3357-59-3

Usage

Chemical structure

Cyclopentadiene derivative with three chlorine atoms and three methoxy groups attached to the ring

Reactivity

Highly reactive

Toxicity

Potentially toxic

Applications

a. Reagent in organic synthesis
b. Precursor in the production of other organic compounds

Chemical and pharmaceutical uses

Various applications in these fields

Handling and storage

Requires careful handling and storage due to its reactive nature and potential toxicity

Upstream product

• 124-41-4 sodium methylate 
• 2207-27-4 5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene 
• 67-56-1 methanol 
• 77-47-4 hexachlorocyclopentadiene 

Downstream Products

• 125455-01-8 6-tert-Butyl-4,5-dichlor-3-methoxy-λ³-phosphinin-2-carbonsaeure-methylester 
• 125455-02-9 6-tert-Butyl-3,5-dichlor-4-methoxy-λ³-phosphinin-2-carbonsaeure-methylester 

Relevant academic research and scientific papers

Intramolecular 2H Group-Transfer (Dyotropic Rearrangements) in Alicyclic and Heterocyclic Bridged-Ring Systems

Examples of alicyclic frameworks containing a cyclohexa-1,3-diene ring as 2H donor held proximate to a variously-substituted acceptor Π-bond are compared for their reactivity in thermal 2H group-transfer reactions.Kinetic analysis reveals marked effects on rearrangement-rate as the acceptor Π-bond substituents are varied.Attempted synthesis of exact structural analogues of these compounds but with a 2,3-diazacyclohexadiene component replacing the cyclohexadiene element usually gives instead products of concomitant 2H group-transfer.These results are compared with the similar but generally slower 2H group-transfer rearrangement of pentacyclic 2-pyrazoline derivatives having relevant critical stereochemical features which result from 1,3 -diarylnitrilimine (4+2)Π adductions with dipolarophiles of the isodrin type.Alkoxy and chlorine substitution of the acceptor Π-bond is rate-retarding for 2H group-transfer in both the alicyclic and heterocyclic representative systems examined, indicating truly pericyclic behaviour.