Product Name

  • Name

    1,8-DIHYDROXYNAPHTHALENE

  • EINECS 209-316-5
  • CAS No. 569-42-6
  • Article Data42
  • CAS DataBase
  • Density 1.33g/cm3
  • Solubility
  • Melting Point 142-143℃
  • Formula C10H8O2
  • Boiling Point 375.4 °C at 760 mmHg
  • Molecular Weight 160.172
  • Flash Point 193.5 °C
  • Transport Information
  • Appearance
  • Safety 26-39
  • Risk Codes 41
  • Molecular Structure Molecular Structure of 569-42-6 (1,8-DIHYDROXYNAPHTHALENE)
  • Hazard Symbols Xi
  • Synonyms 1,8-Dihydroxynaphthalene;Naphthalene-1,8-diol;
  • PSA 40.46000
  • LogP 2.25100

Synthetic route

1,8-naphthosultone
83-31-8

1,8-naphthosultone

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
With potassium hydroxide at 300℃; for 0.5h;86%
With potassium hydroxide; water at 225℃; for 0.5h;83%
With potassium hydroxide at 300℃; for 0.5h;80%
1,1-dimethyl-1H,3H-naphtho[1,8-cd][1,2,6]oxasilaborinin-3-ol

1,1-dimethyl-1H,3H-naphtho[1,8-cd][1,2,6]oxasilaborinin-3-ol

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
With dihydrogen peroxide In tetrahydrofuran; methanol; dodecane at 20℃;67%
1,8-naphthalenesultone

1,8-naphthalenesultone

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
With potassium hydroxide for 0.25h; Inert atmosphere;60%
1,8-naphthosultone

1,8-naphthosultone

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
Stage #1: 1,8-naphthosultone With potassium hydroxide; sodium hydroxide at 210℃; for 0.75h; Inert atmosphere;
Stage #2: With sulfuric acid; water at 0℃;
53%
8-hydroxy-naphthalene-1-sulfonic acid
117-22-6

8-hydroxy-naphthalene-1-sulfonic acid

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
at 230℃; in der Kalischmelze;
4,5-dihydroxy-1-naphthalene-sulfonic acid
83-65-8

4,5-dihydroxy-1-naphthalene-sulfonic acid

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
With sulfuric acid at 150℃;
1,8-naphthosultam
603-72-5

1,8-naphthosultam

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
bei der Kalischmelze;
furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

8-anilino-1-naphthalenesulfonate
82-75-7

8-anilino-1-naphthalenesulfonate

A

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

B

8-amino-1-naphthol
2834-91-5

8-amino-1-naphthol

C

8-hydroxy-naphthalene-1-sulfonic acid
117-22-6

8-hydroxy-naphthalene-1-sulfonic acid

D

1-amino-naphthalene
134-32-7

1-amino-naphthalene

Conditions
ConditionsYield
at 220 - 300℃; im Autoklaven;
8-anilino-1-naphthalenesulfonate
82-75-7

8-anilino-1-naphthalenesulfonate

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
With sodium hydroxide at 220 - 230℃; unter Druck;
Multi-step reaction with 2 steps
1: 92 percent / NaNO2, aq. HCl / H2O / 1 h / Heating
2: KOH / neat (no solvent) / 1.75 h / 250 - 255 °C
View Scheme
8-methoxy-naphthalen-1-ol
3588-75-8

8-methoxy-naphthalen-1-ol

A

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

B

1-methyl pyridinium iodide
930-73-4

1-methyl pyridinium iodide

Conditions
ConditionsYield
With pyridine; pyridine hydroiodide at 115℃; Rate constant; LiI, KI, var. temp.;
2,2-Di-tert-butyl-1,3-dioxa-2-sila-phenalene
81418-05-5

2,2-Di-tert-butyl-1,3-dioxa-2-sila-phenalene

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
With pyridine hydrogenfluoride In tetrahydrofuran at 25℃;
8-Ethoxy-naphthalen-1-ol
104422-22-2

