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2,7-Dihydroxynaphthalene
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Name

2,7-Dihydroxynaphthalene

 EINECS 209-478-7
CAS No. 582-17-2 Density 1.33 g/cm3
PSA 40.46000 LogP 2.25100
Solubility insoluble in hot water Melting Point 185-190 °C(lit.)
Formula C10H8O2 Boiling Point 375.4 °C at 760 mmHg
Molecular Weight 160.172 Flash Point 193.5 °C
Transport Information N/A Appearance Light yellow to grey needle crystal
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 582-17-2 (2,7-Dihydroxynaphthalene) Hazard Symbols IrritantXi
Synonyms

CI 76645;2,7-Naphthalenediol (8CI,9CI);Naphthalene-2,7-diol;2,7-naphthalenediol;C.I. 76645;Naphthalenediol-2,7 [French];

Article Data 33

2,7-Dihydroxynaphthalene Synthetic route

2,7-Bis-(tert-butyl-dimethyl-silanyloxy)-naphthalene

582-17-2

2,7-Dihydroxynaphthalene

Conditions
ConditionsYield
With iron(III) chloride In methanol at 60℃; for 6h;95%
40458-98-8

2,7-diisopropylnaphthalene

582-17-2

2,7-Dihydroxynaphthalene

Conditions
ConditionsYield
Stage #1: 2,7-diisopropylnaphthalene With N-hydroxyphthalimide; azobisisobutyronitrile; oxygen In acetonitrile at 75℃; under 15201 Torr; for 21h;
Stage #2: With sulfuric acid In acetonitrile at 25℃; for 2h; Further stages.;		90%
145970-32-7

7‐((tert‐butyldimethylsilyl)oxy)naphthalen‐2‐ol

582-17-2

2,7-Dihydroxynaphthalene

Conditions
ConditionsYield
With iron(III) chloride In methanol at 60℃; for 6h;90%
20258-95-1

2,7-dihydroxynaphthalene-1-carbaldehyde

582-17-2

2,7-Dihydroxynaphthalene

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 0.5h;82%
Multi-step reaction with 2 steps
1: 52 percent / Br2 / pyridine / 1 h
2: 20 percent / hydrogen chloride / ethanol / 0.5 h
View Scheme
526190-47-6

2,7-bis(diethylcarbamoyloxy)naphthalene

582-17-2

2,7-Dihydroxynaphthalene

Conditions
ConditionsYield
With zirconocene dichloride In tetrahydrofuran at 20℃; Inert atmosphere;82%
1655-35-2, 51770-81-1

2,7-naphthalenedisulfonic acid, sodium salt

582-17-2

2,7-Dihydroxynaphthalene

Conditions
ConditionsYield
With sodium oxide; sodium hydroxide In dodecane at 290℃; for 8h; Solvent; Temperature; Autoclave;77.1%
40458-98-8

2,7-diisopropylnaphthalene

A

582-17-2

2,7-Dihydroxynaphthalene

B

760179-65-5

7-isopropylnaphthalen-2-ol

Conditions
ConditionsYield
Stage #1: 2,7-diisopropylnaphthalene With N-hydroxyphthalimide; azobisisobutyronitrile; oxygen In acetonitrile at 75℃; under 760.051 Torr; for 21h;
Stage #2: With sulfuric acid In acetonitrile at 25℃; for 2h; Further stages.;		A 67%
B 21%
22472-26-0

2,7-diacetoxynaphthalene

A

582-17-2

2,7-Dihydroxynaphthalene

B

146744-23-2

2-acetoxy-7-hydroxynaphthalene

Conditions
ConditionsYield
With lipase of Pseudomonas sp; water In various solvent(s) at 25℃; for 1h; Hydrolysis; deacetylation;A n/a
B 45%
25932-69-8

2-<2,7-Dihydroxy-naphthoyl>-benzoesaeure

108-46-3

recorcinol

A

582-17-2

2,7-Dihydroxynaphthalene

B

2321-07-5

fluorescein

Conditions
ConditionsYield
With methanesulfonic acid In tolueneA 43%
B 20%
81803-62-5

8-bromo-2,7-dihydroxynaphthalene-1-carbaldehyde

A

20258-95-1

2,7-dihydroxynaphthalene-1-carbaldehyde

B

582-17-2

2,7-Dihydroxynaphthalene

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 0.5h;A 35%
B 20%

2,7-Dihydroxynaphthalene Consensus Reports

Reported in EPA TSCA Inventory.

2,7-Dihydroxynaphthalene Specification

The CAS register number of 2,7-Naphthalenediol is 582-17-2. It also can be called as 2,7-Dihydroxynaphthalene and the IUPAC name about this chemical is naphthalene-2,7-diol. The molecular formula about this chemical is C10H8O2 and the molecular weight is 160.17. It belongs to the following product categories, such as Fine Chemical & Intermediates; Aromatics; API intermediates and so on. This chemical can be used as dye and medicine intermediate. In the air, the solution will quickly become deeper.

Physical properties about 2,7-Naphthalenediol are: (1)ACD/LogP: 1.98; (2)ACD/LogD (pH 5.5): 1.98; (3)ACD/LogD (pH 7.4): 1.97; (4)ACD/BCF (pH 5.5): 18.7; (5)ACD/BCF (pH 7.4): 18.38; (6)ACD/KOC (pH 5.5): 283.16; (7)ACD/KOC (pH 7.4): 278.21; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 18.46 Å2; (12)Index of Refraction: 1.725; (13)Molar Refractivity: 47.85 cm3; (14)Molar Volume: 120.4 cm3; (15)Polarizability: 18.97x10-24cm3; (16)Surface Tension: 64.4 dyne/cm; (17)Enthalpy of Vaporization: 64.73 kJ/mol; (18)Boiling Point: 375.4 °C at 760 mmHg; (19)Vapour Pressure: 3.62E-06 mmHg at 25°C.

Preparation: this chemical can be prepared by 2,7-dihydroxy-[1]naphthaldehyde. This reaction will need reagent hydrogen chloride and solvent ethanol. The reaction time is 30 min. The yield is about 82%.

Uses of 2,7-Naphthalenediol: it can be used to produce 1-nitroso-naphthalene-2,7-diol. This reaction will need reagent hydrochloric acid and NaNO2.

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

You can still convert the following datas into molecular structure:
(1)SMILES: Oc1cc2c(cc1)ccc(O)c2
(2)InChI: InChI=1/C10H8O2/c11-9-3-1-7-2-4-10(12)6-8(7)5-9/h1-6,11-12H
(3)InChIKey: DFQICHCWIIJABH-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C10H8O2/c11-9-3-1-7-2-4-10(12)6-8(7)5-9/h1-6,11-12H
(5)Std. InChIKey: DFQICHCWIIJABH-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 102mg/kg (102mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 13, Pg. 381, 1978.

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