428-63-7 | 2,2-Difluoropropane-1,3-diol

CAS:428-63-7 | 2,2-Difluoropropane-1,3-diol ,Description

2,2-Difluoropropane-1,3-diol, also known as 2,2-difluoropropanediol or DFD, is an organic compound with a molecular formula of C3H6O2F2. It is a colorless, odorless, and hygroscopic liquid that is insoluble in water, miscible with ether, and soluble in alcohol. It is a versatile reagent used in organic synthesis, as well as in the synthesis of pharmaceuticals and other compounds. In addition, it has a number of industrial applications, including use in the production of plasticizers, solvents, and other chemicals.
 

Scientific Research Applications

Synthesis Applications

The compound 2,2-Difluoropropane-1,3-diol is utilized in chemical synthesis, particularly in the stereoselective synthesis of both symmetrical and unsymmetrical anti-2,2-difluoropropane-1,3-diols. This process is facilitated by the potassium tert-butoxide-mediated deprotonation of difluoromethyl aryl ketones in the presence of aryl aldehydes, producing these diols from readily available materials (Xu, Médebielle, Bellance, & Dolbier, 2010) .

Coordination Modes in Metal Complexes

2,2-Difluoropropane-1,3-diol exhibits versatility in forming metal complexes. It can coordinate with transition-metal ions (like Ni2+, Cu2+, Mn2+, Co3+, Pd2+, Pt2+) in two modes: forming a four-membered chelate ring with amine or phosphine coligands or condensing to create a six-membered chelate ring. This adaptability is crucial for varying coordination numbers in metal complexes (Bradford, Hynes, Payne, & Willis, 1990).

Biotechnological Production

In the realm of biotechnology, diols including 2,2-Difluoropropane-1,3-diol are considered promising for their applications as chemicals and fuels. Their production via microbial bioconversion of renewable materials highlights their potential as sustainable, green chemicals (Zeng & Sabra, 2011).

Structural and Interaction Studies

The study of 1,3-difluoropropane and its complex with water, related to 2,2-Difluoropropane-1,3-diol, provides insights into its structural and non-covalent interactions. Fourier transform microwave spectroscopy combined with quantum chemical calculations revealed the weak hydrogen bond parameters and the nature of intermolecular non-covalent interactions (Lu et al., 2019).

Chemical Reactivity Studies

Research into the reactivity of related compounds, such as the reaction of sulphur tetrafluoride with halogenated acetones leading to 1,3-dihalo-2,2-difluoropropanes, provides a deeper understanding of the chemical behavior of fluorocarbons, which is relevant to 2,2-Difluoropropane-1,3-diol. These studies offer insights into the reaction mechanisms involving fluorocarbonium ions (Wielgat, Domagała, & Koliński, 1985).

Conformational Analysis

The conformational properties of molecules like 1,3-Difluoropropane are studied to understand the influence of electronegative substituents along saturated carbon frameworks. Such studies are critical for predicting and modulating molecular shapes in compounds including 2,2-Difluoropropane-1,3-diol (Wu, Tian, & Sun, 1998).

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