Description

4-Mercaptobenzoic Acid, Acetoxymethyl Ester is a specialized thiol-protected benzoic acid derivative, serving as a critical building block in advanced organic synthesis. Its core value lies in the acetoxymethyl (AM) ester group, which acts as a cleavable protecting group for the carboxylic acid, and the free thiol moiety, enabling selective conjugation and functionalization. This compound is essential for researchers and manufacturers in the pharmaceutical and bioconjugation sectors, particularly for developing prodrugs, creating site-specific protein modifications, and synthesizing complex molecular scaffolds.

Application

• Prodrug Synthesis: Utilized as a key intermediate for designing and synthesizing prodrugs, where the acetoxymethyl ester facilitates controlled release of the active carboxylic acid moiety in biological systems.
• Bioconjugation & Protein Labeling: The free thiol (-SH) group enables selective attachment to maleimides, haloacetyl groups, or other electrophiles, making it valuable for site-specific labeling of proteins, peptides, and antibodies.
• Polymer & Material Science: Acts as a functional monomer or cross-linking agent for synthesizing polymers with tailored properties, such as redox-responsiveness or enhanced adhesion.
• Chemical Biology Probes: Serves as a precursor for developing activity-based probes and diagnostic agents that target thiol-reactive environments or specific enzymes.
• Ligand & Catalyst Development: Used in the preparation of novel ligands for metal catalysis or as a scaffold for constructing complex molecular architectures in medicinal chemistry.
• Research & Development: A vital reagent in academic and industrial R&D for exploring new synthetic methodologies and creating novel chemical entities.

Basic Information

Product Name	4-Mercaptobenzoic Acid, Acetoxymethyl Ester
CAS No.	887406-73-7
Molecular Formula	C10H10O3S
Molecular Weight	210.25 g/mol
Synonyms	4-Mercaptobenzoic Acid Acetoxymethyl Ester; Acetoxymethyl 4-Mercaptobenzoate; 4-SH-Benzoic Acid AM Ester; (Acetoxymethoxy)carbonylbenzene-4-thiol; p-Mercaptobenzoic Acid Acetoxymethyl Ester; AM Ester of 4-Mercaptobenzoic Acid; 4-Thiobenzoic Acid Acetoxymethyl Ester; CAS 887406-73-7
EINECS	Contact for details

Quality Control

Our 4-Mercaptobenzoic Acid, Acetoxymethyl Ester is produced under strict quality management protocols. Each batch undergoes comprehensive analytical testing, including HPLC for purity assessment and spectroscopic methods (NMR, IR) for structural confirmation, to ensure it meets the high standards required for research and synthesis. Certificates of Analysis (COA) detailing batch-specific results are available upon request to support your quality assurance and regulatory documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (typically 15-25°C). Due to its light-sensitive nature and the presence of a thiol group, which can be prone to oxidation, it is recommended to handle the material under an inert atmosphere for long-term storage or after opening to maintain optimal stability and purity.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Melting Point	Contact for details
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.