2,3,3-Trifluoroacrylic acid

Base Information

• Chemical Name: 2,3,3-Trifluoroacrylic acid
• CAS No.: 433-68-1
• Molecular Formula: C3H F3 O2
• Molecular Weight: 126.035
• European Community (EC) Number: 207-090-2
• UNII: SZ4NS4U8T9
• DSSTox Substance ID: DTXSID70195816
• Nikkaji Number: J196.123C
• Mol file: 433-68-1.mol

Synonyms:2,3,3-Trifluoroacrylic acid;433-68-1;2,3,3-trifluoroprop-2-enoic acid;SZ4NS4U8T9;EINECS 207-090-2;UNII-SZ4NS4U8T9;perfluoroacrylic acid;C3HF3O2;SCHEMBL132786;2,3,3-trifluoro-acrylic acid;2,3,3-Trifluoropropenoic acid;DTXSID70195816;C3-H-F3-O2;AKOS006380505

Chemical Property of 2,3,3-Trifluoroacrylic acid

Chemical Property:

• Vapor Pressure: 10.8mmHg at 25°C
• Melting Point: 35.5-36.5 °C
• Boiling Point: 118.3°Cat760mmHg
• PKA: 1.88±0.44(Predicted)
• Flash Point: 25.3°C
• PSA: 37.30000
• Density: 1.532g/cm³
• LogP: 1.14860
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 125.99286376
• Heavy Atom Count: 8
• Complexity: 136

Purity/Quality:

98% or more ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=C(F)F)(C(=O)O)F

Technology Process of 2,3,3-Trifluoroacrylic acid

There total 10 articles about 2,3,3-Trifluoroacrylic 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: 85.0%

2,3-dibromo-2,3,3-trifluoro propanoic acid (422-20-8) → trifluoroacrylic acid (433-68-1)

Guidance literature:

With zinc; In diethyl ether;

Reference yield: 68.0%

1,1,1,2-tetrafluoroethane (811-97-2) + carbon dioxide (124-38-9,18923-20-1) → trifluoroacrylic acid (433-68-1)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; 1.) -78 deg C;

DOI:10.1039/cc9960000049

Reference yield: 38.0%

carbon dioxide (124-38-9,18923-20-1) + trifluorovinylmagnesium iodide (684-87-7) → trifluoroacrylic acid (433-68-1)

Guidance literature:

In diethyl ether; reaction at -70 - -40°C, 8 hours, cooling down to -80°C, 17 hours;;

upstream raw materials:

2-bromo-3-chloro-2,3,3-trifluoro-propionic acid

trifluorovinylmagnesium iodide

methylammonium carbonate

Chlorotrifluoroethylene

Downstream raw materials:

2,3,3-trifluoroacryloyl fluoride

fluoromalonic acid diethyl ester

dimethyl 2-fluoromalonate

methyl trifluoropropenoate

Refernces

• 1、 Wlassics, Ivan,Tortelli, Vito,Carella, Serena,Monzani, Cristiano,Marchionni, Giuseppe. "Perfluoro allyl fluorosulfate (FAFS): A versatile building block for new fluoroallylic compounds". experimental part. p. 6512 - 6540. Retrieved 2011/10/13.
• 2、 Nguyen, T.,Wakselman, C.. "SYNTHESIS OF PERFLUOROACRYLIC ACID FROM 3-HYDROTETRAFLUOROPROPANOL". . p. 97 - 99. Retrieved 2007/10/02.