501433-14-3 | Methyl 2,6-Difluoro-3-iodobenzoate

CAS:501433-14-3 | Methyl 2,6-Difluoro-3-iodobenzoate,Description

“Methyl 2,6-difluoro-3-iodobenzoate” is a chemical compound with the molecular formula C8H5F2IO2. It has a molecular weight of 298.03. It is a solid substance.

Synthesis Analysis

The synthesis of “Methyl 2,6-difluoro-3-iodobenzoate” can be achieved from Methanol and 2,6-Difluoro-3-iodobenzoic acid.

Molecular Structure Analysis

The InChI code for “Methyl 2,6-difluoro-3-iodobenzoate” is 1S/C8H5F2IO2/c1-13-8(12)6-4(9)2-3-5(11)7(6)10/h2-3H,1H3. The ChemSpider ID for this compound is 29357646.

Physical And Chemical Properties Analysis

“Methyl 2,6-difluoro-3-iodobenzoate” has a predicted boiling point of 300.2±42.0 °C and a predicted density of 1.888±0.06 g/cm3. It should be stored at 2-8°C and protected from light.

Scientific Research Applications

Synthesis and Chemistry

Methyl 2,6-difluoro-3-iodobenzoate is utilized in various chemical syntheses and transformations. For instance, it has been involved in the synthesis of N-(pivaloyl)- and N-(tert-butoxycarbonyl)difluoroanilines, demonstrating the role of fluorine in directing the regiocontrol of metallation in these processes (Thornton & Jarman, 1990). Moreover, the substance has been used in the synthesis of various compounds, such as 2,6-difluoro-N-(3-[11C]methoxy-1H-pyrazolo[3,4-b]pyridine-5-yl)-3-(propylsulfonamidio)benzamide, potentially useful in PET imaging for cancer research (Wang et al., 2013).

Agricultural Applications

In agriculture, derivatives of methyl 2,6-difluoro-3-iodobenzoate have been synthesized and evaluated for their herbicidal activities. For example, 5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)-1,2-isoxazoline, derived from this compound, has shown effective herbicidal activity and good selectivity for rice, indicating its potential use in weed management (Hwang et al., 2005).

Biochemical and Medicinal Applications

In the field of biochemistry and medicine, methyl 2,6-difluoro-3-iodobenzoate derivatives have been synthesized for various purposes, including as potential PET agents for imaging B-Raf(V600E) in cancers (Wang et al., 2013) and in the development of new pharmaceutical compounds, such as quinazoline antifolate thymidylate synthase inhibitors (Thornton et al., 1992).

Analytical Chemistry

The compound has been studied in the context of analytical chemistry. For example, proton and fluorine magnetic resonance studies of some benzoyl fluoride derivatives, including methyl 2,6-difluoro-3-iodobenzoate, have been conducted to understand their intramolecular interactions and steric effects, which are important for determining their chemical properties and reactivity (Schaefer et al., 1977).

Safety And Hazards

This compound is considered hazardous according to the 2012 OSHA Hazard Communication Standard (29 CFR 1910.1200). It has the GHS07 safety symbol and the following hazard statements: H302, H315, H320, H335. The precautionary statements are P264, P270, P301+P312, P330.

More Information