Production Method 1

88071-90-3

916791-27-0

914777-97-2

Reaction Conditions

1.1 Reagents: Potassium hydroxide ,  Lithium hydroxide Solvents: Methanol ,  Water ;  rt

Reference

Design, synthesis and identification of novel colchicine-derived immunosuppressant

Chang, Dong-Jo; et al, Bioorganic & Medicinal Chemistry Letters, 2009, 19(15), 4416-4420

Production Method 2

24078-21-5

916791-27-0

914777-97-2

Reaction Conditions

1.1 Reagents: Benzoyl peroxide ,  N-Bromosuccinimide Solvents: Carbon tetrachloride ;  reflux
2.1 Reagents: Potassium hydroxide ,  Lithium hydroxide Solvents: Methanol ,  Water ;  rt

Reference

Design, synthesis and identification of novel colchicine-derived immunosuppressant

Chang, Dong-Jo; et al, Bioorganic & Medicinal Chemistry Letters, 2009, 19(15), 4416-4420

Production Method 3

3113-71-1

916791-27-0

914777-97-2

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Methanol ,  Water ;  reflux
2.1 Reagents: Benzoyl peroxide ,  N-Bromosuccinimide Solvents: Carbon tetrachloride ;  reflux
3.1 Reagents: Potassium hydroxide ,  Lithium hydroxide Solvents: Methanol ,  Water ;  rt

Reference

Design, synthesis and identification of novel colchicine-derived immunosuppressant

Chang, Dong-Jo; et al, Bioorganic & Medicinal Chemistry Letters, 2009, 19(15), 4416-4420

3-Bromomethyl-4-Nitro-Benzoic Acid Raw materials

• 3-Methyl-4-nitrobenzoic acid
• Methyl 3-methyl-4-nitrobenzoate
• Methyl 3-(Bromomethyl)-4-nitrobenzoate

3-Bromomethyl-4-Nitro-Benzoic Acid Preparation Products

• 3-Bromomethyl-4-Nitro-Benzoic Acid (916791-27-0)
• 3-(Hydroxymethyl)-4-nitrobenzoic acid (914777-97-2)

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Introduction to 3-Bromomethyl-4-Nitro-Benzoic Acid (CAS No. 916791-27-0)

3-Bromomethyl-4-Nitro-Benzoic Acid (CAS No. 916791-27-0) is a versatile organic compound that has garnered significant attention in recent years due to its unique chemical structure and potential applications in various fields, including pharmaceuticals, materials science, and chemical synthesis. This compound is characterized by the presence of a bromomethyl group and a nitro group on a benzoic acid backbone, which endows it with a range of interesting properties and reactivity profiles.

The molecular formula of 3-Bromomethyl-4-Nitro-Benzoic Acid is C₈H₆BrNO₄, and its molecular weight is approximately 250.03 g/mol. The compound exists as a white to off-white crystalline solid at room temperature and is soluble in common organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO). Its solubility in water is limited, which can be advantageous in certain synthetic processes where controlled solubility is required.

In the realm of pharmaceutical research, 3-Bromomethyl-4-Nitro-Benzoic Acid has shown promise as an intermediate in the synthesis of novel drug candidates. The bromomethyl group can serve as a reactive handle for further functionalization, allowing for the introduction of various substituents that can modulate the biological activity of the final product. For instance, recent studies have explored the use of this compound in the development of anti-inflammatory agents and potential anticancer drugs. The nitro group, on the other hand, can be reduced to an amino group under appropriate conditions, which can further expand its utility in drug design.

The synthetic versatility of 3-Bromomethyl-4-Nitro-Benzoic Acid has also been leveraged in materials science. Researchers have utilized this compound as a building block for the preparation of functional polymers and supramolecular assemblies. The bromomethyl group can participate in cross-coupling reactions such as Suzuki-Miyaura coupling, enabling the formation of complex molecular architectures with tailored properties. These materials have potential applications in areas such as drug delivery systems, sensors, and electronic devices.

In addition to its synthetic applications, 3-Bromomethyl-4-Nitro-Benzoic Acid has been studied for its biological activities. Preliminary studies have indicated that this compound exhibits moderate antibacterial activity against several Gram-positive and Gram-negative bacteria. The mechanism of action is thought to involve disruption of bacterial cell membranes, although further research is needed to elucidate the exact molecular targets. This property makes it an interesting candidate for the development of new antimicrobial agents.

The environmental impact of 3-Bromomethyl-4-Nitro-Benzoic Acid has also been a topic of interest. While it is not classified as a hazardous substance under current regulations, its potential effects on aquatic ecosystems are being investigated. Studies have shown that this compound can be biodegraded under aerobic conditions, but its persistence in anaerobic environments remains a concern. Efforts are underway to develop more environmentally friendly synthetic routes and disposal methods to minimize any adverse impacts.

In conclusion, 3-Bromomethyl-4-Nitro-Benzoic Acid (CAS No. 916791-27-0) is a multifaceted compound with a wide range of applications in pharmaceuticals, materials science, and chemical synthesis. Its unique chemical structure provides a platform for further functionalization and exploration of new properties and activities. As research continues to advance, it is likely that this compound will play an increasingly important role in various scientific and industrial fields.

• 3113-71-1(3-Methyl-4-nitrobenzoic acid)
• 100466-27-1(Benzoic acid,4-(bromomethyl)-2-nitro-)
• 88089-94-5(Methyl 4-(bromomethyl)-3-nitrobenzoate)
• 96-98-0(4-Methyl-3-nitrobenzoic acid)
• 98475-07-1(2-(Bromomethyl)-3-nitrobenzoic Acid Methyl Ester)
• 632340-56-8(2-(bromomethyl)-3-nitrobenzoic acid)
• 88071-90-3(Methyl 3-(Bromomethyl)-4-nitrobenzoate)
• 55715-03-2(4-(Bromomethyl)-3-nitrobenzoic acid)
• 3095-38-3(3,5-Dimethyl-4-nitrobenzoic acid)
• 63999-90-6(5-(bromomethyl)-2-nitrobenzoic acid)