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571-60-8

Basic Information
CAS No.: 571-60-8
Name: 1,4-Dihydroxynaphthalene
Article Data: 140
Molecular Structure:
Molecular Structure of 571-60-8 (1,4-Dihydroxynaphthalene)
Formula: C10H8 O2
Molecular Weight: 162.188
Synonyms: 1,4-Dihydroxynaphthalene;1,4-Naphthohydroquinone; 1,4-Naphthoquinol; Hydronaphthoquinone;Naphthohydroquinone; a-Naphthoquinhydrone
EINECS: 209-336-4
Density: 1.33 g/cm3
Melting Point: 191-192 °C (dec.)
Boiling Point: 391 °C at 760 mmHg
Flash Point: 202.5 °C
Solubility: slightly soluble in Water
Appearance: almost white Solid
Hazard Symbols:
Risk Codes: R25;R36/37/38;R43   
Safety: 26-39-45-36/37/39-28A-24
PSA: 40.46000
LogP: 2.25100
Synthetic route
130-15-4

[1,4]naphthoquinone

571-60-8

1,4-Dihydroxynaphthalene

Conditions
ConditionsYield
With acetic acid; zinc Ambient temperature; sonication, less than 5 min;100%
With hydrogen; palladium 10% on activated carbon under 2585.81 Torr; for 6h;100%
With sodium dithionite In diethyl ether; water at 20℃; for 1h;100%
5466-06-8

3-mercaptopropionic acid ethyl ester

130-15-4

[1,4]naphthoquinone

A

571-60-8

1,4-Dihydroxynaphthalene

B

234112-67-5

2-[2-(ethoxycarbonyl)ethyl]thio-1,4-naphthoquinone

Conditions
ConditionsYield
In ethanol at 20℃; Substitution;A n/a
B 93%
5697-00-7

1,4-diacetoxynaphthalene

A

571-60-8

1,4-Dihydroxynaphthalene

B

70662-30-5

1-acetoxy-4-hydroxynaphthalene

Conditions
ConditionsYield
With lipase of Pseudomonas sp; water In various solvent(s) at 25℃; for 2.5h; Hydrolysis; deacetylation;A n/a
B 89%
10034-09-0

1-methoxy-1,3-butadiene

106-51-4

p-benzoquinone

571-60-8

1,4-Dihydroxynaphthalene

Conditions
ConditionsYield
With [O=P(2-py)3W(CO)(NO)2](BF4)2 In water at 20℃; for 1.5h; Diels-Alder reaction;85%
123-72-8

butyraldehyde

130-15-4

[1,4]naphthoquinone

A

571-60-8

1,4-Dihydroxynaphthalene

B

72827-02-2

1-(1,4-dihydroxynaphthalen-2-yl)butan-1-one

Conditions
ConditionsYield
In acetone Irradiation; Inert atmosphere; Flow reactor; Green chemistry;A 7 %Spectr.
B 83%
With 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide for 16h; Friedel Crafts acylation; Irradiation; Inert atmosphere; chemoselective reaction;A n/a
B 40%
In acetone; iso-butanol for 14.5h; Friedel-Crafts Acylation; Irradiation; Green chemistry;
96722-19-9

Hepta<2.2.2>starphen-5,6,11,12,17,18-hexaol

A

571-60-8

1,4-Dihydroxynaphthalene

B

6880-74-6

Hepta<2.2.2>starphen-5,18:6,11:12,17-trichinon

C

96722-21-3

5,12,17,18-Tetrahydroxyhepta<2.2.2>starphen-6,11-chinon

Conditions
ConditionsYield
With [1,4]naphthoquinone In acetic acid at 100℃; for 0.0833333h; Yield given;A n/a
B n/a
C 80%
With [1,4]naphthoquinone In acetic acid at 100℃; for 0.0833333h; Yields of byproduct given;A n/a
B n/a
C 80%
29199-11-9

