Description

2-Bromo-2,2-difluoroacetic acid (CAS No. 354-08-5) is a high-purity halogenated carboxylic acid with the molecular formula C₂HBrF₂O₂. This compound, also known as Bromodifluoroacetic acid, features a reactive bromine atom and two fluorine substituents on the alpha carbon, making it a versatile building block for organic synthesis and pharmaceutical intermediates. Its strong electron-withdrawing properties enhance reactivity in nucleophilic substitution and coupling reactions. Ideal for researchers in medicinal chemistry and material science, this product is rigorously tested for consistency (≥95% purity by GC) and supplied in sealed amber vials under inert gas to ensure stability. Compatible with anhydrous reactions and Grignard reagents. Hazardous—handle with appropriate PPE.

Properties

• CAS Number: 354-08-5
• Complexity: 91.7
• IUPAC Name: 2-bromo-2,2-difluoro-acetic acid
• InChI: InChI=1S/C2HBrF2O2/c3-2(4,5)1(6)7/h(H,6,7)
• InChI Key: LZCMQBRCQWOSHZ-UHFFFAOYSA-N
• Exact Mass: 173.91280
• Molecular Formula: C2HBrF2O2
• Molecular Weight: 174.93
• SMILES: C(=O)(C(F)(F)Br)O
• Topological: 37.3
• Monoisotopic Mass: 173.91280
• Synonyms: 354-08-5, 2-bromo-2,2-difluoroacetic acid, 674-544-8, Bromodifluoroacetic acid, BROMODIFLUOROACETICACID, difluorobromoacetic acid, Acetic acid,2-bromo-2,2-difluoro-, bromo(difluoro)acetic acid, MFCD02183519, Acetic acid, bromodifluoro-, C2HBrF2O2, SCHEMBL321451, DTXSID20378334, BBL101808, SBB065827, STL555605, AKOS009158673, AT18902, FS-4424, SY013663, DB-022976, CS-0121135, EN300-31561, Q27460381, Z328621122

Application

2-Bromo-2,2-difluoroacetic acid is widely used as a precursor for synthesizing fluorinated pharmaceuticals and agrochemicals due to its ability to introduce difluoromethyl groups. It serves as a key intermediate in the preparation of protease inhibitors and other bioactive molecules. Researchers also employ it in material science to modify polymer properties or create fluorinated surfactants. Its reactivity is exploited in Pd-catalyzed cross-coupling reactions for C-C bond formation.

Safety and Hazards

GHS Hazard Statements

• H302 (16%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (12%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H332 (12%): Harmful if inhaled [Warning Acute toxicity, inhalation]

Precautionary Statements

• P260, P261, P264, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (16%)
• Acute Tox. 4 (12%)
• Skin Corr. 1B (100%)
• Acute Tox. 4 (12%)

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