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2,4-Dichlorobenzaldehyde
[CAS# 874-42-0]

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Complete supplier list of 2,4-Dichlorobenzaldehyde
Identification
Classification Organic raw materials >> Aldehyde
Name 2,4-Dichlorobenzaldehyde
Synonyms 2,4-DCAD; 2,4-Dichlorobenzaldehyde
Molecular Structure CAS # 874-42-0, 2,4-Dichlorobenzaldehyde, 2,4-DCAD, 2,4-Dichlorobenzaldehyde
Molecular Formula C7H4Cl2O
Molecular Weight 175.01
CAS Registry Number 874-42-0
EC Number 212-861-1
SMILES C1=CC(=C(C=C1Cl)Cl)C=O
Properties
Density 1.4±0.1 g/cm3, Calc.*
Melting point 64-69 ºC
Index of Refraction 1.601, Calc.*
Boiling Point 233.0±0.0 ºC (760 mmHg), Calc.*, 233 ºC
Flash Point 100.2±22.3 ºC, Calc.*, 135 ºC
Water solubility <0.1 g/100 mL at 24 ºC
* Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbols symbol symbol   GHS05;GHS09 Danger    Details
Hazard Statements H314-H318-H411    Details
Precautionary Statements P260-P264-P264+P265-P273-P280-P301+P330+P331-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P321-P363-P391-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Skin corrosionSkin Corr.1BH314
Chronic hazardous to the aquatic environmentAquatic Chronic2H411
Serious eye damageEye Dam.1H318
Chronic hazardous to the aquatic environmentAquatic Chronic3H412
Skin irritationSkin Irrit.2H315
Eye irritationEye Irrit.2H319
Skin corrosionSkin Corr.1CH314
SDS Available
up Discovory and Applicatios
2,4-Dichlorobenzaldehyde is an organic compound that has garnered attention in various fields, particularly in pharmaceuticals, agriculture, and chemical synthesis. This compound, with the molecular formula C7H4Cl2O, is characterized by a benzaldehyde functional group attached to a benzene ring that has chlorine substituents at the 2 and 4 positions. The discovery of 2,4-dichlorobenzaldehyde can be traced back to the systematic study of chlorinated aromatic compounds in the late 19th and early 20th centuries. Researchers sought to understand the chemical properties and reactivities of chlorobenzaldehydes, leading to the synthesis of various derivatives, including 2,4-dichlorobenzaldehyde.

The synthesis of 2,4-dichlorobenzaldehyde is typically achieved through the chlorination of benzaldehyde or through the Friedel-Crafts acylation reaction using appropriate chlorinated aromatic compounds. The introduction of chlorine atoms into the benzene ring alters the reactivity of the compound, making it a valuable intermediate in the synthesis of pharmaceuticals and agrochemicals.

In the pharmaceutical industry, 2,4-dichlorobenzaldehyde serves as a key building block for the synthesis of various biologically active compounds. Its versatility allows it to be used in the development of drugs targeting a range of conditions, including anti-inflammatory and antimicrobial applications. The presence of chlorine atoms enhances the lipophilicity and metabolic stability of the resulting compounds, making them more effective in therapeutic contexts.

Additionally, 2,4-dichlorobenzaldehyde is utilized in the synthesis of dyes and pigments. The compound's ability to form stable complexes with metal ions makes it suitable for creating colorants used in textiles, plastics, and other materials. The application of this compound in dye synthesis highlights its importance beyond the pharmaceutical realm, contributing to various industries.

Moreover, in organic synthesis, 2,4-dichlorobenzaldehyde acts as a valuable reagent for the preparation of diverse chemical compounds. It is often involved in nucleophilic addition reactions, where nucleophiles can attack the electrophilic carbon of the aldehyde group, leading to the formation of alcohols or amines. This property makes it an essential component in synthetic routes aimed at producing complex organic molecules.

The environmental impact of chlorinated compounds, including 2,4-dichlorobenzaldehyde, has raised concerns. Regulatory agencies have scrutinized the use and disposal of chlorinated organic compounds due to their potential toxicity and persistence in the environment. Therefore, ongoing research focuses on developing safer alternatives and green chemistry approaches to mitigate these concerns while utilizing the advantageous properties of compounds like 2,4-dichlorobenzaldehyde.

In summary, 2,4-dichlorobenzaldehyde is a significant compound in organic chemistry with diverse applications in pharmaceuticals, agriculture, and chemical synthesis. Its discovery has paved the way for the development of various products that enhance human health and industrial processes. Ongoing research and advancements in synthetic methodologies continue to explore its potential while addressing environmental considerations.
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