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DL-10-CAMPHORSULFONIC ACID

Overview Preparation Resolution Uses Market References
DL-10-CAMPHORSULFONIC ACID
DL-10-CAMPHORSULFONIC ACID structure
CAS No.
5872-08-2
Chemical Name:
DL-10-CAMPHORSULFONIC ACID
Synonyms
(+/-)-CSA;¥1,450,959.00;(+/-)-10-CamphorsuL;ChaMphorsulfonic acid;DL-CAMPHORSULFONIC ACID;10-CAMPHORSULFONIC ACID;Voriconazole IMpurity E;CAMPHOR-10-SULFONIC ACID;Campho 10 Sulphonic Acid;(±)-Camphor-10-sulfonate
CBNumber:
CB4408868
Molecular Formula:
C10H16O4S
Formula Weight:
232.3
MOL File:
5872-08-2.mol

DL-10-CAMPHORSULFONIC ACID Properties

Melting point:
203-206 °C (dec.)(lit.)
Boiling point:
344.46°C (rough estimate)
alpha 
[α]D20 0.0±0.3° (c=5, H2O)
Density 
1.2981 (rough estimate)
refractive index 
1.5400 (estimate)
storage temp. 
2-8°C
form 
Granular Powder
pka
1.17±0.50(Predicted)
color 
Slightly beige
Water Solubility 
Soluble in water.
Sensitive 
Hygroscopic
BRN 
3205973
Stability:
Stable. Incompatible with strong bases, strong oxidizing agents. Combustible.
InChIKey
MIOPJNTWMNEORI-UHFFFAOYSA-N
CAS DataBase Reference
5872-08-2(CAS DataBase Reference)
EPA Substance Registry System
Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo- (5872-08-2)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS05
Signal word  Danger
Hazard statements  H318-H314
Precautionary statements  P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P310-P264-P301+P330+P331+P310-P303+P361+P353+P310+P363-P305+P351+P338+P310-P405-P501-P260h-P301+P330+P331-P501a
Hazard Codes  C
Risk Statements  34
Safety Statements  26-36/37/39-45-27
RIDADR  UN 3261 8/PG 2
WGK Germany  3
RTECS  DT5077100
3-10
TSCA  Yes
HazardClass  8
PackingGroup  III
HS Code  29147000
NFPA 704
0
3 0

DL-10-CAMPHORSULFONIC ACID price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 147923 Camphor-10-sulfonic acid (β) 98% 5872-08-2 100g $40.5 2020-08-18 Buy
Sigma-Aldrich 147923 Camphor-10-sulfonic acid (β) 98% 5872-08-2 500g $148 2020-08-18 Buy
Sigma-Aldrich Y0001397 Voriconazole impurity E European Pharmacopoeia (EP) Reference Standard 5872-08-2 $190 2021-03-22 Buy
TCI Chemical C0016 (+/-)-10-Camphorsulfonic Acid >98.0%(T) 5872-08-2 25g $22 2021-03-22 Buy
TCI Chemical C0016 (+/-)-10-Camphorsulfonic Acid >98.0%(T) 5872-08-2 100g $40 2021-03-22 Buy

DL-10-CAMPHORSULFONIC ACID Chemical Properties,Uses,Production

Overview

DL-Camphorsulfonic acid, also known as camphorsulfonic acid, is a white or almost white crystalline powder. The molecular formula of camphorsulfonic acid is C10H16O4S. It is a pair of chiral optical enantiomers with prismatic crystals, divided into left-handed camphorsulfonic acid and right-handed camphorsulfonic acid. The melting point is 193~195 ℃ and 197~200 ℃, respectively. Camphorsulfonic acid is a derivative of camphor, widely used in medicine, light industry and cosmetic industry. At present, its application mainly focused on chiral asymmetric synthesis, high selective catalysis of natural products and polymer doping with polyaniline to prepare nano-scale conductive polymer materials.
left-right isomer of camphorsulfonic acid
Figure 1: left-right isomer of camphorsulfonic acid

