DL-10-CAMPHORSULFONIC ACID N-HYDRATE
DL-Camphorsulfonic acid
CAS: 5872-08-2
Molecular Formula: C10H16O4S
DL-10-CAMPHORSULFONIC ACID N-HYDRATE - Names and Identifiers
| Name | DL-Camphorsulfonic acid |
| Synonyms | DL-Camphorsulfonic acid CAMPHOR-10-SULFONIC ACID DL-10-CAMPHORSULFONIC ACID DL-10-Camphorsulfonic acid DL-10-camphorsulphonic acid DL-Camphor-10-sulfonic acid DL-10-CAMPHORSULPHONIC ACID DL-6-oxobornane-10-sulphonic acid DL-10-CAMPHORSULFONIC ACID N-HYDRATE D-(+)-10-CAMPHORSULFONIC ACID MONOHYDRATE |
| CAS | 5872-08-2 |
| EINECS | 227-527-0 |
| InChI | InChI=1/C10H16O4S/c1-9(2)7-3-4-10(9,8(11)5-7)6-15(12,13)14/h7H,3-6H2,1-2H3,(H,12,13,14) |
| InChIKey | MIOPJNTWMNEORI-UHFFFAOYSA-N |
DL-10-CAMPHORSULFONIC ACID N-HYDRATE - Physico-chemical Properties
| Molecular Formula | C10H16O4S |
| Molar Mass | 232.3 |
| Density | 1.2981 (rough estimate) |
| Melting Point | 203-206°C (dec.)(lit.) |
| Boling Point | 344.46°C (rough estimate) |
| Specific Rotation(α) | [α]D20 0.0±0.3° (c=5, H2O) |
| Water Solubility | Soluble in water. |
| Solubility | Water |
| Appearance | White to white-like powder |
| Color | Slightly beige |
| BRN | 3205973 |
| pKa | 1.17±0.50(Predicted) |
| Storage Condition | 2-8°C |
| Stability | Stable. Incompatible with strong bases, strong oxidizing agents. Combustible. |
| Sensitive | Hygroscopic |
| Refractive Index | 1.5400 (estimate) |
| MDL | MFCD00074827 |
| Physical and Chemical Properties | Melting Point: 195-203°C |
| Use | Used as pharmaceutical intermediates, optical separation agent, etc |
DL-10-CAMPHORSULFONIC ACID N-HYDRATE - 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.) S27 - Take off immediately all contaminated clothing. |
| UN IDs | UN 3261 8/PG 2 |
| WGK Germany | 3 |
| RTECS | DT5077100 |
| FLUKA BRAND F CODES | 3-10 |
| TSCA | Yes |
| HS Code | 29147000 |
| Hazard Class | 8 |
| Packing Group | III |
DL-10-CAMPHORSULFONIC ACID N-HYDRATE - Introduction
Soluble in water, slightly soluble in glacial acetic acid and ethyl acetate. Actually insoluble in ether.
Last Update：2022-10-16 17:26:41
DL-10-CAMPHORSULFONIC ACID N-HYDRATE - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | mixed camphor sulfonic acid, also known as camphor sulfonic acid, is a white or almost white crystalline powder. Camphorsulfonic acid molecular formula C10H16O4S, with prismatic crystals, is a pair of chiral optical enantiomers, divided into L-camphorsulfonic acid and D-camphorsulfonic acid, their melting points are 193-195 °c and 197-200 °c, respectively. Camphor sulfonic acid is a derivative of camphor, which is widely used in medicine, light industry and daily chemical industry. At present, its application mainly focuses on chiral asymmetric synthesis, high selective catalysis of natural products, and preparation of nano-scale conductive polymer materials by polymerization doping with polyaniline and the like. Figure 1: left and right isomers of camphorsulfonic acid |
| preparation | natural camphor is mainly derived from camphor tree, Zingiberaceae and Alpinia officinarum seeds, and has optical activity; synthetic camphor turpentine general will be isomerized to get pinene, and then by esterification, hydrolysis, dehydrogenation reaction process, is racemic, almost no optical activity. Sulfonation reaction of camphor powder and concentrated sulfuric acid to obtain racemic camphor sulfonic acid, and then the separation of left and right of the camphor sulfonic acid. The optimum technological conditions for synthesis of camphor sulfonic acid are as follows: the molar ratio of camphor powder, concentrated sulfuric acid and acetic anhydride is 1.0:1.4:3.0, the reaction temperature is 10 ℃, and the standing time is 5 days, the racemic camphor sulfonic acid was obtained by vacuum drying. Using isopropyl alcohol as solvent, using a certain alcohol amine as resolving agent and racemic camphor sulfonic acid neutralization reaction to get camphor sulfonic acid salt, after purification and separation of the left and right of camphor sulfonic acid. Figure 2: preparation principle |
| resolution | kinetic resolution is the selective chiral reduction of racemic camphor, one of the enantiomers in the racemate is allowed to undergo selective reduction, leaving the desired isomer, which is then treated for purification. It is also possible to add optically active amino acids, phenylglycine, phenylalanine, hydroxyphenylglycine, O-chlorophenylglycine and its derivative resolution agent, and separate the racemic camphor sulfonic acid into salting treatment, and then separate the left and right circumflex camphor sulfonic acid ammonium salt solution, by chromatography, thin film evaporation, crystallization, filtration, drying to obtain white crystals, L-and D-camphorsulfonic acid. |
