2,6-Naphthalenediol

Synonym(s):2,6-Naphthalenediol

CAS NO.：581-43-1
Empirical Formula: C10H8O2
Molecular Weight: 160.17
MDL number: MFCD00004082
EINECS: 209-465-6
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-01 18:09:03

What is 2,6-Naphthalenediol ?

The Uses of 2,6-Naphthalenediol

2,6-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.

Synthesis

2,6-Naphthalenediol [581-43-1], 2,6- naphthohydroquinone, mp 222℃, is synthesized by potassium hydroxide fusion of 2-hydroxynaphthalene-6-sulfonic acid at 295℃. It undergoes amination at 250℃ to give 2,6-naphthalenediamine and couples with diazotized anilines in the 1-position under acid conditions or the 1,5- positions under alkaline conditions.

Properties of 2,6-Naphthalenediol

Melting point:	223-225 °C(lit.)
Boiling point:	246.06°C (rough estimate)
Density	1.0924 (rough estimate)
refractive index	1.5418 (estimate)
storage temp.	Inert atmosphere,Room Temperature
solubility	DMSO (Slightly), Methanol (Slightly)
form	Solid
pka	9.55±0.40(Predicted)
color	White to Off-White
Water Solubility	Soluble in methanol and hot water. Slightly soluble in water.
BRN	1238082
CAS DataBase Reference	581-43-1(CAS DataBase Reference)
NIST Chemistry Reference	2,6-Dihydroxynaphthalene(581-43-1)
EPA Substance Registry System	2,6-Naphthalenediol (581-43-1)

Safety information for 2,6-Naphthalenediol

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.