25253-51-4

Basic information

• Product Name: 8-(4-CHLOROPHENYL)-1,4-DIOXASPRIRO[4,5]DECANE
• Synonyms: 8-(4-CHLOROPHENYL)-1,4-DIOXASPRIRO[4,5]DECANE;1,4-Dioxaspiro[4.5]decane, 8-(4-chlorophenyl)-;8-(4-Chlorophenyl)-1,4-dioxaspiro[4.5]decane;4-(4-Chlorophenyl)cyclohexan-1-one Ethylene Ketal;8-(p-Chlorophenyl)-1,4-dioxaspiro[4.5]decane
• CAS NO: 25253-51-4
• Molecular Formula: C₁₄H₁₇ClO₂
• Molecular Weight: 252.74
• Product Categories: Aromatics
• Mol File: 25253-51-4.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 361.5 °C at 760 mmHg
• Flash Point: 136.4 °C
• Appearance: /
• Density: 1.21 g/cm³
• Vapor Pressure: 4.28E-05mmHg at 25°C
• Refractive Index: 1.566
• Solubility: Chloroform, Dichloromethane
• CAS DataBase Reference: 8-(4-CHLOROPHENYL)-1,4-DIOXASPRIRO[4,5]DECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-(4-CHLOROPHENYL)-1,4-DIOXASPRIRO[4,5]DECANE(25253-51-4)
• EPA Substance Registry System: 8-(4-CHLOROPHENYL)-1,4-DIOXASPRIRO[4,5]DECANE(25253-51-4)

Safety Data

• Hazardous Substances Data: 25253-51-4(Hazardous Substances Data)

Usage

Description

8-(4-CHLOROPHENYL)-1,4-DIOXASPRIRO[4,5]DECANE, with the CAS number 25253-51-4, is a white solid compound that is useful in organic synthesis. It is characterized by its unique spirocycle structure, which consists of a dioxa ring fused to a cyclohexane ring, with a chlorophenyl group attached at the 8th position. 8-(4-CHLOROPHENYL)-1,4-DIOXASPRIRO[4,5]DECANE is known for its chemical stability and versatility in various chemical reactions.

Uses

Used in Organic Synthesis:
8-(4-CHLOROPHENYL)-1,4-DIOXASPRIRO[4,5]DECANE is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for a wide range of chemical reactions, making it a valuable building block for the development of new pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 8-(4-CHLOROPHENYL)-1,4-DIOXASPRIRO[4,5]DECANE is used as a starting material for the synthesis of various drug candidates. Its chemical properties and reactivity make it suitable for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
8-(4-CHLOROPHENYL)-1,4-DIOXASPRIRO[4,5]DECANE is also used in the agrochemical industry as a precursor for the synthesis of various agrochemicals, such as insecticides, herbicides, and fungicides. Its unique structure and reactivity contribute to the development of new and effective agrochemical products.
Used in Specialty Chemicals:
In the specialty chemicals industry, 8-(4-CHLOROPHENYL)-1,4-DIOXASPRIRO[4,5]DECANE is used as a building block for the synthesis of various specialty chemicals, such as dyes, pigments, and fragrances. Its versatility in chemical reactions allows for the creation of new and innovative products with unique properties and applications.

InChI:InChI=1/C14H17ClO2/c15-13-3-1-11(2-4-13)12-5-7-14(8-6-12)16-9-10-17-14/h1-4,12H,5-10H2

Upstream product

• 106-39-8 bromochlorobenzene 
• 637-87-6 1-Chloro-4-iodobenzene 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 126991-59-1 8-(4-chlorophenyl)-1,4-dioxaspiro[4.5]decan-8-ol 
• 126991-60-4 4-(4-chlorophenyl)cyclohex-3-enone monoehtylene ketal 

Downstream Products

• 1402080-52-7 5-(4-chlorophenyl)oxepan-2-one 
• 1421369-93-8 4-(4-chlorophenyl)-1-(1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)cyclohexyl 2,2,2-trifluoroacetate 
• 1409956-67-7 cis/trans-2-(4-(4-chlorophenyl)cyclohexyl)-3,4-dihydronaphthalen-1(2H)-one 
• 1409956-62-2 2-(4-(4-chlorophenyl)cyclohex-1-en-1-yl)-3,4-dihydronaphthalen-1(2H)-one 
• 1203609-10-2 cis-2-[4-(4-chlorophenyl)cyclohexyl]-1,4-naphthoquinone 
• 1409957-04-5 trans-2-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1-ol 
• 1409957-10-3 cis-2-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1-ol 
• 1409956-99-5 cis/trans-2-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1-ol 
• 1409956-88-2 trans-2-bromo-2-(4-(4-chlorophenyl)cyclohexyl)-3,4-dihydronaphthalen-1(2H)-one 
• 1409956-94-0 cis-2-bromo-2-(4-(4-chlorophenyl)cyclohexyl)-3,4-dihydronaphthalen-1(2H)-one 
• 1409956-84-8 cis/trans-2-bromo-2-(4-(4-chlorophenyl)cyclohexyl)-3,4-dihydronaphthalen-1(2H)-one 
• 1409956-73-5 trans-2-(4-(4-chlorophenyl)cyclohexyl)-3,4-dihydronaphthalen-1(2H)-one 
• 1409956-79-1 cis-2-(4-(4-chlorophenyl)cyclohexyl)-3,4-dihydronaphthalen-1(2H)-one 
• 1203609-11-3 cis/trans-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1,4-dione 

Relevant articles and documents

The Silicon-Hydrogen Exchange Reaction: A Catalytic σ-Bond Metathesis Approach to the Enantioselective Synthesis of Enol Silanes

The use of chiral enol silanes in fundamental transformations such as Mukaiyama aldol, Michael, and Mannich reactions as well as Saegusa-Ito dehydrogenations has enabled the chemical synthesis of enantiopure natural products and valuable pharmaceuticals. However, accessing these intermediates in high enantiopurity has generally required the use of either stoichiometric chiral precursors or stoichiometric chiral reagents. We now describe a catalytic approach in which strongly acidic and confined imidodiphosphorimidates (IDPi) catalyze highly enantioselective interconversions of ketones and enol silanes. These "silicon-hydrogen exchange reactions"enable access to enantiopure enol silanes via tautomerizing σ-bond metatheses, either in a deprotosilylative desymmetrization of ketones with allyl silanes as the silicon source or in a protodesilylative kinetic resolution of racemic enol silanes with a carboxylic acid as the silyl acceptor.

Enantioselective Synthesis of Chiral Oxime Ethers: Desymmetrization and Dynamic Kinetic Resolution of Substituted Cyclohexanones

Axially chiral cyclohexylidene oxime ethers exhibit unique chirality because of the restricted rotation of C=N. The first catalytic enantioselective synthesis of novel axially chiral cyclohexylidene oximes has been developed by catalytic desymmetrization of 4-substituted cyclohexanones with O-arylhydroxylamines and is catalyzed by a chiral BINOL-derived strontium phosphate with excellent yields and good enantioselectivities. In addition, chiral BINOL-derived phosphoric acid catalyzed dynamic kinetic resolution of α-substituted cyclohexanones has been performed and yields versatile intermediates in high yields and enantioselectivities.

A novel process for synthesis of atovaquone

A stereospecific efficient process for synthesis of atovaquone i.e. trans-2-[4-(4-chlorophenyl)cyclohexyl ]-3-hydroxy-1,4-naphthalenedione and its cis isomer from commercially available raw materials such as α-tetralone and 4-(4-chlorophenyl)cyclohexanone