1,4-Naphthoquinone, 2-hydroxy-
2-Hydroxy-p-naphthoquinone
CAS: 83-72-7
Molecular Formula: C10H6O3
1,4-Naphthoquinone, 2-hydroxy- - Names and Identifiers
| Name | 2-Hydroxy-p-naphthoquinone |
| Synonyms | Henna Lawsone C.I. 75480 Natural Orange 6 C.I. Natural Orange 6 2-Hydroxynaphthoquinone 2-Hydroxy-p-naphthoquinone 2-Hydroxy-1,4-Naphoquinone 2-hydroxy-4-naphthoquinone 2-Hydroxy-1,4-Naphthquinone 2-Hydroxy-1,4-naphthoquinone 2-hydroxy-4-naphthalenedione Lawsone, Natural Orange 6 1,4-Naphthoquinone, 2-hydroxy- 2-Hydroxy-1,4-naphthalenedione 1,4-Naphthalenedione,2-hydroxy- Lawsone2-hydroxy-1,4-naphthoquinone 1,4-Dihydro-1,4-dioxo-2-hydroxynaphthalene |
| CAS | 83-72-7 |
| EINECS | 201-496-3 |
| InChI | InChI=1/C10H6O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-5,12H |
| InChIKey | CSFWPUWCSPOLJW-UHFFFAOYSA-N |
1,4-Naphthoquinone, 2-hydroxy- - Physico-chemical Properties
| Molecular Formula | C10H6O3 |
| Molar Mass | 174.15 |
| Density | 1.2346 (rough estimate) |
| Melting Point | 192-195°C (dec.)(lit.) |
| Boling Point | 265.11°C (rough estimate) |
| Water Solubility | 2 g/L (20 ºC) |
| Solubility | Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly) |
| Appearance | Crystallization |
| Color | Yellow |
| Merck | 14,5393 |
| BRN | 1565260 |
| pKa | 4.31±0.10(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.5036 (estimate) |
| MDL | MFCD00001678 |
| Physical and Chemical Properties | Bright yellow prismatic crystals. Melting point 195-196 °c (decomposition). Soluble in glacial acetic acid. |
| Use | For hair dyes, fungicides |
1,4-Naphthoquinone, 2-hydroxy- - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R68 - Possible risk of irreversible effects R36 - Irritating to the eyes R22 - Harmful if swallowed |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| RTECS | QL8200000 |
| TSCA | Yes |
| HS Code | 29146990 |
1,4-Naphthoquinone, 2-hydroxy- - Reference Information
| Color index | 75480 |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Use | 2-hydroxy-1, 4-naphthoquinone is an active ingredient of hensonia leaf extract. It has potential antibacterial activity and can be used to detect potential fingerprints on paper surfaces. Dyes and metabolites. used for hair dye and bactericide UV absorber and dye. |
| biological activity | Lawsone is a naphthoquinone dye isolated from the leaves of Lawsonia inermis, has antibacterial and antioxidant activity. |
| production method | reaction of 1, 2-naphthoquinone-4-sulfonic acid ammonium and sulfur in methanol to obtain methoxynaphthoquinone, further, hydrolysis with sodium hydroxide gave 2-hydroxy-1, 4-naphthoquinone. The yield was 58-65%. |
Last Update：2024-04-10 22:29:15
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