8-Ethoxy-naphthalen-1-ol

A

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

B

N-ethylpyridinium iodide
872-90-2

N-ethylpyridinium iodide

Conditions
ConditionsYield
With pyridine; lithium iodide at 115℃; Rate constant;
1-methoxymethoxy-8-hydroxynaphthalene
122127-76-8

1-methoxymethoxy-8-hydroxynaphthalene

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
With hydrogenchloride at 65℃; Rate constant;
With hydrogenchloride; ethylenediaminetetraacetic acid; buffer solution; sodium perchlorate; sodium iodide at 65℃; Rate constant; pH=3.5-9.7;
naphthalene
91-20-3

naphthalene

A

1,3-dihydroxynaphthalene
132-86-5

1,3-dihydroxynaphthalene

B

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
With water; oxygen; titanium(IV) oxide In acetonitrile Oxidation; Irradiation;
naphthalene
91-20-3

naphthalene

A

1,4-Dihydroxynaphthalene
571-60-8

1,4-Dihydroxynaphthalene

B

α-naphthol
90-15-3

α-naphthol

C

2,7-Dihydroxynaphthalene
582-17-2

2,7-Dihydroxynaphthalene

D

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

E

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

F

β-naphthol
135-19-3

β-naphthol

G

all disubstituted naphthalenes; trisubstituted naphthalenes

all disubstituted naphthalenes; trisubstituted naphthalenes

Conditions
ConditionsYield
With n-butyllithium; potassium tert-butylate Product distribution; multistep reaction; isomer distribution as a function of the solvent and conditions (THF only monosubstitution), also after reaction with Me2SO4;
1.8-dioxy-naphthalene-disulfonic acid-(2.4)

1.8-dioxy-naphthalene-disulfonic acid-(2.4)

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
With sulfuric acid at 160℃;
naphthalene-sultone-(1.8)

naphthalene-sultone-(1.8)

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
With potassium hydroxide; water
sultam of/the/ 1-oxy-naphthalene-sulfonic acid-(8)

sultam of/the/ 1-oxy-naphthalene-sulfonic acid-(8)

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
durch Kalischmelze;
sultone of/the/ 1-oxy-naphthalene-sulfonic acid-(8)

sultone of/the/ 1-oxy-naphthalene-sulfonic acid-(8)

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
With potassium hydroxide
With potassium hydroxide; water at 200 - 230℃;
sulfuric acid
7664-93-9

sulfuric acid

4,5-dihydroxy-naphthalene-1,3-disulfonic acid
23894-05-5

4,5-dihydroxy-naphthalene-1,3-disulfonic acid

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
at 160℃;
sulfuric acid
7664-93-9

sulfuric acid

4,5-dihydroxy-1-naphthalene-sulfonic acid
83-65-8

4,5-dihydroxy-1-naphthalene-sulfonic acid

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
at 150℃;
naphthalene
91-20-3

naphthalene

A

1,4-Dihydroxynaphthalene
571-60-8

1,4-Dihydroxynaphthalene

B

1,3-dihydroxynaphthalene
132-86-5

1,3-dihydroxynaphthalene

C

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
With dihydrogen peroxide; titanium(IV) oxide In water; acetonitrile for 1h; Product distribution; Quantum yield; Further Variations:; catalyst kind, reagent concentration; dihydroxylation; Irradiation;
dimethyl-(8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl)silane

dimethyl-(8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl)silane

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: [Ru(p-cypene)Cl2]2 / acetonitrile / 20 °C
2: dihydrogen peroxide / tetrahydrofuran; methanol; dodecane / 20 °C
View Scheme
With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 0.25h; Inert atmosphere;16.1 %Spectr.
Multi-step reaction with 2 steps
1: [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 / neat (no solvent) / 1 h / 20 °C / Inert atmosphere
2: dihydrogen peroxide; potassium hydrogencarbonate; tetrabutyl ammonium fluoride / tetrahydrofuran; water; methanol / 14 h / 0 - 40 °C / Inert atmosphere
View Scheme
dimethyl(naphthalen-1-yl)silane
38274-80-5