2-formylthiophenol

130-15-4

[1,4]naphthoquinone

A

12-hydroxy-12H-benzo[b]thioxanthene-6,11-dione

B

571-60-8

1,4-Dihydroxynaphthalene

Conditions
ConditionsYield
In ethanol at 20℃; for 4h;A 65%
B n/a
529-34-0

3,4-dihydronaphthalene-1(2H)-one

571-60-8

1,4-Dihydroxynaphthalene

Conditions
ConditionsYield
With iodosylbenzene; racemic (salen)Mn(III) In acetonitrile at 0℃; for 3h;63%
107-96-0

3-mercaptopropionic acid

130-15-4

[1,4]naphthoquinone

A

571-60-8

1,4-Dihydroxynaphthalene

B

65726-66-1

3-[(1,4-dioxo-1,4-dihydronaphthalene-2-yl)thio]propionic acid

Conditions
ConditionsYield
Stage #1: 3-mercaptopropionic acid; [1,4]naphthoquinone In ethanol at 20℃; for 24h;
Stage #2: With lead dioxide In chloroform at 20℃; for 4h;
A n/a
B 52%
293307-92-3

[(R)-1-(3,4-Dimethoxy-phenyl)-ethyl]-(4-methoxy-naphthalen-1-yl)-amine

A

571-60-8

1,4-Dihydroxynaphthalene

B

100570-24-9

1-(R)-(3,4-dimethoxyphenyl)ethylamine

Conditions
ConditionsYield
Stage #1: [(R)-1-(3,4-Dimethoxy-phenyl)-ethyl]-(4-methoxy-naphthalen-1-yl)-amine With ammonium cerium(IV) nitrate In water; acetonitrile Oxidation; C-N bond cleavage;
Stage #2: With sodium tetrahydroborate In water; acetonitrile Reduction;
A n/a
B 47%
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Chemistry

Chemical Name: 1,4-Dihydroxynaphthalene
IUPAC NAME: Naphthalene-1,4-diol
CAS No.: 571-60-8
EINECS: 209-336-4
RTECS: QJ4730000
RTECS Class: Agricultural Chemical and Pesticide; Mutagen
Molecular Formula: C10H8O2
Molecular Weight: 160.17 g/mol
Melting Point: 191-192 °C (dec.)
Density: 1.33 g/cm3 
Flash Point: 202.5 °C
Boiling Point: 391 °C at 760 mmHg 
Following is the structure 1,4-Naphthalenediol (571-60-8):


Product Categories about 1,4-Naphthalenediol (571-60-8)are Intermediates of Dyes and Pigments;Naphthalene derivatives
The chemical synonymous of 1,4-Naphthalenediol (571-60-8) are Alpha-naphthohydroquinone;1,4-Dihydroxynaphthalene;1,4-Ndo;1,4-Naphthalenediol;1,4-Naphthohydroquinone;1,4-Napthalenediol;P-Naphthohydroquinone;Naphthalene-1,4-DIOL

Toxicity Data With Reference

1.    

orl-rat LDLo:100 mg/kg

    NCNSA6    National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. 5 (1953),35.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:
T: Toxic
Xn: Harmful
Risk Statements about 1,4-Naphthalenediol (571-60-8):
R24/25 Toxic in contact with skin and if swallowed. 
R26 Very toxic by inhalation. 
R36/37/38 Irritating to eyes, respiratory system and skin. 
R41 Risk of serious damage to eyes. 
R43 May cause sensitization by skin contact. 
R50 Very toxic to aquatic organisms. 
Safety Statements about 1,4-Naphthalenediol (571-60-8):
S24 Avoid contact with skin. 
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S28A After contact with skin, wash immediately with plenty of water. 
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection. 
S38 In case of insufficient ventilation, wear suitable respiratory equipment. 
S45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). 
S61 Avoid release to the environment. Refer to special instructions/safety data sheets. 
Attentions:
1. Storage: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
2. Handling: Avoid ingestion and inhalation. Avoid contact with eyes, skin, and clothing. Wash thoroughly after handling. Use with adequate ventilation. Minimize dust generation and accumulation. Keep container tightly closed. Wash clothing before reuse.