D(-)-Camphorsulfonic acid
D(+)-10-Camphorsulfonic acid
CAS: 3144-16-9
Molecular Formula: C10H16O4S
D(-)-Camphorsulfonic acid - Names and Identifiers
D(-)-Camphorsulfonic acid - Physico-chemical Properties
| Molecular Formula | C10H16O4S |
| Molar Mass | 232.3 |
| Density | 1.2981 (rough estimate) |
| Melting Point | 196-200°C (dec.)(lit.) |
| Boling Point | 344.46°C (rough estimate) |
| Specific Rotation(α) | 22 º (589nm, c=20, H2O 25 ºC) |
| Water Solubility | SOLUBLE |
| Solubility | Exhibit moderate solubility in HCCl. |
| Appearance | White crystal |
| Color | White to off-white |
| Merck | 14,1734 |
| BRN | 2809675 |
| pKa | 1.17±0.50(Predicted) |
| PH | 0.3 (200g/l, H2O) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Protect from moisture. Incompatible with strong oxidizing agents, strong bases. |
| Sensitive | Hygroscopic |
| Refractive Index | 21.5 ° (C=5, H2O) |
| MDL | MFCD00064157 |
| Physical and Chemical Properties | Melting point 195°C specific optical rotation 22 ° (589nm, c = 20, H2O 25°C) water-SOLUBLE SOLUBLE |
| Use | For the resolution of pharmaceutical intermediates or isomer products |
D(-)-Camphorsulfonic acid - Risk and Safety
| Hazard Symbols | C - Corrosive |
| Risk Codes | 34 - Causes burns |
| Safety Description | 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.) S25 - Avoid contact with eyes. S27 - Take off immediately all contaminated clothing. |
| UN IDs | UN 3261 8/PG 2 |
| WGK Germany | 3 |
| RTECS | ED1550000 |
| FLUKA BRAND F CODES | 3-10 |
| TSCA | Yes |
| HS Code | 29147090 |
| Hazard Class | 8 |
| Packing Group | III |
D(-)-Camphorsulfonic acid - Introduction
Insoluble in ether, slightly soluble in glacial acetic acid and ethyl acetate, easy to deliquesce in humid air.
Last Update：2022-10-16 17:24:31
D(-)-Camphorsulfonic acid - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | optically active L-and D-camphor sulfonic acid is an important chiral isomer drug resolution agent. Dextropin can be obtained from natural camphor by brominated sulfonation, or from racemic camphor sulfonic acid by induced crystallization. |
| preparation | preparation with left-handed and right-handed camphor sulfonic acid, separation: adding 23.2kg of racemic camphor sulfonic acid, 18kg of splitting agent composition and 20kg of water while stirring in a 100-liter enamel kettle, mixing and heating to 60-100 ℃ for 1 hour, cooling to 5-10 ℃, and keeping for 1 hour, the double salt of d-camphor sulfonic acid was obtained by filtration, three times the amount of water was added, heated to 60-100°C, the pH value was adjusted to 4-7 with ammonia water, and then cooled to 5-10°C to filter and recover the splitting agent composition. The filtrate is dextrocamphor sulfonate ammonium salt solution with a resolution rate of 99%. The mother liquor with the double salt is added with ammonia water to neutralize to pH 4-7, cooled to 5-10 ℃, and the resolution agent composition is filtered out. The filtrate is a solution of ammonium levoghor sulfonate, and the resolution rate is 100%. Purification: the L-camphor sulfonate ammonium salt solution and the D-camphor sulfonate ammonium salt solution are respectively loaded into chromatography columns A and B, and slowly collected the-column L-camphor sulfonate ammonium salt solution and the B- column D-camphor sulfonate ammonium salt solution. The A and B solutions are respectively evaporated and concentrated to anhydrous by thin film evaporator, then acetic acid and acetic anhydride solvent are added, crystallized, cooled to 5~25 ℃, filtered, dried to obtain white crystal, and the optical purity of L-camphor, the optical purity of dextrocamphorsulfonic acid is 99.7%. |
| use | organic synthesis intermediate, resolution agent. It can be used as a splitting agent and a catalyst for dipeptide coupling. for the separation of pharmaceutical intermediates or isomer products for the pharmaceutical industry |
Last Update：2024-04-09 21:54:55
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