Methyl (4-chlorobenzoyl)acetate
Methyl (4-chlorobenzoyl)acetate (CAS 22027-53-8), with the molecular formula C10H9ClO3 and a molecular weight of 212.63 g/mol, is a chemical compound utilised as a key intermediate in organic synthesis. It functions as a building block in various chemical reactions, including oxidative coupling, enantioselective hydrogenation, and intramolecular cyclisation. This ester is an important reagent for researchers and manufacturers in the fine chemical and pharmaceutical industries seeking to construct complex molecular architectures.
- IUPAC
- (p-Chlorobenzoyl)acetic acid methyl ester,Methyl 3-(4-chlorophenyl)-3-oxopropionate
- Synonyms
- (p-Chlorobenzoyl)acetic acid methyl esterMethyl 3-(4-chlorophenyl)-3-oxopropionate
Oxidative Coupling Reactions
This compound serves as a reactant in oxidative coupling processes, notably with aminopyridines, facilitating the formation of new carbon-nitrogen bonds.
Enantioselective Hydrogenation
It is involved in the enantioselective hydrogenation of unprotected β-enamine esters, a critical step in asymmetric synthesis for producing chiral molecules.
Intramolecular Cyclisation
Methyl (4-chlorobenzoyl)acetate is employed as a substrate in intramolecular cyclisation reactions, contributing to the synthesis of cyclic compounds.
Oxidative Alkylation
The compound participates in the oxidative alkylation of benzylic C-H bonds, enabling functionalisation at these specific positions.
Tandem Oxidative Coupling and Annulation
It is used in tandem reactions involving the oxidative coupling and annulation of phenols, leading to more complex fused ring systems.
| Molecular weight | 212.63 |
|---|---|
| Empirical formula | C10H9ClO3 |
| Application | Reactant involved in:• Oxidative coupling with aminopyridines1,2• Enantioselective hydrogenation of unprotected β-enamine esters3• Intramolecular cyclization4• Oxidative alkylation of benzylic C-H bonds5• Tandem oxidative coupling and annulation of phenols6 |
| Melting point | 42-46 °C(lit.) |
Hazard statements
- H319Causes serious eye irritation
Precautionary statements
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Methyl (4-chlorobenzoyl)acetate used for?
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Methyl (4-chlorobenzoyl)acetate is used as a reactant and building block in various organic synthesis applications, including oxidative coupling, enantioselective hydrogenation, intramolecular cyclisation, and oxidative alkylation.
What are the CAS number and molecular formula for Methyl (4-chlorobenzoyl)acetate?
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The CAS number for Methyl (4-chlorobenzoyl)acetate is 22027-53-8, and its molecular formula is C10H9ClO3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Methyl (4-chlorobenzoyl)acetate typically as a research or technical grade. We do not represent this product as USP, BP, or EP grade unless explicitly stated in the product specifications. Please refer to the product details for specific assay information.
How should Methyl (4-chlorobenzoyl)acetate be handled safely?
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Methyl (4-chlorobenzoyl)acetate is classified with a Warning signal word and carries H319 hazard statement, indicating it causes serious eye irritation. When handling, wear appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves. Ensure good ventilation and handle in accordance with laboratory safety protocols.
Is Methyl (4-chlorobenzoyl)acetate a controlled substance?
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Based on the provided data, there is no indication that Methyl (4-chlorobenzoyl)acetate is a controlled substance.
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions packs, ships, and exports fine chemicals, pharmaceutical intermediates, and laboratory reagents globally, adhering to all relevant international shipping and safety regulations. Specific packaging details can be provided upon request.
How can I request a sample or quote for Methyl (4-chlorobenzoyl)acetate?
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To request a sample or a quote for Methyl (4-chlorobenzoyl)acetate, please contact our sales department through the website or via email, providing your contact details and the quantity required.
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