196202-01-4

Basic information

• Product Name: METHYL 2,2-DIFLUORO-3-OXOPENTANOATE
• Synonyms: METHYL 2-PROPIONYLDIFLUOROACETATE;METHYL 2,2-DIFLUORO-3-OXOPENTANOATE;2,2-DIFLUORO-3-KETOVALERIC ACID METHYL ESTER;PENTANOIC ACID, 2,2-DIFLUORO-3-OXO-, METHYL ESTER;Methyl2,2-difluoropropionylacetate;Methyl difluoro(propionyl)acetate, Methyl 2,2-difluoro-3-oxovalerate
• CAS NO: 196202-01-4
• Molecular Formula: C₆H₈F₂O₃
• Molecular Weight: 166.12
• Mol File: 196202-01-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 50°C 7mm
• Flash Point: 65°C
• Appearance: /
• Density: 1,1 g/cm3
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.425
• CAS DataBase Reference: METHYL 2,2-DIFLUORO-3-OXOPENTANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2,2-DIFLUORO-3-OXOPENTANOATE(196202-01-4)
• EPA Substance Registry System: METHYL 2,2-DIFLUORO-3-OXOPENTANOATE(196202-01-4)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 196202-01-4(Hazardous Substances Data)

Usage

Description

METHYL 2,2-DIFLUORO-3-OXOPENTANOATE, with the molecular formula C6H8F2O3, is a colorless liquid characterized by a fruity odor. It is recognized for its distinctive chemical structure, which contributes to its utility in a range of organic synthesis reactions. METHYL 2,2-DIFLUORO-3-OXOPENTANOATE is primarily utilized as an intermediate in the production of pharmaceuticals and agrochemicals, showcasing its versatility in the domain of organic chemistry. However, it is essential to exercise caution when handling METHYL 2,2-DIFLUORO-3-OXOPENTANOATE due to its potential to cause harm if ingested, inhaled, or upon contact with the skin and eyes.

Uses

Used in Pharmaceutical Industry:
METHYL 2,2-DIFLUORO-3-OXOPENTANOATE is used as a key intermediate in the synthesis of various pharmaceutical compounds for its ability to contribute to the formation of complex molecular structures that are integral to the development of new drugs.
Used in Agrochemical Industry:
Similarly, in the agrochemical sector, METHYL 2,2-DIFLUORO-3-OXOPENTANOATE serves as an intermediate in the production of agrochemicals, playing a crucial role in the synthesis of molecules that are vital for the creation of effective crop protection agents.
Used as a Solvent and Reactant in Organic Chemistry:
METHYL 2,2-DIFLUORO-3-OXOPENTANOATE is also utilized as a solvent and reactant in various chemical processes, capitalizing on its unique properties to facilitate specific reactions and improve the efficiency of organic synthesis.

InChI:InChI=1/C11H12F6O/c12-10(13,14)9(18,11(15,16)17)5-8-4-6-1-2-7(8)3-6/h1-2,6-8,18H,3-5H2

Upstream product

• 30414-53-0 methyl propanoyl acetate 

Relevant articles and documents

PROCESS FOR PRODUCING 2-FLUORO-3-OXOALKYLCARBOXYLIC ACID ESTER

A process for producing a 2-fluoro-3-oxoalkylcarboxylic acid ester by fluorinating 3-oxoalkylcarboxylic acid ester with a fluorine gas is provided. The process is characterized in that the concentration of 3-oxoalkylcarboxylic acid ester in the reaction mixture for fluorination is maintained at 3wt% or higher. Also provided is a process for purifying 2-fluoro-3-oxoalkylcarboxylic acid ester characterized in that 2-fluoro-3-oxoalkylcarboxylic acid ester is produced at high yield and with less impurities by washing fluorinated 3-oxoalkylcarboxylic acid ester with 3 or more times as much water as the amount of reaction mixture. According to the processes of the present invention, not only is the generation of unwanted by-products minimized, but fluorinated 3-oxoalkylcarboxylic acid ester can be purified in an efficient manner. Thus, the present invention permits efficient production of considerably pure 2-fluoro-3-oxoalkylcarboxylic acid ester, a useful intermediate material in the production of various medical and agricultural agents.

Fluorination of methyl 3-oxopentanoate (MOP) using difluorobis(fluoroxy)methane, BDM

Difluorobis(fluoroxy)methane, BDM, is an electrophilic fluorinating agent that is capable of affecting selective monofluorination of 1,3-dicarbonyls such as diketones and ketoesters with very high regioselectivity. For example, in highly acidic anhydrous HF (AHF) solvent, fluorination of methyl 3-oxopentanoate (MOP) with BDM provides methyl 2-fluoro-3-oxopentanoate (MFOP) with 100% conversion and 95% selectivity. In mixtures of HF and methanol, fluorination conversions and selectivity are markedly lower. In comparison, direct fluorination of MOP with dilute F2 typically affords a fluorinated product that is less pure, being contaminated with radical fluorination byproducts that are difficult to separate. Fluorination of MOP with dilute mixtures of BDM and F2 is generally more selective than using dilute F2 alone.