36273-11-7

Basic information

• Product Name: 1-(chloromethyl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride
• Synonyms: 1-(Chloromethyl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride
• CAS NO: 36273-11-7
• Molecular Formula: C₇H₁₄ClN₂*Cl
• Molecular Weight: 197.1055
• Mol File: 36273-11-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1-(chloromethyl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(chloromethyl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride(36273-11-7)
• EPA Substance Registry System: 1-(chloromethyl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride(36273-11-7)

Safety Data

• Hazardous Substances Data: 36273-11-7(Hazardous Substances Data)

Usage

General Description

1-(chloromethyl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride is a chemical compound with the molecular formula C8H16ClN, and it is also known as quaternary ammonium compound. It is a bicyclic compound that contains a nitrogen atom and a chloromethyl group attached to it. This chemical is commonly used as a quaternary ammonium salt, and it has antimicrobial properties, making it useful as a disinfectant and preservative. It is also used in pharmaceutical and agricultural applications. Its molecular structure and properties make it a versatile and valuable compound in various industries.

Upstream product

• 280-57-9 1,4-diaza-bicyclo[2.2.2]octane 
• 75-09-2 dichloromethane 

Downstream Products

• 192439-46-6 3-(2-phenylthio-thiazol-5-yl-methyl)-5-methyl-4-nitroimino-perhydro-1,3,5-oxadiazine 

Relevant articles and documents

Reaction of Selectfluor (F-TEDA-BF4) with chloromethylated-DABCO monocation salts (X = BF4, NTf2) and other nitrogen bases (Et3N; Piperidine; basic ionic liquid); Unexpected formation of symmetrical [N-H-N]+ trication salts

Selectfluor reacts with N-chloromethylated DABCO monocation BF4 or NTf2 salts in MeCN (rt to 80 °C) to give symmetrical [N-H-N]+ trication salts. The same dimeric adducts are formed via the reaction of Selectfluor with Et3N, piperidine, or a basic-IL (imidazolium with an alkyl-piperidine tether). The resulting stable salts were studied by multinuclear NMR, 15N/1H HMBC, electrospray-MS, and by chemical reactivity. This hitherto unreported reactivity behavior contrasts the well documented 'transfer fluorination' by Selectfluor to quinuclidine and the quinuclidinic nitrogen of cinchona alkaloids.

A convenient preparation of fluorinating reagent F-TEDA bearing bisphenylsulfonylimide counterion and its fluorination to oxindoles

The direct preparation of a kind of fluorinating reagent 1 [F-TEDA-N(SO2Ph)2] was realized in high yield via the complexation of N-fluorobenzenesulfonimide (NFSI) with 1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octan-1-ium N',N'-bis-(benzenesulfonylimide) salt. In its fluorination to oxindoles, the fluorinating products 6 were afforded in moderate to high yields.

Deconstructing the Catalytic, Vicinal Difluorination of Alkenes: HF-Free Synthesis and Structural Study of p-TolIF2

Recently, contemporaneous strategies to achieve the vicinal difluorination of alkenes via an I(I)/I(III) catalysis manifold were independently reported by this laboratory and by Jacobsen and co-workers. Both strategies proceed through a transient ArI(III)

CHIRAL FLUORINATING REAGENTS

This invention relates to fluorinating agents and, more particularly, to chiral non-racemic fluorinating agents useful for enantioselective fluorination, as well as to their synthesis and use and other subject matter. The fluorinating agents are based on a substituted 1,4-diazabicyclo[2.2.2]octane (DABCO) skeleton and provide electrophillic fluorine enantioselectively.