177-15-1

Basic information

• Product Name: Spiro[1,3-oxathiolane-2,1'-cyclohexane]
• Synonyms: 1-Oxa-4-thiaspiro[4.5]decane;Cyclohexanone O,S-ethylenethioacetal;Spiro[1,3-oxathiolane-2,1'-cyclohexane]
• CAS NO: 177-15-1
• Molecular Formula: C₈H₁₄OS
• Molecular Weight: 0
• Mol File: 177-15-1.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 261.6°C at 760 mmHg
• Flash Point: 112°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 0.0186mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: Spiro[1,3-oxathiolane-2,1'-cyclohexane](CAS DataBase Reference)
• NIST Chemistry Reference: Spiro[1,3-oxathiolane-2,1'-cyclohexane](177-15-1)
• EPA Substance Registry System: Spiro[1,3-oxathiolane-2,1'-cyclohexane](177-15-1)

Safety Data

• Hazardous Substances Data: 177-15-1(Hazardous Substances Data)

Usage

Description

Spiro[1,3-oxathiolane-2,1'-cyclohexane] is a unique chemical compound characterized by its spirocyclic structure, which consists of a six-membered cyclohexane ring fused to a five-membered oxathiolane ring. This distinctive arrangement endows the compound with intriguing chemical and physical properties, making it a valuable and versatile entity in the realm of organic synthesis.

Uses

Used in Pharmaceutical Synthesis:
Spiro[1,3-oxathiolane-2,1'-cyclohexane] serves as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications, contributing to advancements in medicine.
Used in Agrochemical Production:
In the agrochemical industry, Spiro[1,3-oxathiolane-2,1'-cyclohexane] is utilized in the creation of compounds that can enhance crop protection and yield. Its incorporation into agrochemical products aids in the development of more effective and targeted pest control solutions.
Used in Organic Chemistry Research:
As a reagent, Spiro[1,3-oxathiolane-2,1'-cyclohexane] is instrumental in organic chemistry research. It facilitates the formation of various heterocyclic compounds, which are essential in understanding and expanding the knowledge of organic chemistry and its applications.
Used as a Building Block in Organic Synthesis:
Due to its spirocyclic structure, Spiro[1,3-oxathiolane-2,1'-cyclohexane] acts as a fundamental building block in the assembly of more complex organic molecules. This role is crucial for the synthesis of intricate organic compounds that have specific applications in various industries, including materials science and specialty chemicals.

InChI:InChI=1/C8H14OS/c1-2-4-8(5-3-1)9-6-7-10-8/h1-7H2

Upstream product

• 108-94-1 cyclohexanone 
• 104-15-4 toluene-4-sulfonic acid 
• 60-24-2 2-hydroxyethanethiol 
• 71-43-2 benzene 
• 65225-58-3 2-ethoxy-1,3-oxathiolane 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 177-10-6 1,3-dioxolane-2-spirocyclohexane 
• 108-93-0 cyclohexanol 

Downstream Products

• 3778-81-2 2-(cyclohexylthio)ethanol 
• 10160-79-9 2-cyclohexyloxy-ethanethiol 
• 7133-25-7 cyclohexyl ethyl sulfide 
• 1666-13-3 diphenyl diselenide 
• 50984-16-2 rac-2-(phenylseleno)cyclohexanone 
• 108-94-1 cyclohexanone 
• 932-92-3 cyclohexyl ethyl ether 
• 127084-51-9 C₂₀H₄₂OSSn 
• 1569-69-3 Cyclohexanethiol 
• 110-82-7 cyclohexane 
• 37457-08-2 cyclohexane-1,1-diylbis(phenylsulfane) 
• 33266-05-6 6-oxospiro 
• 53787-05-6 1-[(2-chloroethyl)sulfanyl]cyclohexane 
• 108-93-0 cyclohexanol 

Relevant articles and documents

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Ytterbium(III) triflate-catalyzed conversion of carbonyl compounds into 1,3-oxathiolanes in ionic liquids

The reaction of carbonyl compounds with 2-mercapto-ethanol to prepare 1,3-oxathiolanes has been successfully carried out in ionic liquids using ytterbium(III) triflate as a catalyst. Yields of the products are high and the catalyst can be easily recovered

Facile protection of carbonyl compounds as oxathiolanes and thioacetals promoted by PEG1000-based dicationic acidic ionic liquid as chemoselective and recyclable catalyst

Efficient oxathioacetalization and thioacetalization of carbonyl compounds have been achieved in high yields employing PEG1000-based dicationic acidic ionic liquid as a catalyst. The PEG ionic liquid and toluene have the advantages of both homo

Ceric ammonium nitrate as a convenient catalyst for protection of carbonyl compounds as 1,3-oxathianes

A mild and efficient method for the protection of carbonyl compounds as 1,3-oxathianes has been established by the catalytic use of ceric ammonium nitrate at ambient temperature. While different types of aryl and alkyl ketones and aldehydes were protected

Blue LED-Promoted Oxathiacetalization of Aldehydes and Ketones

In synthetic chemistry, the protection of aldehydes and ketones is crucial during multistep synthesis of complex molecules. Organic chemists have paid substantial attention to the synthesis of 1,3-oxathiolanes and 1,3-oxathianes because of their considera

An efficient method for the oxathioacetalization of carbonyl compounds using N-bromosaccharin as a catalyst

A mild and highly chemoselective method for the preparation of oxathiolane from aliphatic and aromatic aldehydes and ketones with 2-mercaptoethanol in the presence of catalytic amount of N-bromosaccharin at room temperature is reported.