Product Name

  • Name

    1,5-Dihydroxy naphthalene

  • EINECS 201-487-4
  • CAS No. 83-56-7
  • Article Data35
  • CAS DataBase
  • Density 1.33 g/cm3
  • Solubility Soluble in water.
  • Melting Point 259-261 °C (dec.)(lit.)
  • Formula C10H8O2
  • Boiling Point 375.4 °C at 760 mmHg
  • Molecular Weight 160.172
  • Flash Point 193.5 °C
  • Transport Information
  • Appearance gray powder
  • Safety 22-24/25-61-39-29-26
  • Risk Codes 22-51/53-36-36/37/38
  • Molecular Structure Molecular Structure of 83-56-7 (1,5-Dihydroxy naphthalene)
  • Hazard Symbols HarmfulXn, DangerousN, IrritantXi
  • Synonyms 1,5-Dihydroxynaphthaline;1,5-Naphthohydroquinone;C.I. 76625;DurafurDeveloper E;1,5-Naphthalenediol;Oxidation Base;
  • PSA 40.46000
  • LogP 2.25100

Synthetic route

1,5-diacetoxynaphthalene
605-89-0

1,5-diacetoxynaphthalene

A

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

B

5-hydroxynaphthalen-1-yl acetate
94807-85-9

5-hydroxynaphthalen-1-yl acetate

Conditions
ConditionsYield
With lipase of Pseudomonas sp; water In various solvent(s) at 25℃; for 2.5h; Hydrolysis; deacetylation;A 60%
B 40%
1,5-dimethoxynaphthalene
10075-63-5

1,5-dimethoxynaphthalene

A

5-methoxynaphthalen-1-ol
3588-80-5

5-methoxynaphthalen-1-ol

B

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
With Cyclohexyl iodide In N,N-dimethyl-formamide for 2.5h; Heating;A 43%
B 44%
α-naphthol
90-15-3

α-naphthol

A

1,7-Dihydroxynaphthalene
575-38-2

1,7-Dihydroxynaphthalene

B

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
With dihydrogen peroxide; hydrogen fluoride; antimony pentafluoride at -20℃; for 0.5h; Mechanism; Product distribution;A 17.5%
B 25.5%
With dihydrogen peroxide; hydrogen fluoride; antimony pentafluoride at -20℃; for 0.5h;A 17.5%
B 25.5%
5-amino-1-naphthol
83-55-6

5-amino-1-naphthol

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
With sodium hydrogensulfite alkal. Verseifung des entstandenen Sulfits;
1-hydroxynaphthalene-5-sulphonic acid
117-59-9

1-hydroxynaphthalene-5-sulphonic acid

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
With potassium carbonate beim Schmelzen;
With potassium carbonate at 200℃;
With sodium hydroxide at 220 - 260℃; beim Schmelzen;
1-aminonaphthalene-5-sulfonic acid
84-89-9

1-aminonaphthalene-5-sulfonic acid

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

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

A

5-amino-1-naphthol
83-55-6

5-amino-1-naphthol

B

1-hydroxynaphthalene-5-sulphonic acid
117-59-9

1-hydroxynaphthalene-5-sulphonic acid

C

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

D

1-amino-naphthalene
134-32-7

1-amino-naphthalene

Conditions
ConditionsYield
at 220 - 300℃; im Autoklaven;
1-aminonaphthalene-5-sulfonic acid
84-89-9

1-aminonaphthalene-5-sulfonic acid

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
With sodium hydroxide at 220 - 300℃; unter Druck;
8-hydroxy-4-oxo-1,2,3,4-tetrahydro-naphthalene-2-sulfonic acid ; sodium salt

8-hydroxy-4-oxo-1,2,3,4-tetrahydro-naphthalene-2-sulfonic acid ; sodium salt

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
beim Erhitzen;
naphthalene-1,5-disulfonate
81-04-9

naphthalene-1,5-disulfonate

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

naphthalene-1,5-disulfonate
81-04-9

naphthalene-1,5-disulfonate

alkalies

alkalies

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
at 300℃;
at 220 - 260℃;
1,5-diaminonaphthalene
2243-62-1

1,5-diaminonaphthalene

sodium disulfite

sodium disulfite

A

5-amino-1-naphthol
83-55-6

5-amino-1-naphthol

B

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
Behandeln des Reaktionsprodukts mit Alkali;
5-amino-1-naphthol
83-55-6

