664-66-4

Basic information

• Product Name: 2,2,3-TRIFLUORO-SUCCINIC ACID
• Synonyms: 2,2,3-TRIFLUORO-SUCCINIC ACID;2,3,3-TRIFLUOROSUCCINIC ACID
• CAS NO: 664-66-4
• Molecular Formula: C₄H₃F₃O₄
• Molecular Weight: 172.06
• Mol File: 664-66-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 228.6±35.0 °C(Predicted)
• Appearance: /
• Density: 1.710±0.06 g/cm3(Predicted)
• PKA: -0.20±0.28(Predicted)
• CAS DataBase Reference: 2,2,3-TRIFLUORO-SUCCINIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,3-TRIFLUORO-SUCCINIC ACID(664-66-4)
• EPA Substance Registry System: 2,2,3-TRIFLUORO-SUCCINIC ACID(664-66-4)

Safety Data

• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 3261
• Hazardous Substances Data: 664-66-4(Hazardous Substances Data)

Usage

General Description

2,2,3-Trifluoro-succinic acid is a fluorinated organic compound with the chemical formula C4H3F3O4. It is a derivative of succinic acid, with three fluorine atoms attached to the carbon backbone. 2,2,3-TRIFLUORO-SUCCINIC ACID is used as a chemical intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used as a building block in the production of specialty chemicals and materials. 2,2,3-Trifluoro-succinic acid is a white crystalline solid with a melting point of 95-98°C and is soluble in water and polar organic solvents. It is important to handle this compound with caution as prolonged exposure may cause irritation to the skin, eyes, and respiratory system.

Upstream product

• 866-16-0 chloro-trifluoro-succinic acid 
• 108-31-6 maleic anhydride 

Downstream Products

• 685-64-3 difluoromaleic acid 
• 2714-32-1 difluorofumaric acid 
• 758-68-9 trifluoro-succinic acid diethyl ester 
• 669-78-3 difluoromaleic anhydride 

Relevant articles and documents

Molecular structure of 3,4-difluorofuran-2,5-dione (difluoromaleic anhydride) as determined by electron diffraction and microwave spectroscopy in the gas phase and by theoretical computations

The structure of 3,4-difluorofuran-2,5-dione has been determined experimentally in the gas phase by microwave spectroscopy using rotation constants derived from five isotopomers and by a combined analysis of electrondiffraction and microwave data. The geometry is planar with C2v symmetry. Structural parameters [distances (rαo)/pm, angles a/deg, (1α errors)] for the combined analysis are: r(C=O) = 119.0(1); r(C-F) = 130.9(2); r(C=C) = 133.2(3); r(O-C) = 139.3(1); KC-C) = 148.5(2); C-C=C = 108.3(1); ZC=C-F = 129.9-(1); C-C=O = 129.3(1); C-O-C = 108.9(1); O-C-C = 107.2(1). These values are in excellent agreement with those obtained in an ab initio study of the molecular geometry at the MP2/6-311+G (2df) level of theory. The dipole moment of difluoromaleic anhydride has been determined experimentally by Starkeffect measurements to be 1.867(3) D.

The formation of halogenated succinates by liquid-phase direct fluorination with elemental fluorine

Direct fluorination of maleic anhydride with elemental fluorine has been investigated in different solvents at low temperatures.It was discovered that the net conversion of maleic anhydride, as well as the overall yield and composition of the halogenated products, depend strongly on the experimental conditions employed.Fluorinations conducted in fluorotrichloromethane, chloroform or mixtures thereof, in the presence of sodium fluoride, resulted in good yields of halogenated succinic acid derivatives: the predominant products being 2,3-dihalogenated succinic acids.Product distributions varied widely between experiments conducted at 0 deg C and -25 deg C, and also between experiments conducted in neat CHCl3 and in CFCl3/CHCl3 mixtures.Experimental details and some comments regarding the stereoselectivity of halogen addition are provided.