((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride

Base Information

• Chemical Name: ((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride
• CAS No.: 39262-22-1
• Molecular Formula: C₁₀H₁₅ClO₃S
• Molecular Weight: 250.746
• Hs Code.: 29147090
• European Community (EC) Number: 628-057-2,628-714-3
• DSSTox Substance ID: DTXSID10431225
• Nikkaji Number: J364.532K
• Wikidata: Q72515049
• Mol file: 39262-22-1.mol

Synonyms:39262-22-1;((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride;(1R)-(-)-CAMPHOR-10-SULFONYL CHLORIDE;L-(-)-10-Camphorsulfonyl chloride;10-Camphorsulfonyl chloride;[(1R,4S)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonyl chloride;C10H15ClO3S;((1R,4S)-7,7-Dimethyl-2-oxobicyclo-[2.2.1]heptan-1-yl)methanesulfonyl chloride;L-10-Camphorsulfonyl chloride;MFCD00064155;[(1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonyl chloride;L-10-Camphorsulfonylchloride;D-(?)-Camphorsulfonyl chloride;D-Camphor-10-sulfonyl chloride;SCHEMBL12706679;DTXSID10431225;10-Camphorsulfonyl chloride, 98%;FD1220;AKOS005146490;CS-W014100;AS-19113;(1R)-(-)-10-Camphorsulfonyl chloride, 97%;A824492;F0001-2351;(1R)-(-)-10-Camphorsulfonyl chloride, for chiral derivatization, 97.0-103.0% (AT);Bicyclo[2.2.1]heptane-1-methanesulfonyl chloride, 7,7-dimethyl-2-oxo-, (1R,4S)-

Chemical Property of ((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 4.71E-05mmHg at 25°C
• Melting Point: 66-68 °C(lit.)
• Refractive Index: 1.528
• Boiling Point: 349.4 °C at 760 mmHg
• Flash Point: 165.1 °C
• PSA: 59.59000
• Density: 1.331g/cm³
• LogP: 3.03120
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Acetone, Dichloromethane, Ethyl Acetate, Methanol
• Water Solubility.: Decomposes
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 250.0430432
• Heavy Atom Count: 15
• Complexity: 407

Purity/Quality:

99% ^*data from raw suppliers

(1R)-(?)-10-Camphorsulfonyl chloride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC1(C(=O)C2)CS(=O)(=O)Cl)C
• Isomeric SMILES: CC1([C@H]2CC[C@@]1(C(=O)C2)CS(=O)(=O)Cl)C
• Uses: L(-)-10-Camphorsulfonyl chloride is a useful synthetic intermediate,it is used for asymmetric hydroxylation.

Technology Process of ((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride

There total 8 articles about ((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride 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: 87.0%

potassium (1R)-(?)-10-camphorsulfonic → (1R)-(?)-10-camphorsulfonyl chloride (4552-50-5,6994-93-0,21286-54-4,39262-22-1)

Guidance literature:

With thionyl chloride; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1149/1945-7111/abb177

Reference yield: 80.5%

(R)-10-camphorsulfonic acid (35963-20-3,61380-66-3) → D-camphor-10-sulfonyl chloride (21286-54-4,39262-22-1)

Guidance literature:

With phosphorus pentachloride; 1 h at 0 deg C and 2 h at r.t.;

DOI:10.1016/S0040-4020(01)87559-1

Reference yield:

→ D-camphor-10-sulfonyl chloride (21286-54-4,39262-22-1)

Guidance literature:

With thionyl chloride;

DOI:10.1039/jr9300002770

upstream raw materials:

[(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid

[(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid

(R)-10-camphorsulfonic acid

Downstream raw materials:

C-((S)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl)-N-(2-hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-methanesulfonamide

(1S,1'R)-2-Oxabornan-10-sulfonsaeure-(11'-<2''-(methoxymethoxy)phenyl>-1'-methylundecyl)ester

(1S,1'S)-2-Oxobornan-10-sulfonsaeure-(11'-<2''-(methoxymethoxy)phenyl>-1'-methylundecyl)ester

(1R,1'R)-2-Oxabornan-10-sulfonsaeure-(11'-<2''-(methoxymethoxy)phenyl>-1'-methylundecyl)ester

Refernces

• 1、 Knoppe, Stefan,Kothalawala, Nuwan,Jupally, Vijay Reddy,Dass, Amala,Buergi, Thomas. "Ligand dependence of the synthetic approach and chiroptical properties of a magic cluster protected with a bicyclic chiral thiolate". supporting information; experimental part. p. 4630 - 4632. Retrieved 2012/06/15.
• 2、 -. "PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE (4E)-5- HALO-2-ALKYLPENT-4-ENOIC ACIDS AND THEIR ESTER DERIVATIVES". Page/Page column 25. . Retrieved 2008/06/13.