5-amino-1-naphthol

sodium disulfite

sodium disulfite

alkali

alkali

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

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;
naphthalene-1.5-disulfonate sodium

naphthalene-1.5-disulfonate sodium

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
With potassium carbonate at 300℃;
With potassium carbonate at 220 - 260℃;
1-hydroxynaphthalene-5-sulphonic acid
117-59-9

1-hydroxynaphthalene-5-sulphonic acid

potash

potash

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
at 200℃; beim Schmelzen;
beim Schmelzen;
1-hydroxynaphthalene-5-sulphonic acid
117-59-9

1-hydroxynaphthalene-5-sulphonic acid

sodium hydroxide

sodium hydroxide

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
at 220 - 260℃; beim Schmelzen;
5-hydroxy-1-oxo-1,2,3,4-tetrahydronaphthalene-3-sulfonic acid
861353-26-6

5-hydroxy-1-oxo-1,2,3,4-tetrahydronaphthalene-3-sulfonic acid

aqueous NaOH-solution

aqueous NaOH-solution

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

C16H16N2O6*C10H8O2

C16H16N2O6*C10H8O2

A

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

B

C16H16N2O6
533933-41-4

C16H16N2O6

Conditions
ConditionsYield
In chloroform at 24.85℃; Equilibrium constant;
4-acetylamino-8-amino-naphthalene-1-sulfonic acid
72493-43-7

4-acetylamino-8-amino-naphthalene-1-sulfonic acid

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: NaOH-solution
2: sodium disulfite / man behandelt das Produkt mit Natronlauge
3: hydrochloric acid
4: NaHSO3 / alkal. Verseifung des entstandenen Sulfits
View Scheme
4-acetylamino-8-nitro-naphthalene-1-sulfonic acid

4-acetylamino-8-nitro-naphthalene-1-sulfonic acid

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: zinc dust; hydrochloric acid / 30 °C
2: NaOH-solution
3: sodium disulfite / man behandelt das Produkt mit Natronlauge
4: hydrochloric acid
5: NaHSO3 / alkal. Verseifung des entstandenen Sulfits
View Scheme
4,8-diamino-naphthalene-1-sulfonic acid
152406-24-1

4,8-diamino-naphthalene-1-sulfonic acid

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium disulfite / man behandelt das Produkt mit Natronlauge
2: hydrochloric acid
3: NaHSO3 / alkal. Verseifung des entstandenen Sulfits
View Scheme
8-amino-4-hydroxy-naphthalene-1-sulfonic acid
858186-61-5

8-amino-4-hydroxy-naphthalene-1-sulfonic acid

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrochloric acid
2: NaHSO3 / alkal. Verseifung des entstandenen Sulfits
View Scheme
sodium 4-amino-1-naphthalenesulfonate
130-13-2

sodium 4-amino-1-naphthalenesulfonate

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: HNO3+H2SO4
2: zinc dust; hydrochloric acid / 30 °C
3: NaOH-solution
4: sodium disulfite / man behandelt das Produkt mit Natronlauge
5: hydrochloric acid
6: NaHSO3 / alkal. Verseifung des entstandenen Sulfits
View Scheme
sodium hydrogensulfite

sodium hydrogensulfite

1,5-diaminonaphthalene
2243-62-1

1,5-diaminonaphthalene

A

5-amino-1-naphthol
83-55-6

5-amino-1-naphthol

B

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
addn. of alkali;
addn. of alkali;
acid blue 5

acid blue 5

A

5-methyl-2-hydroxyacetophenone
1450-72-2

5-methyl-2-hydroxyacetophenone

B

4-hydroxybutanoic acid
591-81-1

4-hydroxybutanoic acid

C

malic acid
617-48-1

malic acid

D

2-hydroxyacrylic acid
19071-34-2

2-hydroxyacrylic acid

E

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

F

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol
88-58-4

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol

G

1-aminoethenol

1-aminoethenol

Conditions
ConditionsYield
With dihydrogen peroxide pH=3; Kinetics; Reagent/catalyst; Concentration; pH-value;
disodium 1,5-naphthalenedisulfonate
1655-29-4

disodium 1,5-naphthalenedisulfonate

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Conditions
ConditionsYield
Stage #1: disodium 1,5-naphthalenedisulfonate With sodium hydroxide at 300 - 305℃; for 2h; Large scale;
Stage #2: With sulfuric acid at 60℃; for 0.133333h; Temperature; Large scale;
1020 kg
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