dimethyl(naphthalen-1-yl)silane

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 3,4,7,8-Tetramethyl-o-phenanthrolin; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere; Glovebox
1.2: 80 °C / Inert atmosphere; Sealed tube
2.1: [Ru(p-cypene)Cl2]2 / acetonitrile / 20 °C
3.1: dihydrogen peroxide / tetrahydrofuran; methanol; dodecane / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; 3,4,7,8-Tetramethyl-o-phenanthrolin / tetrahydrofuran / 3 h / 80 °C / Inert atmosphere
2: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; water / 0.25 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; 3,4,7,8-Tetramethyl-o-phenanthrolin / tetrahydrofuran / 4 h / 80 °C / Inert atmosphere
2: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; water / 0.25 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; 3,4,7,8-Tetramethyl-o-phenanthrolin / tetrahydrofuran / 3 h / 80 °C / Inert atmosphere
2: [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 / neat (no solvent) / 1 h / 20 °C / Inert atmosphere
3: dihydrogen peroxide; potassium hydrogencarbonate; tetrabutyl ammonium fluoride / tetrahydrofuran; water; methanol / 14 h / 0 - 40 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; 3,4,7,8-Tetramethyl-o-phenanthrolin / tetrahydrofuran / 4 h / 80 °C / Inert atmosphere
2: [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 / neat (no solvent) / 1 h / 20 °C / Inert atmosphere
3: dihydrogen peroxide; potassium hydrogencarbonate; tetrabutyl ammonium fluoride / tetrahydrofuran; water; methanol / 14 h / 0 - 40 °C / Inert atmosphere
View Scheme
1-Bromonaphthalene
90-11-9

1-Bromonaphthalene

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere
1.2: 0.5 h / -78 - 20 °C / Inert atmosphere
2.1: 3,4,7,8-Tetramethyl-o-phenanthrolin; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere; Glovebox
2.2: 80 °C / Inert atmosphere; Sealed tube
3.1: [Ru(p-cypene)Cl2]2 / acetonitrile / 20 °C
4.1: dihydrogen peroxide / tetrahydrofuran; methanol; dodecane / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C / Inert atmosphere
2: bis(1,5-cyclooctadiene)diiridium(I) dichloride; 3,4,7,8-Tetramethyl-o-phenanthrolin / tetrahydrofuran / 3 h / 80 °C / Inert atmosphere
3: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; water / 0.25 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C / Inert atmosphere
2: bis(1,5-cyclooctadiene)diiridium(I) dichloride; 3,4,7,8-Tetramethyl-o-phenanthrolin / tetrahydrofuran / 4 h / 80 °C / Inert atmosphere
3: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; water / 0.25 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C / Inert atmosphere
2: bis(1,5-cyclooctadiene)diiridium(I) dichloride; 3,4,7,8-Tetramethyl-o-phenanthrolin / tetrahydrofuran / 3 h / 80 °C / Inert atmosphere
3: [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 / neat (no solvent) / 1 h / 20 °C / Inert atmosphere
4: dihydrogen peroxide; potassium hydrogencarbonate; tetrabutyl ammonium fluoride / tetrahydrofuran; water; methanol / 14 h / 0 - 40 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C / Inert atmosphere
2: bis(1,5-cyclooctadiene)diiridium(I) dichloride; 3,4,7,8-Tetramethyl-o-phenanthrolin / tetrahydrofuran / 4 h / 80 °C / Inert atmosphere
3: [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 / neat (no solvent) / 1 h / 20 °C / Inert atmosphere
4: dihydrogen peroxide; potassium hydrogencarbonate; tetrabutyl ammonium fluoride / tetrahydrofuran; water; methanol / 14 h / 0 - 40 °C / Inert atmosphere
View Scheme
methoxydimethyl(8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl)silane

methoxydimethyl(8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-yl)silane

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; dihydrogen peroxide; potassium hydrogencarbonate In tetrahydrofuran; methanol; water at 0 - 40℃; for 14h; Inert atmosphere;19.2 mg
1-naphthol-4,8-disulfonic acid
117-56-6

