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| CAS No.: | 481-39-0 |
|---|---|
| Name: | 5-Hydroxy-1,4-naphthalenedione |
| Article Data: | 50 |
| Molecular Structure: | |
|
|
|
| Formula: | C10H6O3 |
| Molecular Weight: | 174.156 |
| Synonyms: | Juglone (6CI);1,4-Dihydro-1,4-dioxo-5-hydroxynaphthalene;8-Hydroxy-1,4-naphthoquinone;Akhnot;C.I. 75500;C.I.Natural Brown 7;NSC 153189;Natural Brown 7; |
| EINECS: | 207-567-5 |
| Density: | 1.439 g/cm3 |
| Melting Point: | 161-163 °C(lit.) |
| Boiling Point: | 385.8 °C at 760 mmHg |
| Flash Point: | 201.3 °C |
| Solubility: | soluble in hot water |
| Appearance: | Orange to brown crystalline powder |
| Hazard Symbols: |
 T
|
| Risk Codes: | 25-36/37/38 |
| Safety: | 22-26-36/37/39-45-37/39 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 54.37000 |
| LogP: | 1.32740 |
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| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| With water; trifluoroacetic acid at 72℃; for 0.75h; | 95% |
| Conditions | Yield |
|---|---|
| With K10 montmorillonite; iodic acid for 0.366667h; Heating; | 92% |
| With 1,1,1,3',3',3'-hexafluoro-propanol; urea hydrogen peroxide adduct at 45℃; Sealed tube; Green chemistry; | 83% |
| With potassium nitrososulfonate; acetone |
- 130-15-4
[1,4]naphthoquinone
A
- 481-39-0
5-hydroxynaphtho-1,4-quinone
B
- 475-38-7
5,8-Dihydroxy-1,4-naphthoquinone
| Conditions | Yield |
|---|---|
| With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; trifluoroacetic acid; trifluoroacetic anhydride; bis-[(trifluoroacetoxy)iodo]benzene at 80℃; for 12h; Reagent/catalyst; Sealed tube; chemoselective reaction; | A 92% B 3% |
- 83-56-7
1,5-dihydroxynaphthalene
A
- 481-39-0
5-hydroxynaphtho-1,4-quinone
B
- 38028-39-6
5-hydroxy-1,2-naphthoquinone
| Conditions | Yield |
|---|---|
| With oxygen; salcomine In acetonitrile Product distribution; without catalyst-using methylene blue/irradiation instead, with various quenchers; | A 90% B 7% |
| With salcomine; oxygen In acetonitrile Product distribution; Ambient temperature; other solvents, other temp., other reactive oxygen-compounds; | A 90% B 7% |
| With salcomine; oxygen In acetonitrile for 0.5h; Ambient temperature; | A 71% B 14% |
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride In dichloromethane at 20℃; | 81% |
- 116752-27-3
2-Methyl-1,5-naphthalindiol-5-acetat
- 481-39-0
5-hydroxynaphtho-1,4-quinone
| Conditions | Yield |
|---|---|
| With oxygen; methylene blue In acetonitrile at 20℃; for 4h; Irradiation; | 78% |
- 94807-85-9
5-hydroxynaphthalen-1-yl acetate
- 481-39-0
5-hydroxynaphtho-1,4-quinone
| Conditions | Yield |
|---|---|
| With Rose Bengal on Merrifield resin; oxygen In acetone at 20℃; for 5h; UV-irradiation; | 68% |
| With oxygen; methylene blue In acetonitrile at 20℃; for 4h; Irradiation; | 61% |
| With rose bengal In tert-Amyl alcohol Irradiation; Heating; | 30% |
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide | 62% |
| Conditions | Yield |
|---|---|
| With triethylamine In chloroform at -20℃; for 0.5h; Diels-Alder reaction; | 60% |
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Chemistry
Chemistry informtion about 5-Hydroxy-1,4-naphthalenedione (CAS NO.481-39-0) is:
IUPAC Name: 5-Hydroxynaphthalene-1,4-dione
Synonyms: 1,4-Naphthalenedione,5-hydroxy- ; 1,4-Naphthoquinone, 5-hydroxy- ; 1,4-Naphthoquinone, 8-hydroxy- ; 4-Naphthalenedione,5-hydroxy-1 ; 5-Hydroxy-1,4-naftochinon ; 5-hydroxy-4-naphthalenedione ; 5-hydroxy-4-naphthoquinone ; 5-Hydroxynaphthoquinone
MF: C10H6O3
MW: 174.15
EINECS: 207-567-5
Melting Point: 161-163 °C(lit.)
Density: 1.439 g/cm3
Flash Point: 201.3 °C
Boiling Point: 385.8 °C at 760 mmHg
Vapour Pressure: 1.67E-06 mmHg at 25°C
Enthalpy of Vaporization: 65.95 kJ/mol
Water Solubility: Soluble in hot water
Storage temp.: Refrigerator (+4°C)
Merck: 5269
Following is the molecular structure of 5-Hydroxy-1,4-naphthalenedione (CAS NO.481-39-0) is:
Production
Raw materials: N-Hydroxyphthalimide
Toxicity Data With Reference
| 1. | hma-mus/ast 10 mg/kg | PSEBAA Proceedings of the Society for Experimental Biology and Medicine. 126 (1967),583. | ||
| 2. | skn-mus TDLo:394 mg/kg/53W-I:NEO | JMCMAR Journal of Medicinal Chemistry. 21 (1978),26. | ||
| 3. | orl-mus LD50:2500 µg/kg | SCIEAS Science. 134 (1961),1617. |
Safety Profile
Poison by ingestion. Questionable carcinogen with experimental neoplastigenic data. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:
T: Toxic
Risk Statements:
R25: Toxic if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements:
S22: Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S37/39: Wear suitable gloves and eye/face protection.
S28A: After contact with skin, wash immediately with plenty of water.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: QJ5775000
HazardClass: 6.1
PackingGroup: III
Specification
5-Hydroxy-1,4-naphthalenedione (CAS NO.481-39-0) is a oange to brown crystalline powder.It i insoluble in water.
First Aid Measures:
Ingestion: Never give anything by mouth to an unconscious person. Get medical aid immediately. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation: Get medical aid immediately. Remove from exposure to fresh air immediately. If breathing is difficult, give oxygen. Do not use mouth-to-mouth respiration if victim ingested or inhaled the substance; induce artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device.
Skin: Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Handling and Storage:
Storage:Store in a tightly closed container. Store in a cool, dry area away from incompatible substances.
Handling: Wash thoroughly after handling. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Do not ingest or inhale. Use only in a chemical fume hood.