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

Chemical Properties

White Solid

Uses

8-(4-Chlorophenyl)-1,4-dioxaspiro[4.5]decane (cas# 25253-51-4) is a compound useful in organic synthesis.

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

• 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 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 637-87-6 1-Chloro-4-iodobenzene 
• 106-39-8 bromochlorobenzene 

Downstream Products

• 14472-80-1 4-(4-chlorophenyl)cyclohexan-1-one 
• 887578-35-0 1-amino-4-(4-chloro-phenyl)-cyclohexanecarboxylic acid 
• 868142-04-5 8-(4-chloro-phenyl)-1,3-diaza-spiro[4.5]decane-2,4-dione 
• 868142-29-4 8-(4-chloro-phenyl)-2,4-dioxo-1,3-diaza-spiro[4.5]decane-1,3-dicarboxylic acid di-tert-butyl ester 
• 1402080-52-7 5-(4-chlorophenyl)oxepan-2-one 
• 1203609-11-3 cis/trans-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1,4-dione 
• 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 
• 1409956-84-8 cis/trans-2-bromo-2-(4-(4-chlorophenyl)cyclohexyl)-3,4-dihydronaphthalen-1(2H)-one 
• 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 
• 1409956-99-5 cis/trans-2-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1-ol 
• 1409957-04-5 trans-2-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1-ol 
• 1409957-10-3 cis-2-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1-ol 

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