1-Phenacylpyridinium bromide

Base Information

• Chemical Name: 1-Phenacylpyridinium bromide
• CAS No.: 16883-69-5
• Molecular Formula: C13H12 N O . Br
• Molecular Weight: 278.148
• Hs Code.: 2933399090
• European Community (EC) Number: 240-919-6
• NSC Number: 2535
• DSSTox Substance ID: DTXSID30937557
• Mol file: 16883-69-5.mol

Synonyms:N-phenacylpyridinium bromide

Chemical Property of 1-Phenacylpyridinium bromide

Chemical Property:

• Appearance/Colour: WHITE TO OFF-WHITE POWDER OR CRYSTALS
• Melting Point: 200-202 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 20.95000
• Density: g/cm³
• LogP: -1.13900
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 277.01023
• Heavy Atom Count: 16
• Complexity: 203

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Phenacylpyridinium Bromide >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C[N+]2=CC=CC=C2.[Br-]

Technology Process of 1-Phenacylpyridinium bromide

There total 21 articles about 1-Phenacylpyridinium bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

pyridine (110-86-1) + α-bromoacetophenone (70-11-1) → N-phenacylpyridinium bromide (16883-69-5)

Guidance literature:

In acetone; for 1.5h; Heating;

DOI:10.1016/S0040-4020(01)87473-1

Reference yield:

pyridine (110-86-1) + α-bromoacetophenone (70-11-1) → 2-fluoroacetophenone (450-95-3) + N-phenacylpyridinium bromide (16883-69-5)

Guidance literature:

With tetrabutylammonium hydrogen bifluoride;

DOI:10.1016/j.tet.2008.05.060

Reference yield:

pyridine (110-86-1) + acetophenone (98-86-2) → N-phenacylpyridinium bromide (16883-69-5)

Guidance literature:

acetophenone; With bromine; In chloroform; at 20 ℃; for 2h;

pyridine; In diethyl ether; for 3h;

DOI:10.1021/jacs.6b03246

upstream raw materials:

pyridine

α-bromoacetophenone

2-bromo-1-phenyl-1,3-butanedione

hydrogen bromide

Downstream raw materials:

1-(4-chloro-β-hydroxy-phenethyl)-pyridinium; bromide

1-(β-hydroxy-3-methoxy-phenethyl)-pyridinium; bromide

1-(2-chloro-β-hydroxy-5-nitro-phenethyl)-pyridinium; bromide

1-(4-oxo-3-phenylhydrazono-pentyl)-pyridinium; bromide

Refernces

• 1、 Vieira, Marcelo M.,Dalberto, Bianca T.,Coelho, Felipe L.,Schneider, Paulo H.. "Ultrasound-promoted regioselective synthesis of chalcogeno-indolizines by a stepwise 1,3-dipolar cycloaddition". . . Retrieved 2020.
• 2、 Zhu, Shi-Zheng,Qin, Chao-Yue,Wang, Yan-Li,Chu, Qian-Li. "Preparation of 1-trifluoroacetyl indolizines and their derivatives via the cycloaddition of pyridinium N-ylides with 4-4-ethoxy1-1,1,1-trifluorobut-3-en-one". . p. 183 - 187. Retrieved 1999.
• 3、 Chimaladenne, Venkateswarlu,Manda, Ramesh,Gudipally, Ashok Reddy,Valluru, Krishna Reddy,Brahman, Pradeep Kumar,Somarapu, Vijaya Laxmi. "An efficient microwave accelerated three component reaction of phenacyl azides and pyridinium phenacyl salts: A facile greener approach to 2-amino-2-ene-1,4-diones/pyrrolidin-2-ones". . p. 2941 - 2949. Retrieved 2020.
• 4、 Dutta, Leema,Sharma, Meenakshi,Bhuyan, Pulak J.. "Regioisomeric synthesis of dihydrofuro[2,3-d]pyrimidines in a diastereoselective manner involving nitrogen ylides in one-pot three-component reaction". . p. 6654 - 6660. Retrieved 2016.
• 5、 Baharfar, Robabeh,Asghari, Sakineh,Zaheri, Farya,Shariati, Narges. "Three-component synthesis of novel spirooxindole–furan derivatives using pyridinium salts". . p. 359 - 364. Retrieved 2017.
• 6、 Chen, Yan,Shatskiy, Andrey,Liu, Jian-Quan,K?rk?s, Markus D.,Wang, Xiang-Shan. "Silver-Promoted (4 + 1) Annulation of Isocyanoacetates with Alkylpyridinium Salts: Divergent Regioselective Synthesis of 1,2-Disubstituted Indolizines". supporting information. p. 7555 - 7560. Retrieved 2021/10/02.