3,5-Dimethoxy-4-(propan-2-yl)benzoic acid
[CAS# 55703-81-6]

Identification

• Name: 3,5-Dimethoxy-4-(propan-2-yl)benzoic acid
• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25
• CAS Registry Number: 55703-81-6
• EC Number: 863-594-8
• SMILES: CC(C)C1=C(C=C(C=C1OC)C(=O)O)OC

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319-H335
• Precautionary Statements: P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2A	H319
Skin irritation	Skin Irrit.	2	H315

Discovory and Applicatios

3,5-Dimethoxy-4-(propan-2-yl)benzoic acid, also known as 4-isopropyl-3,5-dimethoxybenzoic acid, is a well-known organic compound with a wide range of applications in medicinal chemistry and organic synthesis. This benzoic acid derivative has the molecular formula C12H16O4 and is characterized by having methoxy and isopropyl substituents. The synthesis of 3,5-dimethoxy-4-(propan-2-yl)benzoic acid involves the strategic introduction of methoxy (-OCH3) and isopropyl (-CH(CH3)2) groups onto the benzoic acid backbone. The process starts with a precursor such as 3,5-dimethoxybenzaldehyde, attaches the isopropyl group via Friedel-Crafts alkylation or other alkylation techniques, and then oxidizes to convert the aldehyde into a carboxylic acid.

3,5-Dimethoxy-4-(propan-2-yl)benzoic acid is characterized by a benzene ring substituted with methoxy groups at positions 3 and 5 and isopropyl at position 4, along with a carboxylic acid group (-COOH). These substituents give it unique chemical properties, including enhanced lipophilicity and the potential to undergo a variety of chemical reactions.

The structure of 3,5-Dimethoxy-4-(propan-2-yl)benzoic acid makes it a valuable intermediate for the synthesis of pharmaceutical compounds. Its substituents can modulate biological activity and enhance the pharmacokinetic properties of drugs. Derivatives of this compound are studied for their potential anti-inflammatory, analgesic, and antimicrobial properties to develop new therapeutic agents.

3,5-Dimethoxy-4-(propan-2-yl)benzoic acid is a versatile building block in organic synthesis, allowing for the creation of more complex molecules through functional group transformations such as esterification, amidation, and reduction. The unique substituents of this compound provide a platform for further modifications, making it useful for the construction of synthetic intermediates for a variety of chemical reactions.

In materials science, benzoic acid derivatives, including 3,5-dimethoxy-4-(propan-2-yl)benzoic acid, are used as polymer additives to enhance their properties such as stability, flexibility, and resistance to degradation.

The structure of this compound can be studied to understand its potential use in agrochemicals. Its derivatives can be used to develop new pesticides with higher efficacy and environmental characteristics.