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

5-hydroxynaphtho-1,4-quinone

Conditions
ConditionsYield
With air; C32H36Br2N4 In methanol; dichloromethane at 20℃; for 1h; Irradiation;100%
With C39H50N7O2S(1+)*F6P(1-); N,N,N-trimethyl-N-propylammonium bis(trifluoromethanesulfonyl)imide at 25℃; for 3h; Kinetics; UV-irradiation;100%
With C171H45BF2N4; oxygen In methanol; dichloromethane at 20℃; Kinetics; Quantum yield; Reagent/catalyst;99.9%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

magnesium methyl carbonate
4861-79-4

magnesium methyl carbonate

1,5-dihydroxy-2,6-naphthalenedicarboxylic acid
25543-68-4

1,5-dihydroxy-2,6-naphthalenedicarboxylic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 180℃; under 25857.4 Torr; for 6h;100%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

allyl bromide
106-95-6

allyl bromide

1,5-Di-2-propenoxynaphthalene
127952-72-1

1,5-Di-2-propenoxynaphthalene

Conditions
ConditionsYield
With potassium carbonate In acetone for 4h; Heating;100%
With potassium carbonate In tetrahydrofuran; acetone Heating / reflux;92%
Stage #1: 1,5-dihydroxynaphthalene With potassium carbonate In acetonitrile at 20℃; for 0.25h; Inert atmosphere;
Stage #2: allyl bromide In acetonitrile for 12h; Reflux;
90%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

acetic anhydride
108-24-7

acetic anhydride

1,5-diacetoxynaphthalene
605-89-0

1,5-diacetoxynaphthalene

Conditions
ConditionsYield
With pyridine for 1h;99%
With pyridine at 20℃; for 12h; Inert atmosphere;98%
With pyridine at 0 - 100℃; for 8h; Inert atmosphere;98%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

2-(2-Chloroethoxy)ethanol
628-89-7

2-(2-Chloroethoxy)ethanol

1,5-bis[2-(2-hydroxyethoxy)ethoxy]naphthalene
136133-14-7

1,5-bis[2-(2-hydroxyethoxy)ethoxy]naphthalene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 82℃;99%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 80℃; for 12h; Inert atmosphere;75%
With potassium carbonate In N,N-dimethyl-formamide Heating;67%
allyl methyl carbonate
35466-83-2

allyl methyl carbonate

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

1,5-Di-2-propenoxynaphthalene
127952-72-1

1,5-Di-2-propenoxynaphthalene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran at 25℃; for 24h; Condensation;99%
vinyl acetate
108-05-4

vinyl acetate

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

1,5-diacetoxynaphthalene
605-89-0

1,5-diacetoxynaphthalene

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In neat (no solvent) at 70 - 140℃; for 0.183333h; Microwave irradiation;99%
With sodium carbonate In acetonitrile at 120℃; for 24h; Schlenk technique;47%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

naphthalene-1,5-diyl bis(trifluoromethanesulfonate)
152873-79-5

naphthalene-1,5-diyl bis(trifluoromethanesulfonate)

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 0.25h; Inert atmosphere; Schlenk technique;98%
With pyridine In dichloromethane at 0 - 20℃; for 8h;97%
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;96%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

dimethyl sulfate
77-78-1

dimethyl sulfate

1,5-dimethoxynaphthalene
10075-63-5

1,5-dimethoxynaphthalene

Conditions
ConditionsYield
With sodium dithionite; tetrabutylammomium bromide; sodium hydroxide In tetrahydrofuran; water at 20 - 30℃; Inert atmosphere;98%
With potassium carbonate In acetone Inert atmosphere; Reflux;95.2%
With potassium carbonate In acetone for 18h; Reflux; Inert atmosphere;88%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

1-chloro-3-hydroxypropane
627-30-5

1-chloro-3-hydroxypropane

1,5-bis(3-hydroxypropoxy)naphthalene
220223-39-2

1,5-bis(3-hydroxypropoxy)naphthalene

Conditions
ConditionsYield
Stage #1: 1,5-dihydroxynaphthalene With potassium carbonate In acetonitrile for 1h; Inert atmosphere; Reflux;
Stage #2: 1-chloro-3-hydroxypropane With potassium iodide In acetonitrile for 24h; Inert atmosphere; Heating;
98%
With caesium carbonate In acetonitrile Reflux;45%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

