1,8-Naphthalenediol Chemical Properties

Melting point:

137-143 °C

Boiling point:

140 °C(Press: 10 Torr)

Density 

1.33

storage temp. 

2-8°C

pka

6.36±0.10(Predicted)

BRN 

2044947

InChI

InChI=1S/C10H8O2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6,11-12H

InChIKey

OENHRRVNRZBNNS-UHFFFAOYSA-N

SMILES

C1(O)=C2C(C=CC=C2O)=CC=C1

CAS DataBase Reference

569-42-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

41

Safety Statements 

26-39

WGK Germany 

3

HS Code 

2906290090

1,8-Naphthalenediol Usage And Synthesis

Chemical Properties

1,8-Naphthalenediol [569-42-6], mp 144℃, is produced by caustic fusion of naphthosultone or naphthosultam, and by acid desulfonation of 1,8-dihydroxynaphthalene-4-sulfonic acid. It is oxidized to juglone by chromium(VI) oxide; gives a dark green color with iron(III) chloride; undergoes amination at 300℃ to give 1,8-naphthalenediamine; and couples with diazotized anilines in the 4- position.

Uses

1,8-Dihydroxynaphthalene (DHN) can be used as:

• An intermediate in the preparation of benzo analogs of spiromamakone A.
• A starting material to synthesize naphthopyran derivatives.
• An intermediate in the total synthesis of palmarumycin CP17 analogs.

Definition

ChEBI: Naphthalene-1,8-diol is a member of the class of naphthalenediols that is naphthalene in which the hydrogens at positions 1 and 8 are replaced by hydroxy groups. It has a role as a fungal metabolite.

1,8-Naphthalenediol(569-42-6)Related Product Information

• CHRYSAROBIN
• CALCICHROME
• CHROMOTROPE 2B
• 3,6-Bis(4-chloro-2-phosphonophenylazo)-4,5-dihydroxynaphthalene-2,7-disulfonic acid
• CHROMOTROPE 2R
• 1,8-Dihydroxynaphthylene-3,6-disulfonic acid
• ARSENAZO I
• ARSENAZO III
• DI-SNADNS
• ARSENAZO III DISODIUM SALT
• 1,8,9-TRIHYDROXYANTHRACENE
• Trisodium 2-(4-Sulfophenylazo)-1,8-dihydroxynaphthalene-3,6-disulfonate Hydrate
• CHROMOTROPIC ACID DISODIUM SALT
• Disodium 3-(5-chloro-2-hydroxyphenylazo)-4,5-dihydroxynaphthalene-2,7-disulfonate
• 5,8-Dihydroxynaphthalene-1,4-dione
• Disodium 3,6-dihydroxynaphthalene-2,7-disulphonate
• CHROMOTROPIC ACID DISODIUM SALT DIHYDRATE
• 1,2,3,4-TETRAHYDRO-1,5-NAPHTHALENEDIOL