1-naphthol-4,8-disulfonic acid

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: beim Verschmelzen
2: sulfuric acid / 150 °C
View Scheme
1,8-naphthylene phenylboronate
60548-84-7

1,8-naphthylene phenylboronate

water
7732-18-5

water

A

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

B

phenylboronic acid
98-80-6

phenylboronic acid

Conditions
ConditionsYield
In dimethylsulfoxide-d6 at 20℃;
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

methyl iodide
74-88-4

methyl iodide

1,8-dimethoxy-naphthalene
10075-66-8

1,8-dimethoxy-naphthalene

Conditions
ConditionsYield
With potassium carbonate In acetone for 24h; Inert atmosphere; Reflux;100%
With Aliquat (at)366; sodium hydroxide at 60 - 70℃; for 2h;70%
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 40℃; for 45h;67%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

ethyl bromoacetate
105-36-2

ethyl bromoacetate

diethyl 2,2'-(naphthalene-1,8-diylbis(oxy))diacetate

diethyl 2,2'-(naphthalene-1,8-diylbis(oxy))diacetate

Conditions
ConditionsYield
With potassium carbonate In acetone for 21h; Reflux;100%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

dimethyl sulfate
77-78-1

dimethyl sulfate

8-methoxy-naphthalen-1-ol
3588-75-8

8-methoxy-naphthalen-1-ol

Conditions
ConditionsYield
Stage #1: 1,8-dihydroxynaphthalene With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Inert atmosphere;
Stage #2: dimethyl sulfate In tetrahydrofuran; mineral oil at 0 - 25℃; Inert atmosphere;
99%
Stage #1: 1,8-dihydroxynaphthalene With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Inert atmosphere;
Stage #2: dimethyl sulfate In tetrahydrofuran; mineral oil at 0 - 25℃; for 14h;
99%
With sodium hydroxide
With sodium hydroxide In diethyl ether
Trimethyl borate
121-43-7

Trimethyl borate

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

C11H9BO3

C11H9BO3

Conditions
ConditionsYield
In dichloromethane at 20℃;98%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

2-(4-amino-2-hydroxybenzoyl)benzoic acid

2-(4-amino-2-hydroxybenzoyl)benzoic acid

C24H15NO4

C24H15NO4

Conditions
ConditionsYield
With methanesulfonic acid; trifluoroacetic acid at 80℃; for 24h;97%
1-benzoyl-2-bromoacetylene
3876-61-7

1-benzoyl-2-bromoacetylene

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

2-(naphtho[1,8-de][1,3]dioxin-2-ylidene)-1-phenylethan-1-one

2-(naphtho[1,8-de][1,3]dioxin-2-ylidene)-1-phenylethan-1-one

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;97%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

methyl iodide
74-88-4

methyl iodide

8-methoxy-naphthalen-1-ol
3588-75-8

8-methoxy-naphthalen-1-ol

Conditions
ConditionsYield
With potassium carbonate In acetone at 23℃; for 24h;96%
Stage #1: 1,8-dihydroxynaphthalene; methyl iodide With potassium carbonate In acetone at 18℃; for 10h;
Stage #2: With hydrogenchloride In water; acetone
95%
With caesium carbonate In acetone for 4h; Inert atmosphere; Reflux;84.4%
tris(dimethylamino)borane
4375-83-1

tris(dimethylamino)borane

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

C20H12BO4(1-)*H(1+)*C2H7N

C20H12BO4(1-)*H(1+)*C2H7N

Conditions
ConditionsYield
In tetrahydrofuran for 1h;96%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

