1-Benzyl-2-methylpyridinium bromide

Base Information

• Chemical Name: 1-Benzyl-2-methylpyridinium bromide
• CAS No.: 2654-66-2
• Deprecated CAS: 75317-19-0
• Molecular Formula: C13H14N.Br
• Molecular Weight: 264.165
• Hs Code.: 2933399090
• European Community (EC) Number: 220-182-7
• DSSTox Substance ID: DTXSID70883882
• Mol file: 2654-66-2.mol

Synonyms:1-Benzyl-2-methylpyridinium bromide;2654-66-2;Benzyl-alpha-picolinium bromide;Pyridinium, 2-methyl-1-(phenylmethyl)-, bromide;EINECS 220-182-7;Pyridinium, 2-methyl-1-(phenylmethyl)-, bromide (1:1);C13H14N.Br;SCHEMBL504672;DTXSID70883882;2-Picolinium, 1-benzyl-, bromide

Chemical Property of 1-Benzyl-2-methylpyridinium bromide

Chemical Property:

• PSA: 3.88000
• LogP: -0.66520
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 263.03096
• Heavy Atom Count: 15
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=[N+]1CC2=CC=CC=C2.[Br-]

Technology Process of 1-Benzyl-2-methylpyridinium bromide

There total 3 articles about 1-Benzyl-2-methylpyridinium 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: 100.0%

α-picoline (109-06-8) + benzyl bromide (100-39-0) → 1-Benzyl-6-methylpyridinium bromide (2654-66-2)

Guidance literature:

DOI:10.1021/jo00187a018

Reference yield:

α-picoline (109-06-8) + benzyl chloride (100-44-7) → 1-Benzyl-6-methylpyridinium bromide (2654-66-2)

Guidance literature:

DOI:10.1134/S1070427206120299

Reference yield:

2-bromo-pyridine (109-04-6) → 1-Benzyl-6-methylpyridinium bromide (2654-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / 1,4-dioxane / 0.25 h / 20 °C / Inert atmosphere; Schlenk technique

1.2: 3 h / Inert atmosphere; Schlenk technique; Reflux

2.1: acetone / 4 h / Inert atmosphere; Reflux

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; In 1,4-dioxane; acetone;

DOI:10.1002/anie.201406762

upstream raw materials:

α-picoline

benzyl bromide

benzyl chloride

2-bromo-pyridine

Downstream raw materials:

1-benzyl-2-methylpiperidine

C₁₃H₁₆⁽²⁾H₃N

(S)-N-benzyl-2-methylpiperidine

1-Benzyl-cis-2-propyl-6-methyl-4-piperideine

Refernces

• 1、 Chang, Mingxin,Huang, Yuhua,Liu, Shaodong,Chen, Yonggang,Krska, Shane W.,Davies, Ian W.,Zhang, Xumu. "Asymmetric Hydrogenation of Pyridinium Salts with an Iridium Phosphole Catalyst". supporting information. p. 12761 - 12764. Retrieved 2016/02/18.
• 2、 Kuck, Dietmar,Grützmacher, Hans-Friedrich,Barth, Dieter,Heitkamp, Sandra,Letzel, Matthias C.. "The role of ion/neutral complexes in the fragmentation of N-benzyl-(alkylpyridinium) ions". body text. p. 159 - 166. Retrieved 2012/07/13.