Basic information
- CAS
35963-20-3- Standard SMILES
CC1(C)[C@H]2CC[C@]1(CS(=O)(=O)O)C(=O)C2- InChIKey
MIOPJNTWMNEORI-XVKPBYJWSA-N- Molecular formula
- C10.H16.O4.S
- Average molar mass
- 232.3 g/mol
- Monoisotopic mass
- 232.07692999
Overview
(R)-camphorsulfonic acid is the R enantiomer of camphorsulfonic acid. It is a conjugate acid of a (R)-camphorsulfonate. It is an enantiomer of a (S)-camphorsulfonic acid.
Names & identifiers
- Preferred name
- Camphorsulfonic acid, (-)-
- IUPAC
- [(1R,4S)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonic acid
- English name
- (1R)-(-)-10-Camphorsulfonic acid
- Molecular formula
- C10H16O4S
- Molecular weight
- 232.3
Names & synonyms
35963-20-3(1R)-(-)-10-Camphorsulfonic acidCamphorsulfonic acid, (-)-(-)-10-Camphorsulfonic Acid(-)-camphorsulfonic acid(r)-camphor-10-sulfonic acidY6075I4FXEEINECS 252-817-9(1r)-camphorsulfonic acidL-CAMPHORSULFONIC ACID(1r)-10-camphorsulfonic acidDTXSID901019421
Show more names
(-)-CSAL-(-)-CAMPHORSULFONIC ACID((1R,4S)-7,7-DiMethyl-2-oxobicyclo[2.2.1]heptan-1-yl)Methanesulfonic acid(1R)-(-)-CAMPHOR-10-SULFONIC ACIDL-(-)-CAMPHOR-10-SULFONIC ACID(-)-CAMPHOR-10-SULPHONIC ACID(-)-10-CSAL-CAMPHORSULPHONIC ACIDd-Camphor-10-sulphonic acid
(r)-(-)-10-camphorsulfonic acid(R)-(-)-CSA(1R)-(7,7-Dimethyl-2-oxobicyclo(2.2.1)hept-1-yl)methanesulphonic acid(1R)-[7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulphonic acid(-)-(1R)-7,7-DIMETHYL-2-OXOBICYCLO(2.2.1)HEPTANE-1-METHANESULFONIC ACIDBICYCLO(2.2.1)HEPTANE-1-METHANESULFONIC ACID, 7,7-DIMETHYL-2-OXO-, (1R,4S)-RefChem:573699DTXCID101477392
Properties
Computed structural properties
- XLogP
- 0.5
- Topological polar surface area
- 79.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 404
Physicochemical properties
- Melting point
- 198 °C · 198 °C (dec.)(lit.)
- alpha
- -22 · -22 º (c=20,H2O)
- Boiling point
- 344.46 °C · 344.46°C (rough estimate)
- Density
- 1.2981 · 1.2981 (rough estimate)
- refractive index
- -21.5 ° · -21.5 ° (C=5, H2O)
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- DMSO (Slightly), Methanol (Slightly), Water (Sparingly)
- pka
- 1.17 · 1.17±0.50(Predicted)
- form
- Crystalline Powder
- color
- White to slightly beige
- PH
- 1.2 · 1.2-1.4 (20g/l, H2O)
- optical activity
- 20 · [α]20/D 21°, c = 2 in H2O
- Water Solubility
- soluble
- Sensitive
- Hygroscopic
- BRN
- 2809676 · 2809676
- Stability
- Stable. Hygroscopic. Incompatible with strong bases, strong oxidizing agents.
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1.6% (1 of 64) of reports.
Danger
H314 (98.4%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 64 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 07-01-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/19691
Hazard Classes and CategoriesSkin Corr. 1B (98.4%)
Safety & protection
Protective Action Criteria (PAC)
1.2 [mg/m3]
13 [mg/m3]
79 [mg/m3]
Safety data
- F
- 3-10
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- tsca
- Yes
- ridadr
- UN 3261 8/PG 2
- hs_code
- 29147090
- risk_code
- 34
Chemistry & industry
Applications
Uses(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.
Uses(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.
Uses1R)-(-)-10-Camphorsulfonic acid is a chiral derivative of Camphor.It has the following uses: (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.
General Description(1R)-(-)-10-Camphorsulfonic acid is an HPLC derivatization reagent for UV/Vis detection. It is mainly employed for the resolution of bases.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
26 records
Compound notes
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