · 1.5418 (estimate)
storage temp.: Inert atmosphere,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 9.55 · 9.55±0.40(Predicted)
color: White to Off-White
Water Solubility: Soluble in methanol and hot water. Slightly soluble in water.
BRN: 1238082 · 1238082
InChI: 1S/C10H8O2/c11-9-3-1-7-5-10(12)4-2-8(7)6-9/h1-6,11-12H
InChIKey: MNZMMCVIXORAQL-UHFFFAOYSA-N
SMILES: Oc1ccc2cc(O)ccc2c1
CAS DataBase Reference: 581 · 581-43-1(CAS DataBase Reference)
FDA UNII: 4 XX2ND0257 · 4XX2ND0257
NIST Chemistry Reference: 2 · 2,6-Dihydroxynaphthalene(581-43-1)
EPA Substance Registry System: 2 · 2,6-Naphthalenediol (581-43-1)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 2 · 2
F: 10 · 10-23
TSCA: TSCA listed
HS Code: 29309090 · 29309090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 74 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryAn irritant; [Aldrich MSDS] See 1-Napththol and 2-Naphthol. See 2,7-Naphthalenediol.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F: 10-23
PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 2
tsca: TSCA listed
hs_code: 29309090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2,6-Naphthalenediol: ACTIVE

Applications · 1 item

Uses2,6-Dihydroxynaphthalene is used in the preparation of 1,5-dichloro-2,6-diethynylnaphthalenes. It is used to produce convulsions in mice. It exhibits antiproliferative activity towards certain cells. It is also employed in the preparation of the first-generation rotaxane dendrimer. Further, it is used in the production of several dyes, pigments, fluorescent whiteners, tanning agents, antioxidants and antiseptics. In addition to this, it is converted into amines, esters, ethers and carboxylic derivatives.