1123-39-3

Basic information

• Product Name: 1,4-Dichlorobicyclo[2.2.2]octane
• Synonyms: 1,4-Dichlorobicyclo[2.2.2]octane
• CAS NO: 1123-39-3
• Molecular Formula: C₈H₁₂Cl₂
• Molecular Weight: 179.0869
• Mol File: 1123-39-3.mol

Chemical Properties

• Boiling Point: 225.7°Cat760mmHg
• Flash Point: 87.8°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 0.127mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: 1,4-Dichlorobicyclo[2.2.2]octane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dichlorobicyclo[2.2.2]octane(1123-39-3)
• EPA Substance Registry System: 1,4-Dichlorobicyclo[2.2.2]octane(1123-39-3)

Safety Data

• Hazardous Substances Data: 1123-39-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H12Cl2/c9-7-1-2-8(10,5-3-7)6-4-7/h1-6H2

Upstream product

• 72948-88-0 1-bromo-4-hydroxybicyclo<2.2.2>octane 
• 471917-68-7 1,4-Diethoxy-bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid 
• 711-02-4 bicyclo<2.2.2>octane-1,4-dicarboxylic acid 
• 78070-47-0 1,4-diethoxy-2-formylbicyclo<2.2.2>oct-5-ene 
• 78070-40-3 1,4-Diethoxy-bicyclo[2.2.2]octane-2,3-dicarboxylic acid 
• 78070-56-1 1,4-diethoxy-2-acetoxymethylenebicyclo<2.2.2>octane 
• 78070-55-0 1,4-diethoxy-2-formylbicyclo<2.2.2>octane 
• 78070-57-2 1,4-diethoxybicyclo<2.2.2>octan-2-one 
• 78070-43-6 1,4-Diethoxy-bicyclo[2.2.2]oct-2-ene 
• 78070-46-9 1,4-Diethoxy-bicyclo[2.2.2]octane 
• 10364-35-9 1,4-Diacetoxybicyclo<2.2.2>octane 
• 54774-94-6 4-acetoxybicyclo<2.2.2>octan-1-ol 
• 711-02-4 1,4-bicyclo[2.2.2]octanedicarboxylic acid 
• 1194-44-1 1,4-dihydroxybicyclo[2.2.2]octane 

Downstream Products

• 1194-44-1 1,4-dihydroxybicyclo[2.2.2]octane 
• 74467-53-1 4-(1,1'-Bibicyclo<2.2.2>octyl)yl diphenylcarbinol 
• 74467-52-0 4-(1,1'-Bibicyclo<2.2.2>octyl)yl Phenyl Ketone 
• 74467-38-2 1-Bicyclo<2.2.2>octyl Cyclohexyl Ketone 
• 59880-84-1 1,4-Dimethoxy-bicyclo<2.2.2.>octane 
• 931-98-6 1-Iodobicyclo<2.2.2>octane 
• 114880-24-9 1,4-Bis(4'-dimethylamino-3',5'-dibromophenyl)bicyclo<2.2.2>octane 
• 114880-23-8 1,4-Bis(4'-amino-3',5'-dibromophenyl)bicyclo<2.2.2>octane 
• 114880-22-7 1,4-Bis(4'-aminophenyl)bicyclo<2.2.2>octane 
• 33732-70-6 1,4-Bis(4'-nitrophenyl)bicyclo<2.2.2>octane 
• 10364-05-3 1,4-diiodobicyclo<2.2.2>octane 

Relevant articles and documents

Reinvestigation of the Bicyclooctane-1,4-diyl Dication

The reaction of 1,4-dihalobicyclooctanes 2-Cl and -F with SbF5/SO2ClF was reinvestigated and found by 13C NMR spectroscopy and quenching experiments to yield only the 4-halo-1-bicyclooctyl monocation mono-donor-acceptor complexes 3-X-SbF5 under any of the tested conditions.In SO2-containing solutions disulfoxonium ion 7 formed, indicating that if dication 1 were intermediately formed it alkylates SO2. 7 may, however, also be formed by stepwise alkylation.The previously reported stable 1,4-bicyclooctanediyl dication 1 could not be detected.The results are consistent with the observation that the structurally similar 1,5-trishomobarrelenediyl dication 4, which is expected to be more stable than 1, could not be observed.

Synthesis and PE Spectra of 1-Ethynyl- and 1,4-Diethynylbicyclooctane, and of Related 1,4-Dihalobicyclooctanes

The synthesis of 1-ethynylbicyclooctane (1), of 1,4-diethynylbicyclooctane (2), of 1,4-dichloro- (3) and of 1,4-dibromobicyclooctane (4) is reported.The He(1α) photoelectron spectra of 1 and 2 have been assigned using the STO-3G and the HAM/3 procedure, whereas those of 3 and 4 have been interpreted on the basis of an equivalent bond orbital model including spin-orbit coupling.

SYNTHESIS OF 1,4-DISUBSTITUTED BICYCLOOCTANES BY THE DIELS-ALDER REACTION

Methods were developed for the synthesis of 1,4-diethoxy-, 1,4-dicyano-, and 1,4-diphenyl-1,3-cyclohexadienes.Their adducts with maleic anhydride, acrylonitrile, acrolein, nitroethylene, fumaronitrile, and α-acetoacrylonitrile were converted into the corresponding substituted bicyclooctanes.The configuration of the diene synthesis products was studied by IR and PMR spectroscopy.

SYNTHESIS OF BRIDGEHEAD CHLORO-, BROMO- AND IODOBICYCLOOCTANES

The paper describes transformations of hydroxy-, acetoxy- or methoxy-bridgehead bicyclooctanes into bridgehead chloro, bromo or iodo derivatives by action of inorganic halides in the medium of orthophosphoric or polyphosphoric acids.