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4-Bromobenzoic acid
[CAS# 586-76-5]

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Complete supplier list of 4-Bromobenzoic acid
Identification
Classification Chemical reagent >> Organic reagent >> Aromatic acid
Name 4-Bromobenzoic acid
Molecular Structure CAS # 586-76-5, 4-Bromobenzoic acid
Molecular Formula C7H5BrO2
Molecular Weight 201.02
CAS Registry Number 586-76-5
EC Number 209-581-7
SMILES C1=CC(=CC=C1C(=O)O)Br
Properties
Density 1.7±0.1 g/cm3, Calc.*, 1.894 g/mL (Expl.)
Melting point 252-254 ºC (Expl.)
Index of Refraction 1.608, Calc.*
Boiling Point 299.8±23.0 ºC (760 mmHg), Calc.*
Flash Point 135.1±22.6 ºC, Calc.*
Water solubility SOLUBLE IN HOT WATER
* Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbols symbol symbol symbol   GHS06;GHS07;GHS09 Danger    Details
Hazard Statements H302-H311-H315-H319-H331-H332-H335-H400    Details
Precautionary Statements P261-P262-P264-P264+P265-P270-P271-P273-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P316-P317-P319-P321-P330-P332+P317-P337+P317-P361+P364-P362+P364-P391-P403+P233-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Eye irritationEye Irrit.2H319
Skin irritationSkin Irrit.2H315
Acute toxicityAcute Tox.4H302
Specific target organ toxicity - single exposureSTOT SE3H335
Eye irritationEye Irrit.2AH319
SDS Available
up Discovory and Applicatios
4-Bromobenzoic acid is an organic compound belonging to the class of benzoic acids, characterized by a carboxyl group (-COOH) attached to a benzene ring, with a bromine atom positioned at the para (4) location relative to the carboxyl group. It is widely used as an intermediate in the synthesis of various chemical compounds.

The compound was first synthesized and characterized in the 19th century, and its properties and reactivity have since been well-studied. Its discovery is part of the broader interest in halogenated aromatic compounds, which have been investigated for their unique chemical reactivity, particularly in electrophilic substitution reactions.

4-Bromobenzoic acid is primarily used in the preparation of other chemicals. It serves as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and materials. The bromine atom at the para position of the benzene ring plays a crucial role in influencing the reactivity and stability of the molecule, allowing it to participate in a variety of chemical reactions, including nucleophilic substitution, electrophilic aromatic substitution, and cross-coupling reactions.

One significant application of 4-bromobenzoic acid is in the preparation of liquid crystal materials. It is used as a precursor in the synthesis of aromatic esters and other compounds that are incorporated into liquid crystal displays (LCDs). These materials are essential for the production of modern electronic devices, such as flat-screen televisions and computer monitors.

In addition to its use in materials science, 4-bromobenzoic acid is also employed in the synthesis of pharmaceuticals. It is used to produce various biologically active compounds, including antibiotics, anti-inflammatory agents, and other therapeutic molecules. The presence of the bromine atom enhances the molecule's ability to undergo specific chemical transformations, making it a valuable building block for drug discovery and development.

Moreover, 4-bromobenzoic acid is used in the synthesis of aromatic polymers, including polyamides and polyesters. These polymers find applications in coatings, adhesives, and engineering plastics. The compound's ability to participate in polymerization reactions makes it an important component in the production of high-performance materials.

4-Bromobenzoic acid is also used in research settings, particularly in the study of chemical reactions and the development of new synthetic methods. Its well-established reactivity patterns and the presence of the carboxyl and bromine functional groups make it an ideal model compound for studying electrophilic aromatic substitution reactions, nucleophilic aromatic substitution, and other types of organic transformations.

In summary, 4-bromobenzoic acid is a versatile and widely used chemical intermediate in various fields, including pharmaceuticals, materials science, and polymer chemistry. Its applications are supported by its well-established reactivity and utility in the synthesis of complex molecules and materials. The compound continues to play an important role in both academic research and industrial applications.
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