3-(Pyridin-3-yl)propiolic acid

Base Information

• Chemical Name: 3-(Pyridin-3-yl)propiolic acid
• CAS No.: 59608-01-4
• Molecular Formula: C8H5NO2
• Molecular Weight: 147.1308
• Hs Code.: 2933399990
• NSC Number: 365172
• DSSTox Substance ID: DTXSID80320834
• Wikidata: Q82078344
• Mol file: 59608-01-4.mol

Synonyms:3-(Pyridin-3-yl)propiolic acid;59608-01-4;3-(3-Pyridyl)propiolic Acid;3-pyridin-3-ylprop-2-ynoic acid;3-(Pyridin-3-yl)prop-2-ynoic acid;MFCD02177466;NSC365172;pyridin-3-ylpropynoic acid;3-(Pyridin-3-yl)propiolicacid;SCHEMBL3783164;DTXSID80320834;AKOS012949868;NSC 365172;NSC-365172;DS-14452;SY022409;CS-0122143;EN300-122206;O10892;A914322

Chemical Property of 3-(Pyridin-3-yl)propiolic acid

Chemical Property:

• Vapor Pressure: 3.11E-05mmHg at 25°C
• Boiling Point: 341.4°Cat760mmHg
• Flash Point: 160.3°C
• PSA: 50.19000
• Density: 1.33g/cm³
• LogP: 0.51770
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 147.032028402
• Heavy Atom Count: 11
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

3-(Pyridin-3-yl)propiolicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C#CC(=O)O
• Uses: 3-(Pyridin-3-yl)propiolic Acid (cas# 59608-01-4) is a useful reagent for the regio- and diastereoselective preparation of β-selenovinyl sulfones.

Technology Process of 3-(Pyridin-3-yl)propiolic acid

There total 11 articles about 3-(Pyridin-3-yl)propiolic acid 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: 78.0%

3-Ethynylpyridine (2510-23-8) + carbon dioxide (124-38-9,18923-20-1) → 3-(pyridin-3-yl)propiolic acid (59608-01-4)

Guidance literature:

3-Ethynylpyridine; carbon dioxide; With diethoxymethylane; potassium tert-butylate; at 40 ℃; for 2h; Schlenk technique;

With hydrogenchloride; In water; Schlenk technique;

DOI:10.1007/s11426-017-9163-2

Reference yield: 70.0%

methyl 3-(3-pyridinyl)-2-propynoate (78584-30-2) → 3-(pyridin-3-yl)propiolic acid (59608-01-4)

Guidance literature:

With potasse methanolique;

DOI:10.1002/jhet.5570180316

Reference yield: 62.0%

3-(pyridin-3-yl)propiolaldehyde (503176-36-1) → 3-(pyridin-3-yl)propiolic acid (59608-01-4)

Guidance literature:

With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide; In acetonitrile; at 0 - 20 ℃; for 0.333333h; pH=2; Inert atmosphere;

upstream raw materials:

carbon dioxide

methyl 3-(3-pyridinyl)-2-propynoate

3-Ethynylpyridine

3-iodopyridine

Downstream raw materials:

3-chloro-thieno[2,3-b]pyridine-2-carboxylic acid ethyl ester

3-(2-phenylethynyl)pyridine

methyl 3-(3-pyridinyl)-2-propynoate

Refernces

• 1、 -. "RET INHIBITORS, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF". . . Retrieved 2020/07/05.
• 2、 Tartaggia, Stefano,De Lucchi, Ottorino,Goossen, Lukas J.. "Practical synthesis of unsymmetrical diarylacetylenes from propiolic acid and two different aryl bromides". supporting information; experimental part. p. 1431 - 1438. Retrieved 2012/04/04.