2-(Trifluoromethyl)acrylic acid

Base Information

• Chemical Name: 2-(Trifluoromethyl)acrylic acid
• CAS No.: 381-98-6
• Molecular Formula: C4H3F3O2
• Molecular Weight: 140.062
• Hs Code.: 29161900
• European Community (EC) Number: 627-408-7
• DSSTox Substance ID: DTXSID70343138
• Nikkaji Number: J393.216H
• Wikidata: Q72511585
• Mol file: 381-98-6.mol

Synonyms:2-(trifluoromethyl)acrylic acid;TFMAA

Chemical Property of 2-(Trifluoromethyl)acrylic acid

Chemical Property:

• Appearance/Colour: Light yellow transparent chunks
• Vapor Pressure: 0.212mmHg at 25°C
• Melting Point: 51-52 °C(lit.)
• Boiling Point: 192.6 °C at 760 mmHg
• PKA: 2.07±0.11(Predicted)
• Flash Point: 70.3 °C
• PSA: 37.30000
• Density: 1.393 g/cm³
• LogP: 1.18950
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 140.00851382
• Heavy Atom Count: 9
• Complexity: 146

Purity/Quality:

99% ^*data from raw suppliers

2-(Trifluoromethyl)acrylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi
• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 26-36/37/39-45-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(C(=O)O)C(F)(F)F
• Uses: 2-(Trifluoromethyl)acrylic acid is used as an acidic functional monomer for molecular imprinting of nicotine. And also used in the conventional functional monomer methacrylic acid. 2-(Trifluoromethyl)acrylic acid (TFMAA) is a strong acid functional monomer, which shows a good performance in the solid-phase extraction of domoic acid. It can also be used in the preparation of molecularly imprinted polymers that show diastereoselectivity for cinchona alkaloids.

Technology Process of 2-(Trifluoromethyl)acrylic acid

There total 7 articles about 2-(Trifluoromethyl)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: 80.0%

→ zinc copper + trifluoromethyacrylic acid (381-98-6)

Guidance literature:

Reference yield: 67.0%

2-bromo-3,3,3-trifluoropropene (1514-82-5) + carbon monoxide (201230-82-2) → trifluoromethyacrylic acid (381-98-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; water; triethylamine; In tetrahydrofuran; at 75 - 80 ℃; for 2h; under 26600 Torr;

DOI:10.1055/s-1984-30964

Reference yield: 67.0%

→ trifluoromethyacrylic acid (381-98-6)

Guidance literature:

upstream raw materials:

3-hydroxy-2-(trifluoromethyl)propenoic acid

2-bromo-3,3,3-trifluoropropene

carbon dioxide

carbon monoxide

Downstream raw materials:

methyl α-trifluoromethylacrylate

3-Phenyl-5-trifluoromethyl-dihydro-pyrimidine-2,4-dione

1-phenyl-3-(2-hydroxycarbonyl-3,3,3-trifluoropropyl)urea

1-benzyl-3-(2-hydroxycarbonyl-3,3,3-trifluoropropyl)urea