3-Chloro-2-ethynylpyridine

Base Information

• Chemical Name: 3-Chloro-2-ethynylpyridine
• CAS No.: 96439-98-4
• Molecular Formula: C₇H₄ClN
• Molecular Weight: 137.568
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50539552
• Nikkaji Number: J1.063.601I
• Wikidata: Q82415330
• Mol file: 96439-98-4.mol

Synonyms:3-chloro-2-ethynylpyridine;96439-98-4;Pyridine, 3-chloro-2-ethynyl-;SCHEMBL5700069;DTXSID50539552;AKOS006306660;G73229;EN300-1216567;F2167-5017

Chemical Property of 3-Chloro-2-ethynylpyridine

Chemical Property:

• PSA: 12.89000
• LogP: 1.71630
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 137.0032268
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

98%min ^*data from raw suppliers

3-CHLORO-2-ETHYLPYRIDINE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=C(C=CC=N1)Cl

Technology Process of 3-Chloro-2-ethynylpyridine

There total 3 articles about 3-Chloro-2-ethynylpyridine 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: 40.0%

3-chloro-2-trimethylsilanylethynyl-pyridine → 3-chloro-2-ethynylpyridine (96439-98-4)

Guidance literature:

With hydrogen fluoride; sodium fluoride; In ethanol; water; at 20 ℃; pH=5.5;

DOI:10.1021/jo980879p

Reference yield:

2,3-dichloro-pyridine (2402-77-9) → 3-chloro-2-ethynylpyridine (96439-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / i-Pr₂NH / Pd(PPh₃)4 / 1.5 h / 140 °C

2: 40 percent / hydrogen fluoride; sodium fluoride / ethanol; H₂O / 20 °C / pH 5.5

With hydrogen fluoride; sodium fluoride; diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; 1: Substitution / 2: Hydrolysis;

DOI:10.1021/jo980879p

Reference yield:

2-bromo-3-chloropyridine (96424-68-9) + trimethylsilylacetylene (1066-54-2) → 3-chloro-2-ethynylpyridine (96439-98-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; triethylamine; Yield given. Multistep reaction; 1.) reflux, 3 h, 2.) MeOH, room temperature, 1 h;

upstream raw materials:

2-bromo-3-chloropyridine

trimethylsilylacetylene

2,3-dichloro-pyridine