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1,1-Cyclopropanedimethanol cyclic sulfite is a chemical compound that serves as a reagent in organic synthesis. It is a cyclic sulfite derivative of 1,1-cyclopropanedimethanol, characterized by its stability and ease of handling in laboratory settings. 1,1-Cyclopropanedimethanol cyclic sulfite is particularly noted for its unique reactivity and selectivity in chemical reactions, which makes it an invaluable tool for organic chemists engaged in the synthesis of complex molecules. The cyclic sulfite group can be conveniently removed under mild conditions, contributing to its versatility and practicality as a protecting group for alcohols in organic chemistry.

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  • 153493-52-8 Structure
  • Basic information

    1. Product Name: 1,1-Cyclopropanedimethanol cyclic sulfite
    2. Synonyms: 1,1-Cyclopropanedimethanol cyclic Sulfite;5,7-Dioxa-6-thiaspiro[2.5]octane6,6-dioxide
    3. CAS NO:153493-52-8
    4. Molecular Formula: C5H8O4S
    5. Molecular Weight: 164.17962
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 153493-52-8.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 242.8 °C at 760 mmHg
    3. Flash Point: 100.6 °C
    4. Appearance: /
    5. Density: 1.51 g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: 1,1-Cyclopropanedimethanol cyclic sulfite(CAS DataBase Reference)
    10. NIST Chemistry Reference: 1,1-Cyclopropanedimethanol cyclic sulfite(153493-52-8)
    11. EPA Substance Registry System: 1,1-Cyclopropanedimethanol cyclic sulfite(153493-52-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 153493-52-8(Hazardous Substances Data)

153493-52-8 Usage

Uses

Used in Organic Synthesis:
1,1-Cyclopropanedimethanol cyclic sulfite is used as a protecting group for alcohols in organic chemistry reactions. Its cyclic structure provides unique reactivity and selectivity, which is crucial for the synthesis of complex molecules where precise control over the reaction is necessary.
Used in Laboratory Research:
In the field of laboratory research, 1,1-Cyclopropanedimethanol cyclic sulfite is utilized for its stability and ease of handling, making it a reliable reagent for various synthetic transformations. Its ability to be easily removed under mild conditions ensures that it does not interfere with subsequent steps in the synthesis process.
Used in Pharmaceutical Industry:
1,1-Cyclopropanedimethanol cyclic sulfite is employed in the pharmaceutical industry for the synthesis of complex drug molecules. Its role as a protecting group for alcohols is essential in the development of new drugs, where the protection and subsequent deprotection of functional groups are critical steps in the synthesis pathway.
Used in Chemical Education:
In chemical education, 1,1-Cyclopropanedimethanol cyclic sulfite serves as a practical example of a protecting group in organic chemistry. It is used to teach students about the importance of protecting functional groups during the synthesis of complex organic compounds and the techniques involved in their application and removal.

Check Digit Verification of cas no

The CAS Registry Mumber 153493-52-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,3,4,9 and 3 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 153493-52:
(8*1)+(7*5)+(6*3)+(5*4)+(4*9)+(3*3)+(2*5)+(1*2)=138
138 % 10 = 8
So 153493-52-8 is a valid CAS Registry Number.

153493-52-8Downstream Products

153493-52-8Relevant articles and documents

5 - azaspiro [2.4] heptane - 6 - carboxylic acid derivatives of the synthesis method (by machine translation)

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Paragraph 0045-0047, (2017/08/25)

The present invention provides a (5S) - 5 - azaspiro [2.4] heptane - 6 - carboxylic acid derivatives of the synthetic method, in order to 1, 1 - cyclopropane dicarboxylic alcohol as the starting material, the reaction with thionyl chloride, is oxidized and get sulfonic acid ester compound, then with glycine methyl ester imine under the action of the tertiary butyl alcohol potassium condensation, again through the system acidic, alkaline methylsulphonyl complete hydrolysis, cyclization, amino protection of the racemic product, finally split to obtain the finished product, the total yield up to 30% or more, the reaction route step is short, reagent used in the security, the operation is simple, of low cost, high yield, suitable for industrial production. (by machine translation)

Nickel-Catalyzed Asymmetric Kumada Cross-Coupling of Symmetric Cyclic Sulfates

Eno, Meredith S.,Lu, Alexander,Morken, James P.

supporting information, p. 7824 - 7827 (2016/07/11)

Nickel-catalyzed enantioselective cross-couplings between symmetric cyclic sulfates and aromatic Grignard reagents are described. These reactions are effective with a broad range of substituted cyclic sulfates and deliver products with asymmetric tertiary carbon centers. Mechanistic experiments point to a stereoinvertive SN2-like oxidative addition of a nickel complex to the electrophilic substrate.

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