4-(1-Bromovinyl)pyridine

Base Information

• Chemical Name: 4-(1-Bromovinyl)pyridine
• CAS No.: 241481-87-8
• Molecular Formula: C7H6BrN
• Molecular Weight: 184.035
• European Community (EC) Number: 960-871-6
• Nikkaji Number: J1.134.471B
• Mol file: 241481-87-8.mol

Synonyms:4-(1-Bromovinyl)pyridine;241481-87-8;SY331776

Chemical Property of 4-(1-Bromovinyl)pyridine

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 182.96836
• Heavy Atom Count: 9
• Complexity: 106

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(C1=CC=NC=C1)Br

Technology Process of 4-(1-Bromovinyl)pyridine

There total 1 articles about 4-(1-Bromovinyl)pyridine 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:

4-vinylpyridine (100-43-6,329041-72-7) → 4-(1′-bromoethenyl)pyridine (241481-87-8)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether

2: bromine / chloroform / 2 h / 0 - 20 °C

3: triethylamine / acetonitrile / 3 h / 0 - 20 °C

With bromine; triethylamine; In diethyl ether; chloroform; acetonitrile;

DOI:10.1039/c4cc07968j

Reference yield: 88.0%

4-(1′-bromoethenyl)pyridine (241481-87-8) → 4-pyridylacetylene (2510-22-7)

Guidance literature:

With sodium amide; In diethyl ether; ammonia; at -78 - -30 ℃; 2 h, reflux;

DOI:10.1016/S0040-4039(99)01019-9

Reference yield: 61.0%

2-[1-(2-methoxyphenyl)vinyl]-4,4,5,5-tetramethyl-1,3-dioxa-2-borolane + 4-(1′-bromoethenyl)pyridine (241481-87-8) → 4-(3-(4-methoxyphenyl)buta-1,3-dien-2-yl)pyridine (1404192-90-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphoxide; triphenylphosphine; In N,N-dimethyl-formamide; at 60 ℃; for 18h;

DOI:10.1021/ol302271w DOI:10.1021/ol302271w

upstream raw materials:

4-vinylpyridine

Downstream raw materials:

4-pyridylacetylene

1,2-bis(4-pyridyl)ethyne

1,4-bis(pyridine-4-ylethynyl)benzene

4-(3-(4-methoxyphenyl)buta-1,3-dien-2-yl)pyridine

Refernces

• 1、 Cain, David L.,McLaughlin, Calum,Molloy, John J.,Carpenter-Warren, Cameron,Anderson, Niall A.,Watson, Allan J. B.. "A Cascade Suzuki-Miyaura/Diels-Alder Protocol: Exploring the Bifunctional Utility of Vinyl Bpin". . p. 787 - 791. Retrieved 2019/04/25.