d-Camphorsulfonic acid

Base Information

• Chemical Name: d-Camphorsulfonic acid
• CAS No.: 3144-16-9
• Deprecated CAS: 1300-83-0,202256-79-9,26637-28-5,27457-20-1,36408-79-4,46471-65-2,51018-95-2,57564-99-5,61380-66-3,856658-12-3,861510-88-5,1055089-29-6,1071658-71-3,1194784-47-8,1195314-64-7,1195649-04-7,1217491-10-5,1272768-46-3,1283735-11-4,908577-83-3,1399184-56-5,1654012-57-3,1822333-84-5,1909301-24-1,1955485-32-1,2166394-45-0,2241798-98-9,2296713-99-8,2361930-67-6,2408758-08-5,2648924-82-5,27341-43-1,6060-29-3,76-26-6,1212823-93-2,1210621-65-0,1235438-68-2,2299297-58-6,2434633-96-0
• Molecular Formula: C10H16O4S
• Molecular Weight: 232.301
• Hs Code.: 29147090
• European Community (EC) Number: 221-554-1,227-527-0
• NSC Number: 4167
• UNII: D8D049375Q,9TLZ01S15L
• DSSTox Substance ID: DTXSID00883956
• Nikkaji Number: J9.522B
• Wikidata: Q27124276
• NCI Thesaurus Code: C77132
• Metabolomics Workbench ID: 58813
• Mol file: 3144-16-9.mol

Synonyms:10-camphorsulfonic acid;10-camphorsulfonic acid, (+-)-isomer;10-camphorsulfonic acid, (1R)-isomer;10-camphorsulfonic acid, (1S,4R)-(+)-isomer;10-camphorsulfonic acid, aluminum salt;10-camphorsulfonic acid, ammonium salt;10-camphorsulfonic acid, bismuth (3+) salt;10-camphorsulfonic acid, calcium salt;10-camphorsulfonic acid, piperazine salt;10-camphorsulfonic acid, sodium salt;solucampher

Chemical Property of d-Camphorsulfonic acid

Chemical Property:

• Appearance/Colour: white to light beige powder
• Melting Point: 196-200 °C (dec.)(lit.)
• Refractive Index: 21.5 ° (C=5, H2O)
• Boiling Point: 344.46°C (rough estimate)
• PKA: 1.17±0.50(Predicted)
• PSA: 79.82000
• Density: 1.331 g/cm³
• LogP: 2.35040
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: Exhibit moderate solubility in HCCl.
• Water Solubility.: SOLUBLE
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 232.07693016
• Heavy Atom Count: 15
• Complexity: 404

Purity/Quality:

≥ 99.00% ^*data from raw suppliers

HSPA9 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-25-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CC1(C2CCC1(C(=O)C2)CS(=O)(=O)O)C
• Isomeric SMILES: CC1([C@@H]2CC[C@]1(C(=O)C2)CS(=O)(=O)O)C
• Uses: Used as a resolving agent, and as a catalyst for coupling dipeptides. (1S)-(+)-Camphor-10-sulfonic acid is used as stabilizer. (+)-(1S)-camphor-10-sulfonic acid being a very effective resolving agent. . Chiral polyaniline(PANI) nanofibers were synthesized via facilely potentiostatic electropolymerization method without template in the presence of(1S)-(+)camphor-10-sulfonic acid(D-CSA) or(1R)-(-)camphor-10-sulfonic acid(L-CSA) as the dopant. Synthesis of QUATs derived from (1S)-(+)camphor-10-sulfonic acid.

Technology Process of d-Camphorsulfonic acid

There total 15 articles about d-Camphorsulfonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

(1S)-10-camphorsulfonamide (60933-63-3) → (1S)-10-camphorsulfonic acid (3144-16-9,61380-66-3)

Guidance literature:

With pyrylium tetrafluoroborate; magnesium chloride; In tert-butyl alcohol; at 60 ℃; for 5h;

DOI:10.1002/anie.201910895

Reference yield: 38.0%

→ 7,7'-di-tert-butyl-5,5'-dimethyl-[3,3']bibenzofuranylidene-2,2'-dione + camphor-10-sulfonic acid (76-26-6,3144-16-9,5872-08-2,35963-20-3,61380-66-3)

Guidance literature:

Reference yield:

1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one (736109-58-3,787517-91-3,68546-28-1) → camphor-10-sulfonic acid (76-26-6,3144-16-9,5872-08-2,35963-20-3,61380-66-3)

Guidance literature:

With sulfuric acid; acetic anhydride;

DOI:10.2174/1573406411208061133

upstream raw materials:

1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one

brucine

10-camphorsufonic acid

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Downstream raw materials:

(+)-Homoeriodictyol

(R)-phenylglycine

(1S)-2-(2,4-dinitro-phenylhydrazono)-bornane-10-sulfonic acid

(1S)-2-benzylimino-bornane-sulfonic acid-⁽¹⁰⁾

Refernces

• 1、 Smuts, Jonathan P.,Hao, Xin-Qi,Han, Zhaobin,Parpia, Curran,Krische, Michael J.,Armstrong, Daniel W.. "Enantiomeric separations of chiral sulfonic and phosphoric acids with barium-doped cyclofructan selectors via an ion interaction mechanism". . p. 1282 - 1290. Retrieved 2014/02/14.
• 2、 Raza, Rabia,Saeed, Aamer,Lecka, Joanna,Sévigny, Jean,Iqbal, Jamshed. "Identification of small molecule sulfonic acids as ecto-5'-nucleotidase inhibitors". . p. 1133 - 1139. Retrieved 2013/01/15.