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
• Article Data: 4

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

General Description

1,4-Dichlorobicyclo[2.2.2]octane, also known as Diclocycline or Meprylcaine, is a chemical compound with the molecular formula C8H12Cl2. It is a bicyclic compound that contains two chlorine atoms, and is commonly used as a local anesthetic. It is a white crystalline solid that is insoluble in water but soluble in organic solvents. 1,4-Dichlorobicyclo[2.2.2]octane is primarily used in pharmaceuticals and is known for its anesthetic and analgesic properties. It has been researched for its potential use in treating various types of pain and has also been used in experimental studies to better understand the mechanisms of pain perception and management. However, it is important to note that this compound should be handled with caution, as it can be harmful if ingested or inhaled and may cause skin and eye irritation.

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

Upstream product

• 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 
• 471917-68-7 1,4-Diethoxy-bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid 
• 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 
• 72948-88-0 1-bromo-4-hydroxybicyclo<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 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.