Overview Preparation Resolution Uses Market References
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DL-10-CAMPHORSULFONIC ACID

Overview Preparation Resolution Uses Market References
Product Name
DL-10-CAMPHORSULFONIC ACID
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
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DL-10-CAMPHORSULFONIC ACID Property

Melting point:
203-206 °C (dec.)(lit.)
alpha 
[α]D20 0.0±0.3° (c=5, H2O)
Boiling point:
344.46°C (rough estimate)
Density 
1.2981 (rough estimate)
refractive index 
1.5400 (estimate)
storage temp. 
2-8°C
pka
1.17±0.50(Predicted)
form 
Granular Powder
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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

H318Causes serious eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P310Immediately call a POISON CENTER or doctor/physician.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
147923
Product name
Camphor-10-sulfonic acid (β)
Purity
98%
Packaging
100g
Price
$40.5
Updated
2020/08/18
Sigma-Aldrich
Product number
147923
Product name
Camphor-10-sulfonic acid (β)
Purity
98%
Packaging
500g
Price
$148
Updated
2020/08/18
Sigma-Aldrich
Product number
Y0001397
Product name
Voriconazole impurity E
Purity
European Pharmacopoeia (EP) Reference Standard
Price
$190
Updated
2021/03/22
TCI Chemical
Product number
C0016
Product name
(+/-)-10-Camphorsulfonic Acid
Purity
>98.0%(T)
Packaging
25g
Price
$22
Updated
2021/03/22
TCI Chemical
Product number
C0016
Product name
(+/-)-10-Camphorsulfonic Acid
Purity
>98.0%(T)
Packaging
100g
Price
$40
Updated
2021/03/22
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DL-10-CAMPHORSULFONIC ACID Chemical Properties,Usage,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.

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.

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.

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

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DL-10-CAMPHORSULFONIC ACID Suppliers

Hebei zeshuo pharmaceutical technology co. LTD
Tel
0319-4869289-
Email
export@zeshuobiotec.com
Country
China
ProdList
12
Advantage
58
Wuhan Kai Lun new material Chemical Co Ltd
Tel
025-87787262;15071332665
Fax
025-87787262
Email
wshun@51chemall.com
Country
China
ProdList
499
Advantage
58
Wuhan Hezhong Bio-chemical Manufacture co ltd
Tel
021-68580715-
Email
2853926829@qq.com
Country
China
ProdList
1785
Advantage
55
Zhangjiagang Aixin Chemical Co.,Ltd.
Tel
0512-58583037
Fax
0512-58583067
Email
sales@aixinchem.com
Country
China
ProdList
18
Advantage
58
Beijing Bainiannuan Sci.&Tec. Co., Ltd
Tel
10-51765162
Fax
+86-10-51765262
Email
marymeng@bdnchem.com
Country
China
ProdList
30
Advantage
58
Hubei maoerwo biomedical Co., Ltd
Tel
027-87738695-
Email
664219562@qq.com
Country
China
ProdList
295
Advantage
58
Shanghai Boyi Biomedical Technology Co., Ltd.
Tel
021-51347845-
Email
info@ansionpharma.com;
Country
China
ProdList
288
Advantage
58
Creasyn Finechem(Tianjin) Co., Ltd.
Tel
022-83945878-
Fax
022-83945176
Email
export@creasyn.com
Country
China
ProdList
670
Advantage
68
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96500
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
21-61259100-
Fax
86-21-61259102
Email
sh@meryer.com
Country
China
ProdList
40264
Advantage
62
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View Lastest Price from DL-10-CAMPHORSULFONIC ACID manufacturers

Hebei Crovell Biotech Co Ltd
Product
Dl-Camphorsulfonic Acid 5872-08-2
Price
US $10.70/Kg/Bag
Min. Order
10g
Purity
99%
Supply Ability
10000kg
Release date
2021-06-29
Zhuozhou Wenxi import and Export Co., Ltd
Product
DL-Camphorsulfonic acid 5872-08-2
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11
Zhuozhou Wenxi import and Export Co., Ltd
Product
DL-Camphorsulfonic acid 5872-08-2
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09

5872-08-2, DL-10-CAMPHORSULFONIC ACIDRelated Search:


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  • Ecamsule Related Compound D (50 mg) (((1SR,4RS)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid)
  • Voriconazole Related Compound F (50 mg) ({(1RS,4SR)-7,7-Dimethyl-2-oxobicyclo[2.2.1]hept-1-yl}methanesulphonic acid)
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