10129-45-0

Basic information

• Product Name: 1-(2-bromoethyl)pyridinium
• Synonyms: pyridinium, 1-(2-bromoethyl)-
• CAS NO: 10129-45-0
• Molecular Formula: Br*C₇H₉BrN
• Molecular Weight: 187.0565
• Mol File: 10129-45-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-(2-bromoethyl)pyridinium(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-bromoethyl)pyridinium(10129-45-0)
• EPA Substance Registry System: 1-(2-bromoethyl)pyridinium(10129-45-0)

Safety Data

• Hazardous Substances Data: 10129-45-0(Hazardous Substances Data)

Usage

General Description

1-(2-bromoethyl)pyridinium is a chemical compound with the molecular formula C7H9BrN. It is a pyridinium salt containing a bromoethyl group attached to the pyridine ring. 1-(2-bromoethyl)pyridinium is often used as a reactant in organic synthesis and has been shown to have antimicrobial properties. It can also be utilized in the preparation of various other organic compounds, including pharmaceuticals and agrochemicals. Additionally, 1-(2-bromoethyl)pyridinium has been studied for its potential application in medical imaging and as a potential therapeutic agent against certain diseases. Overall, this chemical compound has a range of potential applications in the fields of medicine, organic chemistry, and materials science.

Upstream product

• 110-86-1 pyridine 
• 106-93-4 ethylene dibromide 

Downstream Products

• 87012-91-7 1-<2-(phenylthio)ethyl>pyridinium perchlorate 
• 76892-40-5 1-(5-methoxy-3-indolylethyl)pyridinium bromide 

Relevant articles and documents

Kinetics and mechanism of the formation of N-vinyl pyridinium cations in elimination reactions in aqueous base

The rates of the elimination reactions of N-(2-bromoethyl) pyridinium cations (1) and N,N'-ethylene bispyridinium dications (3) to give the corresponding N-vinyl pyridinium cations (2) have been measured spectrophotometrically in basic aqueous solutions (ionic strength 0.1, 25 deg C) for a variety of substituents in the pyridine rings of each of these classes of pyridinium cation.The reaction kinetics are first order in 1 or 3 and first order in hydroxide ion.Bronsted-type plots of the second-order rate constants (kOH) as a function of the basicity (as pKBH) of the corresponding substituted pyridine are nonlinear for each of 1 and 3 and can be interpreted in terms of E1cb reaction mechanism.For 1, the Bronsted-type plot displays two distinct ''concave down'' linear regions; rate-determining deprotonation for pKBH > 5.16 (slope = -0.30), and a change in rate-determining step to bromide ion departure for pKBH > 5.16 (slope -0.58).For 3, the Bronsted-type plot appears to be smoothly curved for symmetrically disubstituted bispyridinium dications, as a consequence of the multiple substituent effects upon each step of the E1cb reactions of these dications.However, log kOH for 3 is a smooth linear function of the previously reported log kOH for the E1cb reactions of N-(2-cyanoethyl) pyridinium cations over a range in which a change in rate-determining step has been directly demonstrated for these latter cations.Thus a change in rate-determining step as a function of pyridine basicity is also required within the E1cb mechanism for 3.The E1cb reactions of 1 are approximately 104-fold faster than the corresponding hydroxide ion catalyzed E2 eliminations from 2-phenylethyl bromides that are isoelectronic with 1.

Reaction Mechanism of Cathodic Crossed Coupling of Acetone with Unsaturated Compounds in Acidic Solution

It was confirmed that the cathodic crossed coupling of acetone with unsaturated compounds in aqueous sulfuric acid could proceed smoothly, when the compounds which had radical-acceptable double bonds and were adsorbed on a mercury cathode were used.From this fact, it was concluded that the coupling occurs via the addition of a radical intermediate formed by the one-electron reduction of acetone to the double bonds on the cathode surface.Possibility of the addition of an anionic intermediate derived from acetone was excluded by no occurrence of the coupling of acetone with a polar acetylenic triple bond compound adsorbed on the cathode.