4-amino-phenol
123-30-8

4-amino-phenol

5-hydroxy-4-((4-hydroxyphenyl)imino)naphthalen-1(4H)-one

5-hydroxy-4-((4-hydroxyphenyl)imino)naphthalen-1(4H)-one

Conditions
ConditionsYield
With oxygen; rose bengal In water for 5h; Irradiation; Green chemistry;98%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

α-bromoacetophenone
70-11-1

α-bromoacetophenone

1,5-bis(1-phenyl-ethan-1-one-2-yloxy)-naphthalene

1,5-bis(1-phenyl-ethan-1-one-2-yloxy)-naphthalene

Conditions
ConditionsYield
With potassium carbonate In acetone for 18h; Reflux;97%
With potassium carbonate In acetonitrile for 4h; Heating;71%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

ethyl 6-O-(tert-butyldiphenylsilyl)-4-O-methoxycarbonyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside
162934-16-9

ethyl 6-O-(tert-butyldiphenylsilyl)-4-O-methoxycarbonyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

1,5-bis-(ethyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl-4-oxy)naphthalene

1,5-bis-(ethyl 6-O-tert-butyldiphenylsilyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl-4-oxy)naphthalene

Conditions
ConditionsYield
tris-(dibenzylideneacetone)dipalladium(0); 1,4-di(diphenylphosphino)-butane In tetrahydrofuran at 25℃; for 20h;97%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

5-[(4-nitrobenzoyl)oxy]-1-naphthyl 4-nitrobenzoate
151010-39-8

5-[(4-nitrobenzoyl)oxy]-1-naphthyl 4-nitrobenzoate

Conditions
ConditionsYield
With pyridine; dmap at 0 - 140℃;97%
With sodium hydroxide In dichloromethane; water at 10℃; for 3h; Inert atmosphere;
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

p-toluidine
106-49-0

p-toluidine

5-hydroxy-4-(p-tolyl)-imino-1-naphthalenone
133586-45-5

5-hydroxy-4-(p-tolyl)-imino-1-naphthalenone

Conditions
ConditionsYield
With sodium periodate In methanol; ethanol at 20℃; for 1h;96%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

malononitrile
109-77-3

malononitrile

3,9-Diamino-1,7-bis-(4-methoxy-phenyl)-1,7-dihydro-4,10-dioxa-chrysene-2,8-dicarbonitrile
128405-15-2

3,9-Diamino-1,7-bis-(4-methoxy-phenyl)-1,7-dihydro-4,10-dioxa-chrysene-2,8-dicarbonitrile

Conditions
ConditionsYield
With aluminum oxide; potassium fluoride In ethanol at 80℃;96%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

4,4'-bis((η6-4-chlorophenoxy-η5-cyclopentadienyl)iron)biphenyl hexafluorophosphate

4,4'-bis((η6-4-chlorophenoxy-η5-cyclopentadienyl)iron)biphenyl hexafluorophosphate

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

C10H6(OC6H4(Fe(C5H5))OC12H8OC6H4Cl(Fe(C5H5)))2(4+)*4PF6(1-)=[C10H6(OC6H4(Fe(C5H5))OC12H8OC6H4Cl(Fe(C5H5)))2](PF6)4

C10H6(OC6H4(Fe(C5H5))OC12H8OC6H4Cl(Fe(C5H5)))2(4+)*4PF6(1-)=[C10H6(OC6H4(Fe(C5H5))OC12H8OC6H4Cl(Fe(C5H5)))2](PF6)4

Conditions
ConditionsYield
With K2CO3; HCl In N,N-dimethyl-formamide stirring stoich. amts. of Fe-complex and C10H6(OH)2 with excess of K2CO3 (N2-atmosphere, room temp., 16 h), filtration into 10% HCl (pptn.), dissoln. on addn. of Me2CO washings, concn., addn. of concd. aq. NH4PF6 (pptn.); collection (filtration), washing (cold water), drying (vac.), washing (Et2O), drying; elem. anal.;96%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

naphthalene-1,5-diylbis(dimethylphosphoramidite)
244775-40-4

naphthalene-1,5-diylbis(dimethylphosphoramidite)

