89642-41-1

Basic information

• Product Name: 1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-en-2-one
• CAS NO: 89642-41-1
• Molecular Formula: C₇H₂Cl₆O
• Molecular Weight: 314.8082
• Mol File: 89642-41-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 353.3°C at 760 mmHg
• Flash Point: 149.2°C
• Density: 1.87g/cm³
• Vapor Pressure: 3.63E-05mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: 1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-en-2-one(89642-41-1)
• EPA Substance Registry System: 1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-en-2-one(89642-41-1)

Safety Data

• Hazardous Substances Data: 89642-41-1(Hazardous Substances Data)

Usage

Type of Compound

Highly toxic and environmentally persistent chemical compound

Structure

Cyclic ketone with six chlorine atoms attached to a seven-membered ring

Classification

Halogenated derivative of bicyclic ketone

Uses

Commonly used in pesticides and insecticides

Health Risks

Known for its potential to cause serious harm to human health

Environmental Impact

Classified as a persistent organic pollutant (POP)

Wildlife Effects

Adverse effects on wildlife

Bans

Banned in many countries due to its harmful effects on human health and the environment

Upstream product

• 3309-83-9 (+/-)-1,2,3,4,7,7-hexachloro-5endo-chloromethyl-norborn-2-ene 
• 77-47-4 hexachlorocyclopentadiene 
• 19095-29-5 (1RS,2RS,4SR)-1,4,5,6,7,7-hexachlorobicyclo<2.2.1>hept-5-en-2-ol 
• 4659-42-1 1,2,3,4,7,7-hexachloro-5-methyleno-2-norbornene 

Relevant articles and documents

Trimethylsilyl Cyanide - A Reagent for Umpolung, IX. Enol Esters of Acyl Cyanides: Syntheses and General Properties

According to Scheme 1 acyl cyanide-enol sulfonates 3-5, carboxylates 7-9, and phosphates 12 are synthesized on routes A-D in generally good yields.Judged by 13C NMR chemical shifts of C-3, the donor effect of the enol groups on the C=C bond decreases slightly in the order OP(O)(OEt)2 > OCO2Et > OCOCH3 > OCOCF3 > OSO2Me OSO2Ph > OSO2C4F9, but being always larger than the acceptor effect of the CN group.Reactions with nucleophiles to give 1,2-diketones (29, 30) and with radicals to form adducts 32 and 35 are described.Depending on the substituent pattern , and cycloadditions can be performed with 2f, 5f, and 12f.Different cyclopropanes 54 can be prepared from 5f.