| Use | pharmaceutical intermediates, enantiomer resolving agent. Camphorsulfonic acid is an important intermediate in organic synthesis and an optically active resolving agent. Because of its optical activity, it can be used in the industry for the racemization of optical isomers, and at the same time it is widely used as a pharmaceutical intermediate, such as for the production of intestinal disorder inhibitor, HIV improving agent and so on. Left and right camphorsulfonic acid are important resolving agents for optically active amino acid drugs, for example, camphorsulfonic acid is used as chiral ion pair reagent, and the separation has receptor blocking effect and cardiac inhibition, local anesthetic effect of phenylpropanolamine, metoprolol, propranolol, epinephrine, salbutamol and atenolol 5 substances. The corresponding camphor sulfonate obtained by salting camphor sulfonic acid or through other synthetic routes also has a wide range of uses, for example, sodium camphor sulfonate is a veterinary central stimulant, which can stimulate the respiratory center, it excites the breath and is used to treat acute disorders of respiration and circulation, to resist poisoning of central nervous system, etc. As a chiral ion pair reagent, ammonium camphorsulfonate is added to the mobile phase to separate the enantiomers of aromatic amine drugs. Figure 3: camphorsulfonate used in the pharmaceutical industry used as a pharmaceutical intermediate, resolution agents for optically active forms, etc. resolution of pharmaceutical intermediates or isomer products |
| market | the domestic demand for camphor sulfonic acid is large, which is basically dependent on import, and the price of camphor sulfonic acid is also very expensive, in particular, L-camphorsulfonic acid. |
| references | [1] Ke Chunlan, Liu Xiaohong, Xu Chunxiao, etc. Synthesis and resolution of camphor sulfonic acid [J]. Journal of Nanchang University Engineering Science, 2010, 32(4):381-384. [2] Ke Chunlan, Liu Xiaohong, Xu Chunxiao, et al. Progress in synthesis and application of chiral camphorsulfonic acid and its salts [J]. Jiangxi chemical industry, 2010(2):1-4. |
Last Update：2024-04-09 21:04:16
Supplier List
Multiple SpecificationsSpot supply
Product Name: Camphor Impurity 5（(+/-)-10-Camphorsulfonic Acid） Visit Supplier Webpage Request for quotationCAS: 5872-08-2
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Product Name: DL-Camphorsulfonic acid Request for quotation
CAS: 5872-08-2
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
CAS: 5872-08-2
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
Spot supply
Product Name: DL-10-CAMPHORSULFONIC ACID；(±)-Camphor-10-sulfonic acid；DL-Camphor sulfonic acid Request for quotationCAS: 5872-08-2
Tel: +86 19849939632
Email: 2470479589@qq.com
Mobile: +86 19849939632
QQ: 2470479589
Wechat: +86 19849939632
Product Name: DL-Camphorsulfonic acid Request for quotation
CAS: 5872-08-2
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
CAS: 5872-08-2
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Spot supply
Product Name: (±)-Camphor-10-sulfonic acid Visit Supplier Webpage Request for quotationCAS: 5872-08-2
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Multiple SpecificationsSpot supply
Product Name: Camphor Impurity 5（(+/-)-10-Camphorsulfonic Acid） Visit Supplier Webpage Request for quotationCAS: 5872-08-2
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Product Name: DL-Camphorsulfonic acid Request for quotation
CAS: 5872-08-2
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
CAS: 5872-08-2
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
Spot supply
Product Name: DL-10-CAMPHORSULFONIC ACID；(±)-Camphor-10-sulfonic acid；DL-Camphor sulfonic acid Request for quotationCAS: 5872-08-2
Tel: +86 19849939632
Email: 2470479589@qq.com
Mobile: +86 19849939632
QQ: 2470479589
Wechat: +86 19849939632
Product Name: DL-Camphorsulfonic acid Request for quotation
CAS: 5872-08-2
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
CAS: 5872-08-2
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Spot supply
Product Name: (±)-Camphor-10-sulfonic acid Visit Supplier Webpage Request for quotationCAS: 5872-08-2
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
View History