N-Acetonylpyridinium bromide

Base Information

• Chemical Name: N-Acetonylpyridinium bromide
• CAS No.: 17282-41-6
• Molecular Formula: C8H10 N O . Br
• Molecular Weight: 216.077
• Hs Code.: 2933399090
• European Community (EC) Number: 241-316-0
• DSSTox Substance ID: DTXSID40938217
• Mol file: 17282-41-6.mol

Synonyms:17282-41-6;N-ACETONYLPYRIDINIUM BROMIDE;1-(2-Oxopropyl)pyridinium bromide;1-(2-oxopropyl)pyridin-1-ium bromide;1-pyridin-1-ium-1-ylpropan-2-one;bromide;Pyridinium, 1-(2-oxopropyl)-, bromide;EINECS 241-316-0;1-pyridin-1-ium-1-ylpropan-2-one bromide;acetonylpyridinium bromide;C8H10NO.Br;C8-H10-N-O.Br;SCHEMBL2205844;DTXSID40938217;1-(2-oxopropyl)pyridin-1-iumbromide;AKOS023093280;1-(1-pyridin-1-iumyl)-2-propanone bromide;FT-0629785;A811450;N-HYDROXY-2-[[3-(TRIFLUOROMETHYL)PYRIDIN-2-YL]THIO]ETHANIMIDAMIDE

Chemical Property of N-Acetonylpyridinium bromide

Chemical Property:

• Melting Point: 186-188°C
• PSA: 20.95000
• LogP: -2.43290
• Sensitive.: Hygroscopic
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 214.99458
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

1-(2-OXOPROPYL)PYRIDINIUM BROMIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C[N+]1=CC=CC=C1.[Br-]

Technology Process of N-Acetonylpyridinium bromide

There total 2 articles about N-Acetonylpyridinium 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: 45.0%

pyridine (110-86-1) + chloroacetone (78-95-5) → N-acetonylpyridinium bromide (17282-41-6)

Guidance literature:

In tetrahydrofuran; for 4h; Reflux;

DOI:10.1002/ejoc.201300784

Reference yield:

pyridine (110-86-1) + 1-bromoacetone (598-31-2) → N-acetonylpyridinium bromide (17282-41-6)

Guidance literature:

With diethyl ether;

Reference yield: 98.0%

N-acetonylpyridinium bromide (17282-41-6) + (E)-3-(benzo[d]thiazol-2-ylsulfonyl)-4-phenylbut-3-en-2-one → 1-((2S,3R)-4-(benzo[d]thiazol-2-ylsulfonyl)-5-methyl-3-phenyl-2,3-dihydrofuran-2-yl)ethan-1-one

Guidance literature:

N-acetonylpyridinium bromide; (E)-3-(benzo[d]thiazol-2-ylsulfonyl)-4-phenylbut-3-en-2-one; In toluene; for 0.0833333h; Sealed tube;

With triethylamine; In toluene; at 20 ℃; for 4h; Sealed tube;

DOI:10.1021/acs.joc.0c00571

upstream raw materials:

pyridine

1-bromoacetone

chloroacetone

Downstream raw materials:

4,4'-Bis(fur-2-yl)-6,6'-dimethyl-2,2'-bipyridine

C₁₇H₁₆N₄OS

3-Cyano-6-hydroxy-6-methyl-4-phenyl-5-(1-pyridinio)-4,5-trans-1,4,5,6-tetrahydro-2-pyridinethiolate

C₁₈H₁₇N₃OS

Refernces

• 1、 Bue, G. De,Nasielski, J.. "Indolizines 4. The synthesis of new 3-vinylindolizines.". . p. 97 - 108. Retrieved 2007/10/03.