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575-44-0

Basic Information
CAS No.: 575-44-0
Name: 1,6-Dihydroxynaphthalene
Article Data: 15
Cas Database
Molecular Structure:
Molecular Structure of 575-44-0 (1,6-Dihydroxynaphthalene)
Formula: C10H8O2
Molecular Weight: 160.172
Synonyms: 1,6-Dihydroxynaphthalene;2,5-Dihydroxynaphthalene;Naphthalene-1,6-diol;6-Hydroxy-1-naphthol;C.I. 76630;CCRIS 7894;Naphthalene, 1,6-dihydroxy-;2,5-Naphthalenediol;
EINECS: 209-386-7
Density: 1.33 g/cm3
Melting Point: 130-133 °C(lit.)
Boiling Point: 375.352 °C at 760 mmHg
Flash Point: 193.545 °C
Solubility: N/A
Appearance: off-white powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
Transport Information: N/A
PSA: 40.46000
LogP: 2.25100
Synthetic route
59335-81-8

1,6-diacetoxynaphthalene

A

575-44-0

1,6-dihydroxynaphthalene

B

1-acetoxy-6-hydroxynaphthalene

C

6-acetoxy-1-hydroxynaphthalene

Conditions
ConditionsYield
With lipase of Pseudomonas sp; water In various solvent(s) at 25℃; for 0.75h; Hydrolysis; deacetylation;A n/a
B n/a
C 54%
135-19-3

β-naphthol

A

581-43-1

2,6-Dihydroxynaphthalene

B

575-38-2

1,7-Dihydroxynaphthalene

C

575-44-0

1,6-dihydroxynaphthalene

D

582-17-2

2,7-Dihydroxynaphthalene

Conditions
ConditionsYield
With dihydrogen peroxide; hydrogen fluoride; antimony pentafluoride at -40℃; for 0.25h; Mechanism; Product distribution;A 25.5%
B 29%
C 11%
D 3.5%
With dihydrogen peroxide; hydrogen fluoride; antimony pentafluoride at -40℃; for 0.25h;A 25.5%
B 29%
C 11%
D 3.5%
119-79-9

5-aminonaphthalene-2-sulfonic acid

575-44-0

1,6-dihydroxynaphthalene

Conditions
ConditionsYield
With sodium hydroxide at 260℃; unter Druck;
871887-69-3

2-amino-5-hydroxy-naphthalene-1-sulfonic acid

575-44-0

1,6-dihydroxynaphthalene

Conditions
ConditionsYield
at 240℃; bei der Kalischmelze unter Druck;
86-97-5

5-amino-2-naphthol

575-44-0

1,6-dihydroxynaphthalene

Conditions
ConditionsYield
With sodium hydrogensulfite anschliessendes Erhitzen mit wss. NaOH;
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

575-44-0

1,6-dihydroxynaphthalene

Conditions
ConditionsYield
at 240℃; bei der Kalischmelze unter Druck;
Multi-step reaction with 2 steps
1: durch Kalischmelze
2: 240 °C / bei der Kalischmelze unter Druck
View Scheme
858464-85-4

2,5-dihydroxy-naphthalene-1-sulfonic acid

575-44-0

1,6-dihydroxynaphthalene

Conditions
ConditionsYield
at 240℃; bei der Kalischmelze unter Druck;
91-20-3

naphthalene

A

90-15-3

α-naphthol

B

575-44-0

1,6-dihydroxynaphthalene

C

135-19-3

β-naphthol

Conditions
ConditionsYield
With hydrogen fluoride; boron trifluoride; dihydrogen peroxide at -78℃; for 0.5h; Mechanism; Product distribution; other reagents, other temp.;
119-79-9

5-aminonaphthalene-2-sulfonic acid

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

A

575-44-0

1,6-dihydroxynaphthalene

B

86-97-5

5-amino-2-naphthol

C

134-32-7

1-amino-naphthalene

D

naphthol-(1)-sulfonic acid-(5)(?)

naphthol-(1)-sulfonic acid-(5)(?)

Conditions
ConditionsYield
at 260℃; im Autoklaven;
2-oxy-naphthalene-5-sulfonate potassium

2-oxy-naphthalene-5-sulfonate potassium

575-44-0

1,6-dihydroxynaphthalene

Conditions
ConditionsYield
With potassium carbonate at 260 - 270℃;
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Specification

The 1,6-Dihydroxynaphthalene, with the CAS registry number 575-44-0, is also known as Naphthalene-1,6-diol. It belongs to the product categories of Intermediates of Dyes and Pigments; Fine Chemical & Intermediates; Naphthalene derivatives; API intermediates. Its EINECS number is 209-386-7. This chemical's molecular formula is C10H8O2 and molecular weight is 160.17. What's more, its systematic name is 1,6-Dihydroxynaphthalene. Its classification code is Mutation data. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides. It is used as intermediates of dye and medicine.

Physical properties of 1,6-Dihydroxynaphthalene are: (1)ACD/LogP: 2.088; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.09; (4)ACD/LogD (pH 7.4): 2.08; (5)ACD/BCF (pH 5.5): 22.73; (6)ACD/BCF (pH 7.4): 22.22; (7)ACD/KOC (pH 5.5): 325.54; (8)ACD/KOC (pH 7.4): 318.21; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 40.46 Å2; (13)Index of Refraction: 1.726; (14)Molar Refractivity: 47.859 cm3; (15)Molar Volume: 120.409 cm3; (16)Polarizability: 18.973×10-24cm3; (17)Surface Tension: 64.43 dyne/cm; (18)Density: 1.33 g/cm3; (19)Flash Point: 193.545 °C; (20)Enthalpy of Vaporization: 64.729 kJ/mol; (21)Boiling Point: 375.352 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Uses of 1,6-Dihydroxynaphthalene: it can be used to produce 6-hydroxy-3,4-dihydro-2H-naphthalen-1-one at the temperature of 25 °C. It will need reagents cyclohexane, aluminum bromide and various solvent(s) with the reaction time of 72 hours. The yield is about 80%.

1,6-Dihydroxynaphthalene can be used to produce 6-hydroxy-3,4-dihydro-2H-naphthalen-1-one at the temperature of 25 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: Oc1cccc2c1ccc(O)c2
(2)Std. InChI: InChI=1S/C10H8O2/c11-8-4-5-9-7(6-8)2-1-3-10(9)12/h1-6,11-12H
(3)Std. InChIKey: FZZQNEVOYIYFPF-UHFFFAOYSA-N