Preparation

natural camphor is mainly extracted from camphor plants, ginger plants and sage seeds, and with optical activity; synthetic camphor is generally prepared by the isomerization of turpentine to obtain camphene, then by esterification, hydrolysis and dehydrogenation reaction process; synthetic camphor is racemic, almost lacking optical activity. Through the reaction of camphor powder and concentrated sulfuric acid sulfonation, racemic camphorsulfonic acid is obtained, and then by the resolution, left and right handed camphorsulfonic acid is made. The optimum conditions for the synthesis of camphorsulfonic acid are as follows: the molar ratio of camphor powder, concentrated sulfuric acid and acetic anhydride is 1.0: 1.4: 3.0; reaction temperature is10 ℃; standing time is 5 days, and camphorsulfonic acid is vacuum dried. Utilizing sopropyl alcohol as solvent, camphor sulfonate is obtained by neutralization of camphorsulfonic acid and a resolving agent made by alcohol amine; camphorsulfonic acid is obtained by purification.
Preparation principle
Figure 2: Preparation principle

Resolution

Kinetic resolution is the selective chiral reduction of racemic camphor, so that one of the enantiomers of racemates is selectively reducted, leaving the required isomers, and then purifying. It is also possible to add optically active amino acids, phenylglycine, phenylalanine, hydroxyphenylglycine, o-chlorophenylglycine and resolving agents of its derivatives. Subjecting racemic camphorsulfonic acid to salting treatment, separating the left and right camphorsulfonic acid ammonium salt solution by chromatography, film evaporation, crystallization and filtration; drying to get white crystals, the left and right handed camphorsulfonic acid is made.

Uses

Pharmaceutical intermediates, optical split agent. Camphorsulfonic acid is an important organic synthesis intermediates, optical resolving agent. Due to its optical rotation, it is industrially applicable be the optical isomers for racemisation, and is also widely used as pharmaceutical intermediates such as for the production of intestinal disorder inhibitors, HIV improving agents and the like. Left and right handed camphorsulfonic acid is an important resolving agent for optically active amino acids, such as camphorsulfonic acid—a chiral ion-pairing reagent. It separates 5 substances—phenylpropanolamine, which has receptor-blocking action and cardiac inhibition and local anesthetic action effects; metoprolol, propranolol, epinephrine, salbutamol and atenolol.
Camphor sulfonate made by camphorsulfonic acid for salting or other synthetic routes also has a wide range of uses. For example, camphor sulfonate is a veterinary central stimulant, which can stimulate the respiratory center and cause respiratory excitement, ; it is used for the treatment respiratory and circulatory acute disorders, resisting central nervous system poisoning; camphor ammonium sulfonate acts as a chiral ion pair reagent added to the mobile phase to separate the aromatic alcohol amine drug enantiomers.
Camphor sulfonate
Figure 3: Camphor sulfonate

Market

The domestic demand for camphorsulfonic acid is high; camphorsulfonic acid is basically dependent on imports, and the price of it is also very expensive, especially for 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, 2010, 32 (4): 381-384.
[2] KE Chunlan, LIU Xiaohong, XU Chunxiao etc. Synthesis and latest application of chiral camphorsulfonic acid and its salts [J] .Jiangxi Chemical Industry, 2010 (2): 1-4.

Chemical Properties

DL-10-CAMPHORSULFONIC ACID is white to off-white powder

DL-10-CAMPHORSULFONIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products


DL-10-CAMPHORSULFONIC ACID Suppliers

Global( 342)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 21067 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29968 58
Hebei Guanlang Biotechnology Co., Ltd.
+8619930503282
sales3@crovellbio.com China 4940 58
Xiamen AmoyChem Co., Ltd
+86 592-605 1114
sales@amoychem.com CHINA 6369 58
Xi'an Kono chem co., Ltd.,
13289246953 029-86107037
info@konochemical.com CHINA 3000 58
Hubei xin bonus chemical co. LTD
86-13657291602
027-59338440 linda@hubeijusheng.com CHINA 23035 58
Shandong chuangyingchemical Co., Ltd.
18853181302
sale@chuangyingchem.com CHINA 5917 58
Standardpharm Co. Ltd.
86-714-3992388
overseasales1@yongstandards.com United States 14344 58
Changzhou Carman Chemical Co., Ltd.
15061933924
jane@carmanchem.com; catal@carmanchem.com CHINA 514 58

View Lastest Price from DL-10-CAMPHORSULFONIC ACID manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-08-26 Dl-Camphorsulfonic Acid
5872-08-2
US $10.70 / Kg/Bag 10g 99% 10000kg Hebei Crovell Biotech Co Ltd
2021-07-13 DL-Camphorsulfonic acid
5872-08-2
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2021-07-10 DL-Camphorsulfonic acid
5872-08-2
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd

DL-10-CAMPHORSULFONIC ACID Spectrum


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