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Cas Database |
| Name |
1,4-Dihydroxynaphthalene |
EINECS | 209-336-4 |
| CAS No. | 571-60-8 | Density | 1.33 g/cm3 |
| PSA | 40.46000 | LogP | 2.25100 |
| Solubility | slightly soluble in Water | Melting Point |
191-192 °C (dec.) |
| Formula | C10H8 O2 | Boiling Point | 391 °C at 760 mmHg |
| Molecular Weight | 162.188 | Flash Point | 202.5 °C |
| Transport Information | N/A | Appearance | almost white Solid |
| Safety | 26-39-45-36/37/39-28A-24 | Risk Codes | R25;R36/37/38;R43 |
| Molecular Structure |
|
Hazard Symbols |
|
| Synonyms |
1,4-Dihydroxynaphthalene;1,4-Naphthohydroquinone; 1,4-Naphthoquinol; Hydronaphthoquinone;Naphthohydroquinone; a-Naphthoquinhydrone |
Article Data | 140 |
1,4-Dihydroxynaphthalene Synthetic route
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| With lipase of Pseudomonas sp; water In various solvent(s) at 25℃; for 2.5h; Hydrolysis; deacetylation; | A n/a B 89% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| In ethanol at 20℃; for 4h; | A 65% B n/a |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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% |
1,4-Dihydroxynaphthalene Chemical Properties
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
1,4-Dihydroxynaphthalene 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. |
1,4-Dihydroxynaphthalene Consensus Reports
Reported in EPA TSCA Inventory.
1,4-Dihydroxynaphthalene Safety Profile
Poison by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:
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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.
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