(1R)-(-)-10-Camphorsulfonic acid

Iupac Name：[(1S,4R)-7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl]methanesulfonic acid

Molecular Weight：232.294

Modify Date.: 2022-11-05 20:02

Introduction: (1) It is also used for the racemization of optical isomers.(2) It can be applied to the resolution of intermediate or isomer in medicine.(3) It also could play a role as organic synthesis intermediates and resolving agent. View more+

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1. Names and Identifiers

1.1 Name: (1R)-(-)-10-Camphorsulfonic acid
1.2 Synonyms: ((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid (-)-(1R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptane-1-methanesulfonic acid (-)-10-Camphorsulfonic acid (-)-camphor-10-sulfonic acid (-)-Camphorsulfonic acid (-)-CSA (1R-(-)-Camphorsulfonic acid) (1R)-(-)camphorsulfonic acid (1R)-10-Camphorsulfonic acid (1R)-Camphorsulfonic acid (1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptane-1-methanesulfonic acid (R)-(-)-10-Camphorsulfonic acid (R)-(-)-CSA (R)-Camphor-10-sulfonic acid Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1R)- Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1R,4S)- L-(-) Camphor-10-Sulfonic Acid L(-)-10-Camphorsulfonic acid L(-)-Camphor-10-sulfonic acid L(-)-Camphorsulfonic acid L-(-)-camphour sulfonice acid l-10-Camphorsulfonic acid l-Camphorsulfonic acid R(-)Camphor sulfonic acid

1.3 CAS No.: 35963-20-3

1.4 CID: 5771688

1.5 EINECS(EC#): 252-817-9

1.6 Molecular Formula: C10H16O4S (isomer)

1.7 Inchi: InChI=1S/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)/t7-,10-/m0/s1

1.8 InChkey: MIOPJNTWMNEORI-XVKPBYJWSA-N

1.9 Canonical Smiles: CC1(C2CCC1(C(=O)C2)CS(=O)(=O)O)C

1.10 Isomers Smiles: CC1([C@H]2CC[C@@]1(C(=O)C2)CS(=O)(=O)O)C

2. Properties

2.1 Density: 1.331

2.1 Melting point: 198℃

2.1 Boiling point: 344.46°C (rough estimate)

2.1 Refractive index: -21.5 ° (C=5, H2O)

2.1 Precise Quality: 232.07700

2.1 PSA: 79.82000

2.1 logP: 2.35040

2.1 Appearance: White powder.

2.2 Storage: Hygroscopic. Ambient temperatures.

2.3 Chemical Properties: It is a kind of prismatic crystals and its melting point is 193-195 ° C (decompose). It is Insoluble in ether and slightly soluble in glacial acetic acid and ethyl acetate. And it is and moisture in wet air.

2.4 Color/Form: White to slightly beige

2.5 PH: 1.2-1.4 (20g/l, H2O)

2.6 pKa: 1.17±0.50(Predicted)

2.7 Water Solubility: Soluble

2.8 Stability: Stable. Hygroscopic. Incompatible with strong bases, strong oxidizing agents.

2.9 StorageTemp: 2-8°C

3. Use and Manufacturing

3.1 Definition: ChEBI: The R enantiomer of camphorsulfonic acid.

3.2 GHS Classification: Signal: Danger
GHS Hazard Statements
Aggregated GHS information provided by 41 companies from 7 notifications to the ECHA C&L Inventory.

Reported as not meeting GHS hazard criteria by 1 of 41 companies. For more detailed information, please visit ECHA C&L website

Of the 6 notification(s) provided by 40 of 41 companies with hazard statement code(s):

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, and P501

3.3 Usage: (1) It is also used for the racemization of optical isomers.(2) It can be applied to the resolution of intermediate or isomer in medicine.(3) It also could play a role as organic synthesis intermediates and resolving agent.

4. Safety and Handling

4.1 Symbol: GHS05

4.1 Hazard Codes: C

4.1 Signal Word: Danger

4.1 Risk Statements: R34

4.1 Safety Statements: 26;36/37/39;45;24/25;27

4.1 Packing Group: III

4.1 Hazard Class: 8

4.1 Hazard Declaration: H314

4.1 RIDADR: UN 3261 8/PG 2

4.1 Caution Statement: P280-P305 + P351 + P338-P310

4.1 WGK Germany: 3

4.1 Sensitive: Hygroscopic

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin corrosion, Category 1B

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H314 Causes severe skin burns and eye damage
Precautionary statement(s)
Prevention	P260 Do not breathe dust/fume/gas/mist/vapours/spray. P264 Wash ... thoroughly after handling. P280 Wear protective gloves/protective clothing/eye protection/face protection.
Response	P301+P330+P331 IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P303+P361+P353 IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water [or shower]. P363 Wash contaminated clothing before reuse. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P310 Immediately call a POISON CENTER/doctor/\u2026 P321 Specific treatment (see ... on this label). P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
Storage	P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. Synthesis Route

35963-20-3Total: 6 Synthesis Route

76-26-6 2 Suppliers

35963-20-3 271 Suppliers

Literatures:
Tetrahedron: Asymmetry, , vol. 6, # 1 p. 43 - 46
Yield: null

5872-08-2 127 Suppliers

35963-20-3 271 Suppliers

Literatures:
Journal of the American Chemical Society, , vol. 47, p. 1172 Organic Syntheses, , vol. 17, p. 80
Yield: null

5872-08-2 127 Suppliers

3144-16-9 248 Suppliers

35963-20-3 271 Suppliers

Literatures:
Analytical Chemistry, , vol. 86, # 2 p. 1282 - 1290
Yield: null

View all

7. Precursor and Product

precursor:

82509-30-6

76-26-6

5872-08-2

2935-35-5

product :

108448-77-7

82509-30-6

104372-31-8

94594-81-7

107869-45-4

8. Other Information

8.0 Usage: (1R)-(-)-Camphor-10-sulfonic acid, is used as a pharamaceutical intermediate and also used as a chiral derivative of Camp. It can also be used as resolving agents for chiral amines and other cations.

9. Computational chemical data

Molecular Weight: 232.294g/mol
Molecular Formula: C₁₀H₁₆O₄S
Compound Is Canonicalized: True
XLogP3-AA: 0.5
Exact Mass: 232.07693016
Monoisotopic Mass: 232.07693016
Complexity: 404
Rotatable Bond Count: 2
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 4
Topological Polar Surface Area: 79.8
Heavy Atom Count: 15
Defined Atom Stereocenter Count: 2
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADceBwOABAAAAAAAAAAAAAAAAAAYMAAAAwAAAAAAAAAAAAAAAAGgQACAAADwSEwACCAAAAAIIIAIAQAHBAAAAAAAAAAAEAAAAAABIAAAAAAAAAAAAAAAEIiMCPgAAAAAAAAACAAAAAAAAAAQAACAAAAA==

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