Description

4-(Bromoacetyl)-1,3-phenylene dimethyl biscarbonate (CAS No. 1428451-07-3) is a high-purity, synthetic organic compound with the molecular formula C₁₂H₁₁BrO₇. This specialized chemical features a bromoacetyl functional group coupled with dimethyl biscarbonate moieties on a phenylene backbone, making it a valuable intermediate for advanced organic synthesis and pharmaceutical research. Its IUPAC name, [2-(2-bromoacetyl)-5-methoxycarbonyloxyphenyl] methyl carbonate, reflects its precise structural configuration. This compound is supplied as a crystalline solid with stringent quality controls to ensure consistency in reactivity and purity (>95% by HPLC). Ideal for use in cross-coupling reactions, esterifications, and as a precursor for bioactive molecule development, it is packaged under inert conditions to maintain stability. Store at 2-8°C in a dry environment to prevent degradation.

Properties

• CAS Number: 1428451-07-3
• Complexity: 371
• IUPAC Name: [2-(2-bromoacetyl)-5-methoxycarbonyloxy-phenyl] methyl carbonate
• InChI: InChI=1S/C12H11BrO7/c1-17-11(15)19-7-3-4-8(9(14)6-13)10(5-7)20-12(16)18-2/h3-5H,6H2,1-2H3
• InChI Key: FRZITBSDHBZGHN-UHFFFAOYSA-N
• Exact Mass: 345.96882
• Molecular Formula: C12H11BrO7
• Molecular Weight: 347.11
• SMILES: COC(=O)OC1=CC(=C(C=C1)C(=O)CBr)OC(=O)OC
• Topological: 88.1
• Monoisotopic Mass: 345.96882
• Synonyms: 1428451-07-3, DTXSID301019580, 4-(Bromoacetyl)-1,3-phenylene dimethyl biscarbonate, Carbonic acid, C,C’-[4-(2-bromoacetyl)-1,3-phenylene] C,C’-dimethyl ester, Carbonic acid, C,C’-(4-(2-bromoacetyl)-1,3-phenylene) C,C’-dimethyl ester, DTXCID501477532, 807-596-9, SCHEMBL14812604, FRZITBSDHBZGHN-UHFFFAOYSA-N, 2-bromo-2′,4′-bismethoxycarbonyloxyacetophenone, 4-(2-Bromoacetyl)-1,3-phenylene dimethyl bis(carbonate)

Application

4-(Bromoacetyl)-1,3-phenylene dimethyl biscarbonate serves as a versatile building block in medicinal chemistry, particularly for the synthesis of kinase inhibitors and protease-targeting compounds. Its bromoacetyl group enables selective alkylation of nucleophiles (e.g., thiols or amines), while the biscarbonate esters facilitate controlled release of carbonyl groups under mild conditions. Researchers utilize this compound in PROTAC (Proteolysis-Targeting Chimera) development and peptide modification workflows. It is also employed in materials science for polymer functionalization due to its dual-reactive sites.

Safety and Hazards

GHS Hazard Statements

• H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H412 (100%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, and P501

Hazard Classes and Categories

• Skin Sens. 1 (100%)
• Aquatic Chronic 3 (100%)

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.