Description

Methyl Pentafluorophenyl Carbonate (CAS No. 36919-03-6) is a high-purity fluorinated organic compound with the molecular formula C₈H₃F₅O₃. This specialized reagent, also known by its IUPAC name methyl (2,3,4,5,6-pentafluorophenyl) carbonate, is widely utilized in advanced synthetic chemistry applications, particularly in peptide coupling and as a protecting group intermediate. The presence of five fluorine atoms on the phenyl ring enhances its reactivity and stability under demanding conditions. Our product is rigorously tested to ensure ≥98% purity (by GC/HPLC) and is supplied in moisture-resistant packaging to maintain integrity. Ideal for researchers in medicinal chemistry, materials science, and pharmaceutical development seeking precise fluorinated building blocks.

Properties

• CAS Number: 36919-03-6
• Complexity: 248
• IUPAC Name: methyl (2,3,4,5,6-pentafluorophenyl) carbonate
• InChI: InChI=1S/C8H3F5O3/c1-15-8(14)16-7-5(12)3(10)2(9)4(11)6(7)13/h1H3
• InChI Key: HGYOVHMDBHQLOE-UHFFFAOYSA-N
• Exact Mass: 242.00023476
• Molecular Formula: C8H3F5O3
• Molecular Weight: 242.10
• SMILES: COC(=O)OC1=C(C(=C(C(=C1F)F)F)F)F
• Topological: 35.5
• Monoisotopic Mass: 242.00023476
• Synonyms: METHYL PENTAFLUOROPHENYL CARBONATE, 36919-03-6, DTXSID90557159, METHYL 2,3,4,5,6-PENTAFLUOROPHENYL CARBONATE, DTXCID80507941, 678-764-5, methyl (2,3,4,5,6-pentafluorophenyl) carbonate, METHYL (PERFLUOROPHENYL) CARBONATE, Carbonic acid, methyl pentafluorophenyl ester, MFCD01075723, MethylPentafluorophenylCarbonate, C8H3F5O3, SCHEMBL1401584, pentafluorophenyl methyl carbonate, AKOS025213713, AS-42398, Carbonic Acid Methyl Pentafluorophenyl Ester, CS-0150672, M2594

Application

Methyl Pentafluorophenyl Carbonate serves as a key reagent in peptide synthesis, where it acts as an efficient activating agent for carboxyl groups. Its fluorinated aromatic structure makes it particularly useful in solid-phase synthesis and fragment condensation strategies. The compound also finds application in the preparation of carbonate-protected intermediates for nucleoside chemistry. Researchers value its enhanced reactivity compared to non-fluorinated analogs, enabling milder reaction conditions in sensitive synthetic pathways.

Safety and Hazards

GHS Hazard Statements

• H302 (80%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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