4552-50-5

Basic information

• Product Name: (7,7-DIMETHYL-2-OXO-BICYCLO[2.2.1]HEPT-1-YL)-METHANESULFONYL CHLORIDE
• Synonyms: 10-CAMPHORSULFONYL CHLORIDE;(7,7-DIMETHYL-2-OXO-BICYCLO[2.2.1]HEPT-1-YL)-METHANESULFONYL CHLORIDE;10-Camphorsulfonyl chloride 98%
• CAS NO: 4552-50-5
• Molecular Formula: C₁₀H₁₅ClO₃S
• Molecular Weight: 250.74
• Mol File: 4552-50-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 66-68 °C(lit.)
• Boiling Point: 349.4 °C at 760 mmHg
• Flash Point: 165.1 °C
• Appearance: /
• Density: 1.331±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 4.71E-05mmHg at 25°C
• Refractive Index: 1.528
• Water Solubility: Decomposes
• BRN: 3205975
• CAS DataBase Reference: (7,7-DIMETHYL-2-OXO-BICYCLO[2.2.1]HEPT-1-YL)-METHANESULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (7,7-DIMETHYL-2-OXO-BICYCLO[2.2.1]HEPT-1-YL)-METHANESULFONYL CHLORIDE(4552-50-5)
• EPA Substance Registry System: (7,7-DIMETHYL-2-OXO-BICYCLO[2.2.1]HEPT-1-YL)-METHANESULFONYL CHLORIDE(4552-50-5)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 4552-50-5(Hazardous Substances Data)

Usage

Description

(7,7-DIMETHYL-2-OXO-BICYCLO[2.2.1]HEPT-1-YL)-METHANESULFONYL CHLORIDE is a chemical compound characterized by its bicyclic structure and methanesulfonyl chloride functional group. It is a versatile reagent in organic synthesis, known for its ability to react with various nucleophiles and participate in a range of chemical transformations.

Uses

Used in Pharmaceutical Industry:
(7,7-DIMETHYL-2-OXO-BICYCLO[2.2.1]HEPT-1-YL)-METHANESULFONYL CHLORIDE is used as a protecting group for alcohols and amines in the synthesis of complex organic molecules, such as pharmaceutical compounds. Its stability and ease of removal make it a valuable tool in the development of new drugs.
Used in Chemical Synthesis:
(7,7-DIMETHYL-2-OXO-BICYCLO[2.2.1]HEPT-1-YL)-METHANESULFONYL CHLORIDE is used as a reagent for the formation of sulfonamide derivatives, which are important intermediates in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research and Development:
(7,7-DIMETHYL-2-OXO-BICYCLO[2.2.1]HEPT-1-YL)-METHANESULFONYL CHLORIDE is used as a key building block in the design and synthesis of novel organic molecules for research purposes. Its unique structure and reactivity make it a valuable asset in the development of new materials and compounds with potential applications in various fields.
Used in Peptide Synthesis:
(7,7-DIMETHYL-2-OXO-BICYCLO[2.2.1]HEPT-1-YL)-METHANESULFONYL CHLORIDE is used as a coupling agent in the synthesis of peptides and other biomolecules. Its ability to form stable intermediates with amino groups facilitates the formation of peptide bonds and improves the overall yield of the synthesis process.

InChI:InChI=1/C10H15ClO3S/c1-9(2)7-3-4-10(9,8(12)5-7)6-15(11,13)14/h7H,3-6H2,1-2H3/t7?,10-/m0/s1

Upstream product

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

Downstream Products

• 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 
• 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 
• 113092-48-1 2-oxo-bornane-10-sulfonic acid o-phenetidide 
• 1286690-06-9 3-(3-((7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methylsulfonamido)propanamido)-2,4-dihydroxybenzoic acid 
• 626215-92-7 1-(4-benzhydrylpiperazine-1-sulfonylmethyl)-7,7-dimethyl-bicyclo[2,2,1]heptan-2-one 
• 161972-24-3 1-((7,7-dimethyl-2-oxo-bicyclo(2.2.1)heptan-1-yl)methanesulfonyl)-4-(2-methylphenyl)piperazine 

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.

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.