3-(3-PYRIDYL)ACRYLIC ACID

Base Information

• Chemical Name: 3-(3-PYRIDYL)ACRYLIC ACID
• CAS No.: 19337-97-4
• Molecular Formula: C₈H₇NO₂
• Molecular Weight: 149.149
• Hs Code.: 29333990
• European Community (EC) Number: 214-424-0,606-291-6,952-021-8
• DSSTox Substance ID: DTXSID701305000
• Nikkaji Number: J1.100.544F,J122H
• ChEMBL ID: CHEMBL1771759
• Mol file: 19337-97-4.mol

Synonyms:2-Propenoicacid, 3-(3-pyridinyl)-, (E)-;3-Pyridineacrylic acid, (E)- (8CI);(2E)-3-(Pyridin-3-yl)prop-2-enoic acid;(E)-3-Pyridineacrylic acid;trans-3-(3-Pyridinyl)acrylic acid;trans-3-(3-Pyridyl)acrylic acid;trans-3-(3-Pyridyl)propenoic acid;trans-3-Pyridineacrylic acid;

Chemical Property of 3-(3-PYRIDYL)ACRYLIC ACID

Chemical Property:

• Melting Point: 232-235 °C (dec.)(lit.)
• Boiling Point: 307.6 °C at 760 mmHg
• PKA: 3.13±0.10(Predicted)
• Flash Point: 139.8 °C
• PSA: 50.19000
• Density: 1.261 g/cm³
• LogP: 1.17940
• Storage Temp.: 2-8°C
• 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: 166

Purity/Quality:

99.9% ^*data from raw suppliers

(2E)-3-(3-Pyridinyl)-2-propenoicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> (Meth)acrylates
• Canonical SMILES: C1=CC(=CN=C1)C=CC(=O)O
• Isomeric SMILES: C1=CC(=CN=C1)/C=C/C(=O)O
• Uses: trans-3-(3-Pyridyl)acrylic acid is a useful synthetic intermediate. It is also used to prepare aminomethyl benzimidazoles, which acts as an inhibitor of gelatinase B. Further, it is used in the preparation of aminopyridines as antibacterial enoyl acyl carrier protein reductase inhibitors. trans-3-(3-Pyridyl)acrylic acid has been used as an organic linker to connect d and f block metals to form a 3D heterometallic coordination polymer with luminescence property. It may also be used in the synthesis of ethyl trans-3-(3-pyridyl)acrylate via esterification.

Technology Process of 3-(3-PYRIDYL)ACRYLIC ACID

There total 14 articles about 3-(3-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: 98.0%

(E)-3-(3-pyridinyl)acrylic acid butyl ester (100390-47-4) → trans-3-(3-pyridyl)acrylic acid (19337-97-4,1126-74-5)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 20 ℃; for 20h;

Reference yield: 96.0%

3-pyridinecarboxaldehyde (500-22-1) + malonic acid (141-82-2) → trans-3-(3-pyridyl)acrylic acid (19337-97-4,1126-74-5)

Guidance literature:

With piperidine; pyridine; at 65 ℃;

DOI:10.1002/cmdc.201800352

Reference yield: 93.0%

3-pyridinecarboxaldehyde (500-22-1) + (trimethylsilyl)ketene bis(trimethylsilyl) acetal (65946-59-0) → trans-3-(3-pyridyl)acrylic acid (19337-97-4,1126-74-5)

Guidance literature:

3-pyridinecarboxaldehyde; (trimethylsilyl)ketene bis(trimethylsilyl) acetal; With potassium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

With ammonium chloride; In water;

DOI:10.1081/SCC-100103529

upstream raw materials:

3-pyridinecarboxaldehyde

malonic acid

acetic anhydride

3-(3-pyridinyl)-2-propenenitrile

Downstream raw materials:

1-(3-{2-[bis(4-fluorophenyl)methoxy]ethyl}-3,8-diazabicyclo[3.2.1]oct-8-yl)-3-pyridin-3-ylpropenone

methyl (E)-3-(3-pyridyl)acrylate

2-(pyridin-3-yl)cyclopropanecarboxylic acid

ethyl (E)-3-(pyridin-3-yl)acrylate