6994-93-0

Basic information

• Product Name: DL-10-CamphorsulfonylChloride
• Synonyms: CamphorsulfonylChloride;camphorylsulfonyl chloride;(±)-2-Oxo-10-bornanesulfonyl chloride;(1R,4R)-2-Oxo-7,7-dimethylbicyclo[2.2.1]heptane-1-(methanesulfonic acid chloride)
• CAS NO: 6994-93-0
• Molecular Formula: C₁₀H₁₅ClO₃S
• Molecular Weight: 250.7423
• Mol File: 6994-93-0.mol

Chemical Properties

• Boiling Point: 349.4 °C at 760 mmHg
• Flash Point: 165.1 °C
• Appearance: /
• Density: 1.331 g/cm³
• CAS DataBase Reference: DL-10-CamphorsulfonylChloride(CAS DataBase Reference)
• NIST Chemistry Reference: DL-10-CamphorsulfonylChloride(6994-93-0)
• EPA Substance Registry System: DL-10-CamphorsulfonylChloride(6994-93-0)

Safety Data

• RIDADR: 1759
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 6994-93-0(Hazardous Substances Data)

Upstream product

• 61380-66-3 [(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid 
• 76-26-6 [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid 

Downstream Products

• 107149-06-4 N-<(2S)-2-(3,4-dimethoxyphenyl)-2-isopropyl-5-<(3,4-dimethoxyphenethyl)methylamino>pentyl>-(1S)-10-camphorsulfonamide 
• 107149-06-4 N-<(2R)-2-(3,4-dimethoxyphenyl)-2-isopropyl-5-<(3,4-dimethoxyphenethyl)methylamino>pentyl>-(1S)-10-camphorsulfonamide 
• 71242-58-5 (1S,2R,4R)-(-)-10-mercaptoisoboneol 
• 116195-09-6 bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide 
• 71242-59-6 (1S)-(-)-10-mercaptoborneol 
• 131944-96-2 (1S,1'S)-2-Oxobornan-10-sulfonsaeure-(11'-<2''-(methansulfonyloxy)phenyl>-1'-methylundecyl)ester 
• 131944-96-2 (1R,1'S)-2-Oxobornan-10-sulfonsaeure-(11'-<2''-(methansulfonyloxy)phenyl>-1'-methylundecyl)ester 
• 131944-97-3 (1R,1'R)-2-Oxabornan-10-sulfonsaeure-(11'-<2''-(methoxymethoxy)phenyl>-1'-methylundecyl)ester 
• 131944-97-3 (1R,1'S)-2-Oxobornan-10-sulfonsaeure-(11'-<2''-(methoxymethoxy)phenyl>-1'-methylundecyl)ester 
• 131944-97-3 (1S,1'R)-2-Oxabornan-10-sulfonsaeure-(11'-<2''-(methoxymethoxy)phenyl>-1'-methylundecyl)ester 
• 131944-97-3 (1S,1'S)-2-Oxobornan-10-sulfonsaeure-(11'-<2''-(methoxymethoxy)phenyl>-1'-methylundecyl)ester 
• 25442-88-0 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 

Relevant articles and documents

Solid Polymer Electrolytes Comprising Camphor-Derived Chiral Salts for Solid-State Batteries

Solid polymer electrolytes (SPEs) with both excellent processability and flexibility have been deemed as an auspicious alternative to develop safe solid-state lithium metal (Li°) batteries (SSLMBs). The electrochemical performance of SSLMBs is ultimately associated with the nature of the Li-salt anion and the widely used bis(trifluoromethanesulfonyl)imide anion (TFSI) is "slippery"due to its perfluorinated nature and therefore highly mobile, which leads to severe polarization upon battery cell charge/discharge cycles. In this work, we report on a new type of chiral salts, synthesized from commercially available camphorsulfonic acid, used in poly(ethylene oxide) (PEO)-based SPEs. The impact of the chirality of the anions on the fundamental physical properties of the SPEs is extensively studied in terms of thermal stability, phase transition and ionic conductivity, etc. We demonstrate that the resulting SPEs exhibit agreeable ionic conductivities (ca. 104 S cm1) accompanied by high cation transference numbers (ca. 0.5) at 70 °C. Whether either the R or the S enantiomers are used the ion transport properties are the same, as expected, but rather surprisingly the artificial racemic mixture is within the errors of the measurements just as conductive. We discuss how this opens a new avenue to design novel salts for reaching high-performant SSLMBs.

PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE (4E)-5- HALO-2-ALKYLPENT-4-ENOIC ACIDS AND THEIR ESTER DERIVATIVES

A process for the preparation of optically active (4E)-5-halo-2-alkylpent-4-enoic acids and their ester derivatives by a stereoselective synthesis which employs camphorsultam as chiral auxiliary is disclosed; in particular methyl (2S, 4E)-5-chloro-2-isopropylpent-4-enoate is prepared, which is a key intermediate in the manufacturing of the new anti-hypertension drug Aliskiren. Furthermore novel N-(5-halo-2-alkylpent-4-enoyl) camphorsultams are provided. A process for the hydrolysis of substituted N-acylcamphorsultams with strong acids is also provided.

1,3-oxathiolan-5-ones useful in the production of antiviral nucleoside analogues

A compound of the formula A, wherein R* is a chiral auxiliary, and where the configuration at the asymmetric carbon atom between oxygen and sulfur is (R), (S), or combinations of (R) and (S), useful in the preparation of enantiomerically enriched 1,3-oxathiolane nucleoside analogues, for example (?)-FTC and 3TC.