8-hydroxy-1,2,3,4-tetrahydro-1-naphthalenone
7695-47-8

8-hydroxy-1,2,3,4-tetrahydro-1-naphthalenone

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethanol at 60℃; under 3040.2 Torr; for 48h; Autoclave;95%
With palladium on activated charcoal; hydrogen In ethanol at 60℃; for 24h;74%
With aluminum (III) chloride In cyclohexane at 110℃; for 2h; Sealed tube;70%
With aluminum (III) chloride In cyclohexane at 110℃; for 2h; Sealed tube;30%
With ethanol; nickel Hydrogenation;
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

3,5-dihydroxy-2,3-dihydro-1,4-naphthoquinone
4923-58-4

3,5-dihydroxy-2,3-dihydro-1,4-naphthoquinone

Conditions
ConditionsYield
With KO2 In tetrahydrofuran; toluene at -10℃; for 6h;95%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

boron trichloride
10294-34-5

boron trichloride

C10H6BClO2

C10H6BClO2

Conditions
ConditionsYield
In hexane; dichloromethane at -78 - 20℃;95%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

3,4,5-trifluorophenylboronic acid
143418-49-9

3,4,5-trifluorophenylboronic acid

C16H8BF3O2

C16H8BF3O2

Conditions
ConditionsYield
In acetonitrile Heating;95%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

benzene
71-43-2

benzene

8-hydroxy-4-phenyl-1-tetralone

8-hydroxy-4-phenyl-1-tetralone

Conditions
ConditionsYield
With aluminum (III) chloride at 20℃; for 48h; Reagent/catalyst;93%
2-(8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-9-carbonyl)benzoic acid
107070-67-7

2-(8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-9-carbonyl)benzoic acid

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

C30H23NO4

C30H23NO4

Conditions
ConditionsYield
With methanesulfonic acid; trifluoroacetic acid at 80℃; for 24h;93%
butylboronic acid
4426-47-5

butylboronic acid

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

C14H15BO2

C14H15BO2

Conditions
ConditionsYield
In acetonitrile at 80℃;93%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

boric acid
11113-50-1

boric acid

C10H7BO3

C10H7BO3

Conditions
ConditionsYield
In acetonitrile at 80℃; for 1h;93%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

5-hydroxynaphtho-1,4-quinone
481-39-0

5-hydroxynaphtho-1,4-quinone

Conditions
ConditionsYield
With K10 montmorillonite; iodic acid for 0.366667h; Heating;92%
With 1,1,1,3',3',3'-hexafluoro-propanol; urea hydrogen peroxide adduct at 45℃; Sealed tube; Green chemistry;83%
With potassium nitrososulfonate; acetone
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

dimethyl sulfate
77-78-1

dimethyl sulfate

1,8-dimethoxy-naphthalene
10075-66-8

1,8-dimethoxy-naphthalene

Conditions
ConditionsYield
With potassium carbonate In acetone at 70℃; for 24h;92%
With potassium hydroxide
In potassium hydroxide for 3h; Ambient temperature; Yield given;
2-iodo-propane
75-30-9

2-iodo-propane

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

8-isopropoxynaphthalen-1-ol
1257243-81-4

8-isopropoxynaphthalen-1-ol

Conditions
ConditionsYield
With potassium carbonate In acetone at 20 - 56℃; for 20h;92%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

1-bromo-4,4-dimethyl-1-pentyn-3-one

1-bromo-4,4-dimethyl-1-pentyn-3-one

3,3-dimethyl-1-(naphtho[1,8-de][1,3]dioxin-2-ylidene)butan-2-one

3,3-dimethyl-1-(naphtho[1,8-de][1,3]dioxin-2-ylidene)butan-2-one

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;92%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

2,4,6-trifluorophenylboronic acid
182482-25-3

2,4,6-trifluorophenylboronic acid

C16H8BF3O2

C16H8BF3O2

Conditions
ConditionsYield
In acetonitrile Heating;92%
thiophosgene
463-71-8

thiophosgene

1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

naphtho[1,8-de][1,3]dioxine-2-thione
524047-44-7

naphtho[1,8-de][1,3]dioxine-2-thione

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at -50℃;91%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

