51877-62-4

Basic information

• Product Name: Pentachlorbenzoesaeure-methylester
• Synonyms: Pentachlorbenzoesaeure-methylester
• CAS NO: 51877-62-4
• Molecular Weight: 308.376
• Mol File: 51877-62-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Pentachlorbenzoesaeure-methylester(CAS DataBase Reference)
• NIST Chemistry Reference: Pentachlorbenzoesaeure-methylester(51877-62-4)
• EPA Substance Registry System: Pentachlorbenzoesaeure-methylester(51877-62-4)

Safety Data

• Hazardous Substances Data: 51877-62-4(Hazardous Substances Data)

Upstream product

• 34973-78-9 1,3,4,4,5,6-Hexachloro-cyclohexa-2,5-diene-1,2-dicarboxylic acid dimethyl ester 
• 34973-77-8 3,4,4,5,5,6-Hexachloro-cyclohexa-2,6-diene-1,2-dicarboxylic acid dimethyl ester 
• 21505-24-8 hexachlorotropone 
• 865-33-8 potassium methanolate 
• 34973-35-8 Perchlor-4,5-dihydro-phthalsaeure-anhydrid 
• 34973-71-2 Perchlor-bicyclo<4.2.0>octatrien-(1.5.7) 
• 138723-90-7 2,5-dihydro-2,2-dimethoxy-5,5-dimethyl-1,3,4-oxadiazole 
• 67-56-1 methanol 
• 21703-93-5 octachlorocycloheptatriene 
• 186581-53-3 diazomethane 
• 83849-96-1 2,3,4,5,6-pentachlorotropolone 
• 34973-75-6 3,4,4,5,5,6-Hexachloro-cyclohexa-2,6-diene-1,2-dicarboxylic acid monomethyl ester 
• 1012-84-6 perchlorobenzoic acid 
• 4901-54-6 3,4,5,6-Tetrachlor-salicylsaeure 

Relevant articles and documents

Reactions of dimethoxycarbene with cyclic perchlorinated olefins and ketones

Reactions of dimethoxycarbene (2), a carbonyl group equivalent, with perchlorinated olefins and ketones were investigated. Thermolysis of 2,2- dimethoxy-5,5-dimethyl-Δ3-1,3,4-oxadiazoline (1) at 110 °C generated 2, which reacted with hexachlorocyclopentadiene (4), octachlorocycloheptatriene (12), octachlorobicyclo[3.2.0]hepta-3,6-diene (24), hexachlorotropone (28), hexachlorobicyclo[3. 2.0]-hepta-3,6-dien-2-one (32), and tetrachloro-1,4- benzoquinone (35). Reactions of 2 with perchlorinated olefins 4, 12, and 24 led to esters or, in the case of 12, to a ketene acetal. Their formation is rationalized in terms of Michael-like addition and displacement (S(N)2' or S(N)2', if concerted) of allylic chlorine atoms by 2, yielding ion pairs that either dechloromethylate to esters or dechlorinate to a ketene acetal. In contrast, the reactions of 2 with unsaturated perchloroketones 28, 32, and 35 led to ring contraction, ring expansion, and aromatization, respectively. The products from these reactions are consistent with nucleophilic addition of 2 at the carbonyl moiety rather than Michael-type addition. Dimethoxycarbene- d3 was used to show that demethylation in the latter reaction was intermolecular. Mechanisms for the different reaction courses are proposed.

PENTACHLOROTROPOLONE AND 3-HYDROXYPENTACHLOROTROPONE

Pentachlorotropolone(3) was obtained by treatment of octachlorocycloheptatriene(1) with concentrated sulfuric acid.Chlorination of 3 in liquid chlorine afforded a perchlorinated seven-membered reductone(12).Photolysis of 4-hydroxypentachlorobicyclohepta-3,6-dien-2-one(18) gave 3-hydoxypentachlorotropone(19).