3-Ethynylpyridine

Base Information

• Chemical Name: 3-Ethynylpyridine
• CAS No.: 2510-23-8
• Molecular Formula: C7H5N
• Molecular Weight: 103.123
• Hs Code.: 29333990
• European Community (EC) Number: 628-508-3,838-945-3
• DSSTox Substance ID: DTXSID70947958
• Nikkaji Number: J733.113D
• Wikidata: Q72477866
• ChEMBL ID: CHEMBL394630
• Mol file: 2510-23-8.mol

Synonyms:3-ethynylpyridine;2510-23-8;3-Pyridylacetylene;pyridine, 3-ethynyl-;121697-66-3;3-ethynyl-pyridine;MFCD02177459;3-Pyridinylacetylene;3-Pyridylethyne;3-ethylnyl pyridine;3-ethynyl pyridine;meta-ethynylpyridine;3-pyridyl acetylene;3-(ethynyl)pyridine;pyridin-3-ylacetylene;3-Ethynylpyridine, 98%;SCHEMBL8840;CHEMBL394630;DTXSID70947958;AKOS005257065;AM84834;CS-W008813;PB29186;AS-11323;E0560;FT-0651034;EN300-103704;3-Pyridinecarbonitrile,labeled with deuterium(9ci);A800231

Chemical Property of 3-Ethynylpyridine

Chemical Property:

• Appearance/Colour: Colorless to brownish low melting solid
• Melting Point: 39-40 °C(lit.)
• Refractive Index: 1.543
• Boiling Point: 170.5 °C at 760 mmHg
• PKA: 3.71±0.10(Predicted)
• Flash Point: 57.5 °C
• PSA: 12.89000
• Density: 1.02g/cm³
• LogP: 1.06290
• Storage Temp.: Freezer
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 103.042199164
• Heavy Atom Count: 8
• Complexity: 109

Purity/Quality:

99% ^*data from raw suppliers

3-Ethynylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F,Xi
• Statements: 36/37/38-11
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CN=CC=C1

Technology Process of 3-Ethynylpyridine

There total 31 articles about 3-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: 99.0%

3-[(trimethylsilyl)ethynyl]pyridine (80673-00-3) → 3-Ethynylpyridine (2510-23-8)

Guidance literature:

With potassium hydroxide; In methanol; dichloromethane; for 1.5h; Inert atmosphere;

DOI:10.1021/jo500752p

Reference yield: 91.0%

3-[(1Z)-2-iodoethenyl]pyridine (944418-72-8) → 3-Ethynylpyridine (2510-23-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 60 ℃; for 6h;

DOI:10.1016/j.tetlet.2008.09.060

Reference yield: 91.0%

3-pyridinecarboxaldehyde (500-22-1) + C8H21N4PSi (145397-30-4) → α-trimethylsilyloxy-α-pyridin-3-ylmethyl-N,N,N',N'-tetramethylphosphondiamide + 3-Ethynylpyridine (2510-23-8)

Guidance literature:

In pentane; at 20 ℃;

DOI:10.1021/jo060663k

upstream raw materials:

2-chloro-2-(3-pyridyl)ethene

9-phenyl-9H-xanthene

3-[(trimethylsilyl)ethynyl]pyridine

2-methyl-4-(pyridin-3-yl)but-3-yn-2-ol

Downstream raw materials:

3-(1-butynyl)pyridine

3-(1-pentyn-4-enyl)pyridine

3-[(diphenylphosphanyl)-ethynyl]-pyridine

(3RS,4S)-4-(4-bromophenoxy)-1-pyridin-3-yl-hex-1-yn-3-ol

Refernces

• 1、 Vainiotalo, Sinikka,Vaaranrinta, Raija,Tornaeus, Jarkko,Aremo, Nina,Hase, Tapio,Peltonen, Kimmo. "Passive monitoring method for 3-Ethenylpyridine: A marker for environmental tobacco smoke". . p. 1818 - 1822. Retrieved 2001.
• 2、 Bennett, Troy L. R.,Wilkinson, Luke A.,Lok, Jasmine M. A.,O'Toole, Robert C. P.,Long, Nicholas J.. "Synthesis, Electrochemistry, and Optical Properties of Highly Conjugated Alkynyl-Ferrocenes and -Biferrocenes". . p. 1156 - 1162. Retrieved 2021/05/06.
• 3、 Keeley,ábrányi-Balogh,Keseru. "Design and characterization of a heterocyclic electrophilic fragment library for the discovery of cysteine-targeted covalent inhibitors". supporting information. p. 263 - 267. Retrieved 2019/03/05.