N3,N3,N16,N16-tetramethyl-2,4,15,17-tetraoxa-3,16-diphosphapentacyclo[20.4.0.05,10.09,14.018,23]hexacosa-1(22),5(10),6,8,11,13,18,20,23,25-decaene-3,16-diamine
244775-44-8

N3,N3,N16,N16-tetramethyl-2,4,15,17-tetraoxa-3,16-diphosphapentacyclo[20.4.0.05,10.09,14.018,23]hexacosa-1(22),5(10),6,8,11,13,18,20,23,25-decaene-3,16-diamine

Conditions
ConditionsYield
In acetonitrile Cyclization;95%
In acetonitrile Cyclization;
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester
77544-60-6

p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester

2-[2-(2-{2-[5-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-naphthalen-1-yloxy]-ethoxy}-ethoxy)-ethoxy]-ethanol
168211-64-1

2-[2-(2-{2-[5-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-naphthalen-1-yloxy]-ethoxy}-ethoxy)-ethoxy]-ethanol

Conditions
ConditionsYield
With potassium carbonate; lithium bromide In acetonitrile for 24h; Heating;94%
With potassium carbonate; lithium bromide In acetonitrile for 24h; Reflux;94%
With potassium carbonate; lithium bromide In acetonitrile for 36h; Heating;90%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

2,4-dichlorobenzaldeyhde
874-42-0

2,4-dichlorobenzaldeyhde

malononitrile
109-77-3

malononitrile

3,9-diamino-1,7-bis-(2,4-dichloro-phenyl)-1,7-dihydro-4,10-dioxa-chrysene-2,8-dicarbonitrile

3,9-diamino-1,7-bis-(2,4-dichloro-phenyl)-1,7-dihydro-4,10-dioxa-chrysene-2,8-dicarbonitrile

Conditions
ConditionsYield
With aluminum oxide; potassium fluoride In ethanol at 80℃;94%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

diethyl 2,2'-(naphthalene-1,5-diylbis(oxy))diacetate
32386-24-6

diethyl 2,2'-(naphthalene-1,5-diylbis(oxy))diacetate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide93%
With potassium carbonate In acetonitrile for 12h; Reflux;79.1%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

malononitrile
109-77-3

malononitrile

2,8-diamino-4,10-bis(4-chlorophenyl)-3,9-dicyano-4H,10H-chromeno[8,7-h]chromene
130944-08-0

2,8-diamino-4,10-bis(4-chlorophenyl)-3,9-dicyano-4H,10H-chromeno[8,7-h]chromene

Conditions
ConditionsYield
With aluminum oxide; potassium fluoride In ethanol at 80℃;93%
With triethylamine In ethanol for 0.166667h; Heating;82%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

2,2'-(naphthalene-1,5-diylbis(oxy))bis(ethan-1-ol)
14031-45-9

2,2'-(naphthalene-1,5-diylbis(oxy))bis(ethan-1-ol)

Conditions
ConditionsYield
With 18-crown-6 ether; Aliquat 336; potassium hydroxide In 1,4-dioxane Inert atmosphere;92%
With 1,4-dioxane; methanol; N-benzyl-trimethylammonium hydroxide
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

ethyl acetoacetate
141-97-9

ethyl acetoacetate

7-hydroxy-4-methyl-benzo[h]chromen-2-one
21353-16-2

7-hydroxy-4-methyl-benzo[h]chromen-2-one

Conditions
ConditionsYield
With MnSb2O6-chitosan nanocomposite In neat (no solvent) at 80℃; for 0.5h; Pechmann Condensation;92%
With silica supported boric trisulfuric anhydride In neat (no solvent) at 85℃; for 1.25h; Pechmann Condensation;90%
With sulfuric acid In water at 20℃; for 24h; Condensation;87%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

ethyl bromoacetate
105-36-2

ethyl bromoacetate

diethyl 2,2'-(naphthalene-1,5-diylbis(oxy))diacetate
32386-24-6

diethyl 2,2'-(naphthalene-1,5-diylbis(oxy))diacetate

Conditions
ConditionsYield
With potassium carbonate In acetone for 21h; Reflux;92%
With potassium carbonate; acetone; potassium iodide
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

