83929-32-2

Usage

Physical state

Colorless, oily liquid

Uses

Intermediate in the production of various pesticides and other industrial chemicals

Toxicity

Highly toxic

Health hazards

Can cause irritation to the skin, eyes, and respiratory system

Long-term exposure effects

Linked to liver and kidney damage

Safety measures

Strict safety protocols and protective gear required when handling

Environmental regulations

Release into the environment is heavily regulated to prevent harm to human health and the ecosystem

Upstream product

• 214116-83-3 di(4-chlorophenyl)methylenecyclopropane 
• 4635-59-0 4-Chlorobutanoyl chloride 
• 51833-36-4 4-chlorophenylmagnesium chloride 

Relevant academic research and scientific papers

Synthesis and evaluation of the structural elements in alkylated tetrahydroisoquinolines for binding to CNS receptors

Diseases of the CNS are often complex and involve multiple receptor systems and thus, the treatment options for these diseases must focus on targeting the multiple receptors implicated in the various disorders. Schizophrenia and depression are examples of such diseases and their pharmacotherapy thus depends on agents which target multiple receptors including the dopamine, serotonin and even cholinergic receptors at the same time. In our previous campaign to find multi-receptor ligands, we have identified the benzothiazole 1a as an initial lead molecule. In the current work, we have expanded the structure affinity relationship (SAFIR) of 1a resulting in the identification of a partially restrained butyrophenone 3j as a potent and selective dual 5-HT1Aand 5-HT7receptor ligand. It is expected that compound 3j may serve as a new lead for further development in our search for newer and novel ligands with the potential to treat diseases of CNS origin.

Ring-opening reaction of methylenecyclopropanes with LiCl, LiBr or NaI in acetic acid

The methylenecyclopropanes 1 react with LiCl, LiBr or NaI at 80°C to give the corresponding gem-disubstituted homoallylic halides 2 in good to excellent yields in acetic acid. In some cases, the ring-opening reaction can be completed within 5 min to give

Dihalogenation of gem-aryl-disubstituted methylenecyclopropanes by DEAD, DIAD/TiX4 or free halogen

The reaction of gem-aryl-disubstituted methylenecyclopropanes with TiX 4/diethyl azodicarboxylate and TiX4/diisopropyl azodicarboxylate in 1,2-dichloroethane gave the dihalogenated ring-opened product, 2,4-dihalobut-1-ene, in moderate-to-excellent yields under mild conditions. On the basis of the proposed Orton-type mechanism, we found that this reaction can also be carried out with free halogens such as bromine or iodine to give the same products in good yields. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Ring-opening reactions of methylenecyclopropanes promoted by metal halides

(Matrix presented) The methylenecyclopropanes (MCPs) react with various metal chlorides or bromides to give the corresponding homoallylic chlorides or bromides in good yields.