4-nitro-1,8-naphthalene diol

4-nitro-1,8-naphthalene diol

Conditions
ConditionsYield
With copper nitrate hemi(pentahydrate); acetic anhydride; acetic acid at 25℃; for 5h;91%
With aluminum(III) nitrate nonahydrate; acetic anhydride; acetic acid at 20℃; for 6h;90%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

1,8-bis(methoxymethoxy)naphthalene
172915-62-7

1,8-bis(methoxymethoxy)naphthalene

Conditions
ConditionsYield
Stage #1: 1,8-dihydroxynaphthalene With sodium hydride In N,N-dimethyl-formamide at 0℃;
Stage #2: chloromethyl methyl ether In diethyl ether; N,N-dimethyl-formamide for 6h;
90%
With sodium hydride In diethyl ether; N,N-dimethyl-formamide at 25℃;88%
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h;85%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

4-bromo-3-butyn-2-one
87293-26-3

4-bromo-3-butyn-2-one

1-(naphtho[1,8-de][1,3]dioxin-2-ylidene)propan-2-one

1-(naphtho[1,8-de][1,3]dioxin-2-ylidene)propan-2-one

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;89%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

chlorophosphoric acid diphenyl ester
2524-64-3

chlorophosphoric acid diphenyl ester

2-Phenoxy-1,3-dioxa-2-phospha-phenalene 2-oxide

2-Phenoxy-1,3-dioxa-2-phospha-phenalene 2-oxide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere; Sealed tube;89%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

ethyl acetoacetate
141-97-9

ethyl acetoacetate

10‐hydroxy‐4‐methyl‐2H‐benzo[h]chromen‐2‐one
33396-80-4

10‐hydroxy‐4‐methyl‐2H‐benzo[h]chromen‐2‐one

Conditions
ConditionsYield
With MnSb2O6-chitosan nanocomposite In neat (no solvent) at 80℃; for 0.583333h; Pechmann Condensation;88%
With sulfuric acid
With hydrogenchloride; ethanol
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

ethyl iodide
75-03-6

ethyl iodide

8-Ethoxy-naphthalen-1-ol
104422-22-2

8-Ethoxy-naphthalen-1-ol

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 40℃; for 24h;88%
1,8-dihydroxynaphthalene
569-42-6

1,8-dihydroxynaphthalene

5-Methoxy-1-tetralone
33892-75-0

5-Methoxy-1-tetralone

5-Methoxy-1,2,3,4-tetrahydrospiro<1,3>dioxine>
207504-79-8

5-Methoxy-1,2,3,4-tetrahydrospiro<1,3>dioxine>

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 48h; Heating;86%
With sulfuric acid In toluene for 72h; Heating;69%
With toluene-4-sulfonic acid In toluene for 72h; Reflux;57%
With 4 A molecular sieve; p-toluenesulfonic acid monohydrate In toluene for 72h; Heating;53%

Naphthalene-1,8-diol Chemical Properties

Molecular Structure of 1,8-Naphthalenediol (CAS NO.569-42-6):

IUPAC Name: naphthalene-1,8-diol 
Empirical Formula: C10H8O2
Molecular Weight: 160.1693
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 18.46 Å2
Index of Refraction: 1.725
Molar Refractivity: 47.85 cm3
Molar Volume: 120.4 cm3
Surface Tension: 64.4 dyne/cm
Density: 1.33 g/cm3
Flash Point: 193.5 °C
Enthalpy of Vaporization: 64.73 kJ/mol
Boiling Point: 375.4 °C at 760 mmHg
Vapour Pressure: 3.62E-06 mmHg at 25°C
EINECS: 209-316-5
InChI
InChI=1/C10H8O2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6,11-12H
Smiles
c12c(O)cccc2cccc1O

Naphthalene-1,8-diol Specification

  1,8-Naphthalenediol , with CAS number of 569-42-6, can be called 1,8-Dihydroxynaphthalene ; Naphthalene-1,8-diol .

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