107873-03-0

Basic information

• Product Name: 2,2-DIFLUOROCYCLOPROPANECARBOXYLIC ACID
• Synonyms: 2,2-DIFLUOROCYCLOPROPANECARBOXYLIC ACID;Cyclopropanecarboxylic acid, 2,2-difluoro- (9CI);2,2-Difluorocyclopropanecarboxylic acid, GC 97%;2,2-DIFLUOROCYCLOPROPANECARBOXYLIC ACID, 90% TECH;2,2-difluorocyclopropane-1-carboxylic acid;2-Carboxy-1,1-difluorocyclopropane;Cyclopropanecarboxylic acid, 2,2-difluoro-;2,2-Difluorocyclopropanecarboxylic acid 97%
• CAS NO: 107873-03-0
• Molecular Formula: C₄H₄F₂O₂
• Molecular Weight: 122.07
• Product Categories: CARBOXYLICACID;C1 to C5;Carbonyl Compounds;Carboxylic Acids
• Mol File: 107873-03-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 55-60°C
• Boiling Point: 70°C 7mm
• Flash Point: 70°C/7mm
• Appearance: /
• Density: 1.527g/cm³
• Vapor Pressure: 0.264mmHg at 25°C
• Refractive Index: 1.409
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 3.22±0.22(Predicted)
• Water Solubility: Soluble in water.
• CAS DataBase Reference: 2,2-DIFLUOROCYCLOPROPANECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIFLUOROCYCLOPROPANECARBOXYLIC ACID(107873-03-0)
• EPA Substance Registry System: 2,2-DIFLUOROCYCLOPROPANECARBOXYLIC ACID(107873-03-0)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 3265
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 107873-03-0(Hazardous Substances Data)

Usage

Description

2,2-Difluorocyclopropanecarboxylic acid is an organic compound characterized by the presence of a cyclopropane ring with two fluorine atoms and a carboxylic acid functional group. It is known for its unique reactivity and stability, making it a valuable building block in the synthesis of various chemical compounds.

Uses

Used in Pharmaceutical Industry:
2,2-Difluorocyclopropanecarboxylic acid is used as an intermediate for the synthesis of various pharmaceutical compounds. Its unique structure and reactivity allow for the development of novel drugs with improved properties, such as enhanced bioavailability and selectivity.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2,2-difluorocyclopropanecarboxylic acid is used as a versatile building block for the creation of a wide range of organic compounds. Its ability to participate in various chemical reactions, such as Friedel-Crafts reactions, enables the preparation of aryl 2,2-difluorocyclopropyl ketones and other valuable compounds.
Used in Friedel-Crafts Reactions:
2,2-Difluorocyclopropanecarboxylic acid is used as a reagent in Friedel-Crafts reactions with various arenes to prepare aryl 2,2-difluorocyclopropyl ketones. These reactions are important in the synthesis of complex organic molecules, particularly in the field of pharmaceuticals and materials science. The introduction of the 2,2-difluorocyclopropyl group can significantly alter the properties of the resulting compounds, making them more stable or bioavailable.

InChI:InChI=1/C4H4F2O2/c5-4(6)1-2(4)3(7)8/h2H,1H2,(H,7,8)

Upstream product

• 260352-79-2 2,2-difluorocyclopropanecarboxylic acid butyl ester 
• 694-34-8 1,1-difluoro-2-vinylcyclopropane 

Relevant articles and documents

Competitive kinetic processes in the thermal rearrangement of 1,1-difluoro-2-(dideuteriomethylene)-cyclopropane

The synthesis of 1,1-difluoro-2-(dideuteriomethylene)-cyclopropane is reported along with the kinetics of its competing, reversible, first order rearrangements: (a) the degenerate rearrangement to 1,1-difluoro-3,3-dideuterio- 2-methylene-cyclopropane, and

Large-Scale Cyclopropanation of Butyl Acrylate with Difluorocarbene and Classical Resolution of a Key Fluorinated Building Block

To address challenges in the preparation of a key building block containing a difluorocyclopropane moiety, we have developed a new protocol for difluorocarbene generation that relies on a Krapcho-type dealkylation of ethyl bromodifluoroacetate (EBDFA), an inexpensive and readily available fluorinated feedstock. Application of DoE and kinetic modeling was used to understand key reaction parameters and identify an optimal process. We report two variants of this procedure that offer different processing advantages and that have both been scaled successfully multiple times to deliver hundreds of kilograms of the resulting difluorocyclopropane. To access a single enantiomer of the target compound, we have also developed a classical resolution strategy and recycling protocol for the undesired enantiomer to replace previous chromatographic methods for separation.

PYRIMIDINE AND TRIAZINE DERIVATIVES AND THEIR USE AS AXL INHIBITORS

Compounds of the general formula(I): (I) processes for the preparation of these compounds, compositions containing these compounds, and the uses of these compounds.