84194-36-5 | 2-Chloro-4-fluorobenzaldehyde

CAS:84194-36-5 | 2-Chloro-4-fluorobenzaldehyde,Description

2-Chloro-4-fluorobenzaldehyde is a halogen-substituted benzaldehyde. It has the molecular formula C7H4ClFO and a molecular weight of 158.557.

Synthesis Analysis

2-Chloro-4-fluorobenzaldehyde may be used in the synthesis of substituted α-cyanocinnamic acid, via a Knoevenagel condensation reaction. A synthetic method for 4-fluorobenzaldehyde, which could potentially be adapted for 2-Chloro-4-fluorobenzaldehyde, involves taking 4-fluorotoluene as a raw material, performing a chlorination reaction on 4-fluorotoluene and chlorine to generate a benzal chloride product, then under the effect of a composite catalyst of ferric trichloride and zinc chloride, performing heating hydrolysis on the benzal chloride product.

Molecular Structure Analysis

The molecular structure of 2-Chloro-4-fluorobenzaldehyde can be represented as ClC6H3(F)CHO. The structure is also available as a 2D Mol file or as a computed 3D SD file.

Chemical Reactions Analysis

2-Chloro-4-fluorobenzaldehyde may be used in the synthesis of substituted α-cyanocinnamic acid, via Knoevenagel condensation reaction. It may also be used in the synthesis of 2-(2-benzimidazolyl)-3-(2-chloro-4-fluorophenyl)acrylonitrile.

Physical And Chemical Properties Analysis

2-Chloro-4-fluorobenzaldehyde is a white to slightly yellow crystalline solid. It has a boiling point of 118-120 °C/50 mmHg and a melting point of 60-63 °C.

Scientific Research Applications

Synthesis Processes

• 2-Chloro-4-fluorobenzaldehyde is an intermediate in the synthesis of various chemicals. It can be synthesized from 4-chlorobenzaldehyde using potassium fluoride and other reagents (Yoshida & Kimura, 1988).
• This compound has been used in the preparation of thiazolidin-4-one derivatives, which exhibit promising antioxidant activities (El Nezhawy et al., 2009).

Chemical Synthesis and Industrial Applications

• Research on fluorobenzaldehyde synthesis, which includes 2-chloro-4-fluorobenzaldehyde, indicates its role in manufacturing medicines, pesticides, spices, dyestuffs, and other fine chemicals (Qin Hai-fang, 2009).
• The compound has been used in water treatment processes for manufacturing wastewater, showing effective removal of organic pollutants (Xiaohong & Ltd Hangzhou, 2009).

Advanced Material Synthesis

• It serves as a precursor in the synthesis of advanced materials like 4-(1-piperazinyl)benzo[b]thiophene dihydrochloride, an intermediate in pharmaceutical synthesis (Wu et al., 2015).
• 2-Chloro-4-fluorobenzaldehyde has been used in the synthesis of fluorinated microporous polyaminals for carbon dioxide adsorption, highlighting its utility in environmental applications (Li, Zhang, & Wang, 2016).

Molecular Structure Analysis

• Studies on molecular structure using techniques like X-ray diffraction, FT-IR, and Raman spectroscopy have been conducted on similar compounds, providing insights into the properties of 2-chloro-4-fluorobenzaldehyde (Parlak et al., 2014).

Safety And Hazards

2-Chloro-4-fluorobenzaldehyde is considered hazardous. It causes skin irritation, serious eye irritation, and may cause respiratory irritation. Safety measures include avoiding breathing dust, vapor, mist, or gas, avoiding contact with eyes, skin, and clothing, keeping the container tightly closed, avoiding ingestion and inhalation, using with adequate ventilation, and washing clothing before reuse.

Future Directions

While specific future directions for 2-Chloro-4-fluorobenzaldehyde are not mentioned in the search results, it’s worth noting that benzaldehyde derivatives are commonly employed in the field of pharmaceutical chemistry and in the chemical industry in the production of flavoring agents, agrochemicals, cosmetics, textiles, dyes as well as ligands in metal coordination chemistry. This suggests potential future directions in these areas.

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Uses