115565-70-3

Basic information

• Product Name: 1,4,5,6,7,7-hexachlorobicyclo(2.2.1)hept-5-ene-2-carboxylic acid
• Synonyms: 1,4,5,6,7,7-hexachlorobicyclo(2.2.1)hept-5-ene-2-carboxylic acid
• CAS NO: 115565-70-3
• Molecular Formula: C8H4 Cl6 O2
• Molecular Weight: 344.83
• Mol File: 115565-70-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 387.8°Cat760mmHg
• Flash Point: 188.4°C
• Appearance: /
• Density: 1.89g/cm³
• Vapor Pressure: 4.29E-07mmHg at 25°C
• Refractive Index: 1.632
• PKA: 1.97±0.70(Predicted)
• CAS DataBase Reference: 1,4,5,6,7,7-hexachlorobicyclo(2.2.1)hept-5-ene-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,5,6,7,7-hexachlorobicyclo(2.2.1)hept-5-ene-2-carboxylic acid(115565-70-3)
• EPA Substance Registry System: 1,4,5,6,7,7-hexachlorobicyclo(2.2.1)hept-5-ene-2-carboxylic acid(115565-70-3)

Safety Data

• Hazardous Substances Data: 115565-70-3(Hazardous Substances Data)

Usage

Chemical class

Chlorinated bicyclic compounds

Structure

Highly chlorinated carboxylic acid with a bicyclic structure containing six chlorine atoms and a carboxylic acid group

Industrial uses

Production of pesticides and insecticides

Environmental impact

Considered an environmental pollutant and a persistent organic pollutant (POP) due to its toxicity and potential harmful effects on the environment and human health

Degradation resistance

Chemical structure and properties make it resistant to degradation

Implications for ecosystem health

Can have serious implications for ecosystem health and wildlife

Regulation

Use and disposal should be carefully regulated to minimize environmental impact

InChI:InChI=1/C8H4Cl6O2/c9-3-4(10)7(12)2(5(15)16)1-6(3,11)8(7,13)14/h2H,1H2,(H,15,16)

Upstream product

• 79-10-7 acrylic acid 
• 77-47-4 hexachlorocyclopentadiene 
• 84772-80-5 methyl 1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-ene-2-carboxylate 
• 3389-71-7 1,2,3,4,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene 
• 34181-71-0 (+/-)-1,4,5,6,7,7-hexachloro-norborn-5-ene-2endo-carboxylic acid methyl ester 

Relevant articles and documents

Investigation of Readily Available Chiral Compounds for Preparative Scale Resolutions

Diastereoisomeric esters were formed by reaction of racemic carboxylic acids with the readily available hydroxy lactone derivatives, 2,3-O-isopropylidene-D(+)-ribono-1,4-lactone, D(-)-2-hydroxy-3,3-dimethylbutyro-1,4-lactone (D(-)-pantolactone) and 1,2-O-isopropylidene-(+)-a-D-glucofuranurono-6,3-lactone.In all cases separation of the diastereoisomeric esters was achieved by crystallization and/or chromatography.Purity of the diastereoisomers could be determined by h.p.l.c. or by 1H n.m.r.Hydrolysis under mild basic conditions followed by treatment with acid gave optically pure carboxylic acids.The facile separation by crystallization and/or chromatography of diastereoisomers prepared from racemic endo-1,4,5,6,7,7-hexachlorobicyclohept-5-ene-2-carboxylic acid suggested that the resolved acid may be useful as a resolving agent.This was shown by separation of diastereoisomers formed from the resolved acid and racemic 1-(3'-phenoxyphenyl)prop-2-yn-1-ol and racemic 1-cyano-1-(3'-phenoxyphenyl)methanol respectively.Optically pure 1-(3'-phenoxyphenyl)prop-2-yn-1-ol was obtained by hydrolysis of the separated diastereoisomers.