1,4-Dihydroxynaphthalene

Synonym(s):p-Naphthohydroquinone (α);1,4-Naphthalenediol

CAS NO.：571-60-8
Empirical Formula: C10H8O2
Molecular Weight: 160.17
MDL number: MFCD00003977
EINECS: 209-336-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-04 20:04:50

What is 1,4-Dihydroxynaphthalene?

Chemical properties

brown to greyish powder. 1,4-Naphthalenediol [571-60-8], mp 195℃, is synthesized by reduction of 1,4- naphthoquinone with sodium dithionite, or by hydrolysis of 4-amino-1-naphthol with 20 % sulfuric acid. It undergoes oxidation to give 1,4-naphthoquinone; amination to give 4-amino-1-naphthol; and methylation (MeOH – HCl) to give 4-methoxy-1-naphthol.

The Uses of 1,4-Dihydroxynaphthalene

1,4-Dihydroxynaphthalene is frequently used in organic synthesis as a reagent. In particular, it is used in the synthesis of a pH independent and cell permeant fluorescent dye, a hydroxyl regioisomeric 3'',4''-benzorhodol, which can be used as a fluorescent chemosensor and biomarker for biological applications.

Definition

ChEBI: Naphthalene-1,4-diol is a naphthalenediol and a naphthohydroquinone.

Properties of 1,4-Dihydroxynaphthalene

Melting point:	191-192 °C (dec.)
Boiling point:	246.06°C (rough estimate)
Density	1.0924 (rough estimate)
refractive index	1.5178 (estimate)
storage temp.	Refrigerator
solubility	DMSO (Slightly), Methanol (Slightly)
form	neat
pka	pK1:9.37;pK2:10.93 (26°C，μ=0.65)
color	Grey
Water Solubility	slightly soluble
BRN	1307689
CAS DataBase Reference	571-60-8(CAS DataBase Reference)
NIST Chemistry Reference	1,4-Naphthalenediol(571-60-8)
EPA Substance Registry System	1,4-Naphthalenediol (571-60-8)

Safety information for 1,4-Dihydroxynaphthalene

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H318:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. 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.