3-(4-Pyridyl)acrylic acid

Base Information

• Chemical Name: 3-(4-Pyridyl)acrylic acid
• CAS No.: 84228-93-3
• Molecular Formula: C8H7NO2
• Molecular Weight: 149.149
• European Community (EC) Number: 226-265-4,677-032-2
• NSC Number: 830
• Nikkaji Number: J1.349.873C,J217.901F
• Wikidata: Q27467560
• ChEMBL ID: CHEMBL1615293
• Mol file: 84228-93-3.mol

Synonyms:4-pyridineacrylic acid;4-pyridineacrylic acid, potassium salt, (E)-isomer

Chemical Property of 3-(4-Pyridyl)acrylic acid

Chemical Property:

• Melting Point: 276-280 °C
• Boiling Point: 317.5 °C at 760 mmHg
• PKA: 3.13±0.10(Predicted)
• Flash Point: 145.8 °C
• PSA: 50.19000
• Density: 1.261 g/cm³
• LogP: 1.17940
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 149.047678466
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

4-PyridineacrylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC=C1C=CC(=O)O
• Isomeric SMILES: C1=CN=CC=C1/C=C/C(=O)O

Technology Process of 3-(4-Pyridyl)acrylic acid

There total 12 articles about 3-(4-Pyridyl)acrylic 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: 87.0%

→ 3-(pyridin-4-yl)acrylic acid (84228-93-3)

Guidance literature:

With piperidine; pyridine; Reflux;

Reference yield: 84.0%

piperidine (110-89-4) + pyridine-4-carbaldehyde (872-85-5) → 3-(pyridin-4-yl)acrylic acid (84228-93-3)

Guidance literature:

With malonic acid; In pyridine;

Reference yield: 78.0%

(E)-methyl 3-(pyridine-4-yl)prop-2-enoate (81124-49-4,7340-34-3) → 3-(pyridin-4-yl)acrylic acid (84228-93-3)

Guidance literature:

(E)-methyl 3-(pyridine-4-yl)prop-2-enoate; With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 24h;

With hydrogenchloride; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.bmc.2010.05.037

upstream raw materials:

pyridine-4-carbaldehyde

malonic acid

3-pyridin-4-yl-acrylonitrile

piperidine

Downstream raw materials:

ethyl 4-pyridinepropanoate

trans-2-(pyridin-4-yl)cyclopropanecarboxylic acid

(E)-methyl 3-(pyridine-4-yl)prop-2-enoate

Refernces

• 1、 Kuranov,Blokhin,Borisov,Khvostov,Luzina,Salakhutdinov. "Synthesis and Hypoglycemic Activity of Aryl(Hetaryl)Propenoic Cyanopyrrolidine Amides". . p. 374 - 380. Retrieved 2019/10/28.
• 2、 -. "ANTI-HIV COMPOUNDS". Paragraph 0374. . Retrieved 2016/07/05.