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83-56-7 Usage

Chemical Properties

Grey powder

Uses

1,5-Dihydroxynaphthalene is an intermediate of synthetic mordant azo dyes. It is an intermediate used in organic synthesis, pharmaceuticals, dyestuff fields and photograph industry.

Purification Methods

The diol (~30g) is purified by making into a thick paste with H2O and suspending this in 3L of H2O containing 200mL of EtOH, boiling under reflux for 3hours, cooling to 30o, saturating with SO2, digesting below the boiling point for 1hour and filtering fast through a large hot filter paper. The hot filtrate is poured onto crushed ice whereby the diol (15-20g) separates as colourless needles (m 258o) [Wheeler & Ergle J Am Chem Soc 52 4873 1930]. Recrystallise it from H2O or nitromethane under N2 to avoid oxidation. The dibenzoyl derivative has m 245o (from EtOH). The 5-methoxy-1-naphthol derivative [prepared from the diol in MeOH/HCl (1:30 weight to volume ratio) and set aside at 25o for 9-10days] crystallised from pet ether (m 135-136o) or from CH2Cl2/hexane (needles m 140o) [Bell & McCaffrey Aust J Chem 46 731 1993]. [Beilstein 6 I 477, 6 II 950, 6 III 5265, 6 IV 6554.]

Check Digit Verification of cas no

The CAS Registry Mumber 83-56-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 3 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 83-56:
(4*8)+(3*3)+(2*5)+(1*6)=57
57 % 10 = 7
So 83-56-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H8O2/c11-9-5-1-3-7-8(9)4-2-6-10(7)12/h1-6,11-12H

83-56-7 Well-known Company Product Price

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  • Alfa Aesar

  • (L04599)  1,5-Dihydroxynaphthalene, 98%   

  • 83-56-7

  • 250g

  • 442.0CNY

  • Detail
  • Alfa Aesar

  • (L04599)  1,5-Dihydroxynaphthalene, 98%   

  • 83-56-7

  • 1000g

  • 1589.0CNY

  • Detail
  • Aldrich

  • (D115606)  1,5-Dihydroxynaphthalene  97%

  • 83-56-7

  • D115606-100G

  • 177.84CNY

  • Detail
  • Aldrich

  • (D115606)  1,5-Dihydroxynaphthalene  97%

  • 83-56-7

  • D115606-500G

  • 885.69CNY

  • Detail

83-56-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,5-Dihydroxynaphthalene

1.2 Other means of identification

Product number -
Other names 1,5-Naphthalenediol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:83-56-7 SDS

83-56-7Synthetic 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%

83-56-7Relevant articles and documents

Production method of 1,5-dihydroxy naphthlene

-

Paragraph 0023-0030, (2017/03/14)

The invention discloses a production method of 1,5-dihydroxy naphthlene, which is characterized by comprising the following steps: taking the following raw materials in parts by weight: 10 parts of sodium hydroxide and 5-8 parts of sodium 1,5-naphthalene disulfonate with the water content of 3-10%; adding the sodium hydroxide into an alkali fusion reaction kettle, and heating to 260-320 DEG C; slowly and uniformly adding the sodium 1,5-naphthalene disulfonate with the water content of 3-10% while stirring; and hydrolyzing, lowering the temperature in the reaction kettle, slowly acidifying with 40-60% sulfuric acid, adding activated carbon accounting for 2 wt% of the sodium 1,5-naphthalene disulfonate and an inorganic salt catalyst into the reaction solution, and acidifying the filtrate with the rest 50% sulfuric acid until the pH value is 3-6, thereby obtaining the 1,5-dihydroxy naphthlene crude product with the purity of 95-97.8% and the water content of 30-50% and a pressure filtration mother solution. The method has the advantages of high product purity, high product quality, no pollution, recyclable generated mother solution, energy saving and environment friendliness.

A 1,5-dihydroxynaphthalene preparation method

-

Paragraph 0050, (2017/03/14)

The invention provides a preparation method of 1,5-dihydroxy naphthalene. The preparation method comprises the following steps: after sulfonation reaction between refined naphthalene and sulfonating agents, salting out to obtain reaction solid and reaction liquid; in the presence of catalysts, heating the reaction solid obtained in the former step, water and inorganic strong alkali to react to obtain1,5-dihydroxy naphthalene, wherein the catalysts are one or more of methanol, ethanol and propanol. The preparation method provided by the invention has the beneficial effects that the reaction temperature in the alkali fusion step in the 1,5-dihydroxy naphthalene production process is reduced, thus reducing the requirements of equipment and reducing the danger coefficient in actual production, so that the reaction conditions are mild and the preparation method is easy to operate.

An efficient method for demethylation of aryl methyl ethers

Zuo, Li,Yao, Shanyan,Wang, Wei,Duan, Wenhu

, p. 4054 - 4056 (2008/09/20)

A new efficient method for demethylation of aryl methyl ethers using iodocyclohexane in DMF under reflux condition is described.

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