Hexamethylphosphorous triamide
1608-26-0

Hexamethylphosphorous triamide

naphthalene-1,5-diylbis(dimethylphosphoramidite)
244775-40-4

naphthalene-1,5-diylbis(dimethylphosphoramidite)

Conditions
ConditionsYield
In acetonitrile at 20℃; Substitution;92%
In acetonitrile Substitution;
In acetonitrile at 20℃; for 2h;
In acetonitrile
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

C26H20O4

C26H20O4

Conditions
ConditionsYield
at 120℃; for 0.5h;92%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

malononitrile
109-77-3

malononitrile

3,9-diamino-1,7-bis-(3-nitro-phenyl)-1,7-dihydro-4,10-dioxa-chrysene-2,8-dicarbonitrile

3,9-diamino-1,7-bis-(3-nitro-phenyl)-1,7-dihydro-4,10-dioxa-chrysene-2,8-dicarbonitrile

Conditions
ConditionsYield
With aluminum oxide; potassium fluoride In ethanol at 80℃;92%
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

toluene-4-sulfonic acid 2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl ester
42749-28-0

toluene-4-sulfonic acid 2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl ester

2-{2-[2-(2-{2-[2-(5-{2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-naphthalen-1-yloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethanol
309920-44-3

2-{2-[2-(2-{2-[2-(5-{2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-naphthalen-1-yloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethanol

Conditions
ConditionsYield
With potassium carbonate; lithium bromide In acetonitrile for 36h; Heating;92%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 100℃;84%
With potassium carbonate In acetone for 20h; Heating;47%
With potassium carbonate; potassium iodide In acetonitrile for 36h; Heating;
1,5-dihydroxynaphthalene
83-56-7

1,5-dihydroxynaphthalene

benzene
71-43-2

benzene

5-hydroxy-4-phenyl-1-tetralone

5-hydroxy-4-phenyl-1-tetralone

Conditions
ConditionsYield
With aluminum tri-bromide at 25℃; for 24h;92%

1,5-Dihydroxy naphthalene Chemical Properties


IUPAC Name: Naphthalene-1,5-diol
Molecular Formula: C10H8O2
Molecular Weight: 160.17 g/mol
Canonical SMILES: c12c(c(ccc2)O)cccc1O
InChI: InChI=1/C10H8O2/c11-9-5-1-3-7-8(9)4-2-6-10(7)12/h1-6,11-12H
EINECS: 201-487-4
Classification Code: Mutation data
Product Categories: Intermediates of Dyes and Pigments; Naphthalene derivatives
XLogP3: 1.8
H-Bond Donor: 2
H-Bond Acceptor: 2
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
Melting Point: 259-261 °C (dec.)(lit.)
Vapour Pressure of 1,5-Dihydroxy naphthalene (CAS NO.83-56-7): 3.62E-06 mmHg at 25 °C

1,5-Dihydroxy naphthalene Uses

 1,5-Dihydroxy naphthalene (CAS NO.83-56-7) is used as oxidising colouring agents for hair dyeing. 

1,5-Dihydroxy naphthalene Toxicity Data With Reference

1.    

dlt-oin-oin-par 10 ppm

    EVETBX    Environmental Entomology. 2 (1973),1029.
2.    

dlt-oin-oin-skn 10 ppm

    EVETBX    Environmental Entomology. 2 (1973),1029.

1,5-Dihydroxy naphthalene Consensus Reports

Reported in EPA TSCA Inventory.

1,5-Dihydroxy naphthalene Safety Profile

Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes: HarmfulXn, DangerousN, IrritantXi
Risk Statements: 22-51/53-36-36/37/38 
R22: Harmful if swallowed. 
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R36: Irritating to eyes. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-61-39-29-26
S22: Do not breathe dust. 
S24/25: Avoid contact with skin and eyes. 
S61: Avoid release to the environment. Refer to special instructions / safety data sheets. 
S39: Wear eye / face protection. 
S29: Do not empty into drains. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 2
RTECS of 1,5-Dihydroxy naphthalene (CAS NO.83-56-7): QJ4740000

1,5-Dihydroxy naphthalene Specification

 1,5-Dihydroxy naphthalene (CAS NO.83-56-7), its Synonyms are 1,6-Naphthalenediol ; CI 76625 ; Durafur Developer E ; Oxidation Base ; 1,5-Naphthalenediol . It is gray powder.

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