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| CAS No.: | 83-72-7 |
|---|---|
| Name: | 2-Hydroxy-1,4-naphoquinone |
| Molecular Structure: | |
|
|
|
| Formula: | C10H6O3 |
| Molecular Weight: | 174.156 |
| Synonyms: | 1,4-Naphthoquinone,2-hydroxy- (6CI,8CI);1,4-Dihydro-1,4-dioxo-2-hydroxynaphthalene;2-Hydroxy-1,4-naphthalenedione;2-Hydroxy-1,4-naphthoquinone;2-Hydroxynaphthoquinone;C.I. 75480;C.I. Natural Orange 6;Flower of Paradise;Henna;Henna (dye);Lawsone;Mehendi;Mendi;NSC 27285;NSC 52500;NSC 8625;Pakarli;Q 0; |
| EINECS: | 201-496-3 |
| Density: | 1.482 g/cm3 |
| Melting Point: | 192-195 °C (dec.)(lit.) |
| Boiling Point: | 339.908 °C at 760 mmHg |
| Flash Point: | 173.572 °C |
| Solubility: | 2 g/L (20 °C) in water |
| Appearance: | Yellow crystal powder |
| Hazard Symbols: |
 Xn,  Xi
|
| Risk Codes: | 36/37/38-68-36-22 |
| Safety: | 26-37/39-36/37/39-36 |
| PSA: | 54.37000 |
| LogP: | 1.50750 |
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- 35135-38-7
2-hydroxy-3-iodonaphthalene-1,4-dione
- 83-72-7
2-Hydroxy-1,4-naphthoquinone
| Conditions | Yield |
|---|---|
| With hydrogen iodide In dichloromethane at 20℃; | 100% |
- 110-91-8
morpholine
- 521-24-4
sodium 1,2-naphthoquinone-4-sulfonate
A
- 83-72-7
2-Hydroxy-1,4-naphthoquinone
B
- 4569-83-9
4-morpholinonaphthalene-1,2-dione
| Conditions | Yield |
|---|---|
| pH=8; | A n/a B 99% C n/a |
| Conditions | Yield |
|---|---|
| Stage #1: 1,2,4-triacetyloxynaphthalene With hydrogenchloride In methanol; water at 70℃; for 1h; Stage #2: With dihydrogen peroxide In water at 20℃; | 91.6% |
| Stage #1: 1,2,4-triacetyloxynaphthalene With hydrogenchloride In methanol; water for 1h; Reflux; Stage #2: With dihydrogen peroxide In methanol; water | 91.6% |
| With sodium hydroxide; air |
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride In dichloromethane at 40℃; for 3h; | 91% |
| With aluminum (III) chloride; dichloromethane at -5 - 40℃; for 3h; | 87.1% |
- 83-72-7
2-Hydroxy-1,4-naphthoquinone
| Conditions | Yield |
|---|---|
| With hydrogenchloride for 1h; Heating; | 90% |
- 74097-20-4
2-hydroxy-1,4-dimethoxynaphthalene
A
- 83-72-7
2-Hydroxy-1,4-naphthoquinone
B
- 18916-57-9
4-methoxy-1,2-naphthoquinone
| Conditions | Yield |
|---|---|
| With ammonium cerium(IV) nitrate; water In acetonitrile Yield given; | A n/a B 87% |
| With ammonium cerium(IV) nitrate; water In acetonitrile Yields of byproduct given; | A n/a B 87% |
- 83-72-7
2-Hydroxy-1,4-naphthoquinone
| Conditions | Yield |
|---|---|
| With hydrogenchloride for 1h; Heating; | 86% |
- 159495-45-1
methyl 1,4-dihydro-1,4-dioxo-3-(1-pyrrolidinyl)-2-naphthoate
- 83-72-7
2-Hydroxy-1,4-naphthoquinone
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol; water at 100℃; for 5h; | 83.3% |
| Conditions | Yield |
|---|---|
| With KO2 In pyridine; toluene at -10℃; for 6h; | 80% |
| With KO2 In pyridine; toluene at -10℃; for 6h; Mechanism; oxidation of other dihydroxynaphthalenes in heterogeneous aprotic media; | 80% |
| With crown-ether In pyridine; toluene for 0.0833333h; | 60% |
| With potassium superoxide; tetraethylammonium bromide In N,N-dimethyl-formamide at 20℃; | 56% |
| With alkaline solution; oxygen |
| Conditions | Yield |
|---|---|
| With zirconium phosphate; phthalocyanine[Fe(3+)]; oxygen In acetone at 20℃; for 6h; | 80% |
| With oxygen In 1,4-dioxane; water at 20℃; for 6h; | 79% |
| With crown-ether In pyridine; toluene for 0.0833333h; | 60% |
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Chemistry
The chemical name of 2-HYDROXYNAPHTHOQUINONE(83-72-7) is 2-Hydroxy-1,4-naphoquinone and the IUPAC name is 4-hydroxynaphthalene-1,2-dione.its molecular formula is C10H6O3,with the formula weight of 174.15g/mol.
CAS No.: 83-72-7
EINECS: 201-496-3
RTECS: QL8200000
RTECS Class: Drug; Mutagen
Appearance: Yellow crystal powder
Structure:
The chemical synonymous of 2-HYDROXYNAPHTHOQUINONE(83-72-7) are 1,4-Naphthalenedione,2-hydroxy-;1,4-Naphthoquinone, 2-hydroxy-;2-Hydroxy-1,4-naphthalenedione;2-hydroxy-4-naphthalenedione;2-hydroxy-4-naphthoquinone;2-Hydroxynaphthoquinone;4-Naphthalenedione,2-hydroxy-1
The density of 2-HYDROXYNAPHTHOQUINONE(83-72-7) is 1.481 g/cm3 and it has a melting point of 192-195 °C (dec.)(lit.).The boiling point is 352.4 °C at 760 mmHg ,and its flash point is 181.1 °C .The water solubility should be equal to 2 g/L (20 oC).and with the nature of stable、combustible、incompatible with strong oxidizing agents.
Uses
Production
Product Categories: Intermediates of Dyes and Pigments;Anthraquinones, Hydroquinones and Quinones
Toxicity Data With Reference
| 1. | mma-sat 33 µg/plate | ENMUDM Environmental Mutagenesis. 8 (Suppl 7)(1986),1. | ||
| 2. | ipr-mus LD50:100 mg/kg | JMCMAR Journal of Medicinal Chemistry. 26 (1983),570. |
Consensus Reports
Safety Profile
Poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes:
Xn: Harmful 
Xi: Irritant
Risk Statements about 2-HYDROXYNAPHTHOQUINONE(83-72-7):
R22 Harmful if swallowed.
R36 Irritating to eyes.
R68 Possible risk of irreversible effects.
R36/37/38 Irritating to eyes, respiratory system and skin.
Safety Statements about 2-HYDROXYNAPHTHOQUINONE(83-72-7):
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical
advice.
S36 Wear suitable protective clothing.
S37/39 Wear suitable gloves and eye/face protection.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
Specification
Storage:Keep tightly closed. Store in a cool dry place. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Handling:Avoid ingestion and inhalation. Wash thoroughly after handling. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed.