Description

Hexafluoroacetylacetone (CAS No. 1522-22-1) is a highly fluorinated diketone with the molecular formula C₅H₂F₆O₂, also known by its IUPAC name 1,1,1,5,5,5-hexafluoropentane-2,4-dione. This specialized chemical is a colorless to pale-yellow liquid with a sharp, pungent odor, widely recognized for its strong chelating properties and high volatility. Its unique fluorine substitution enhances its reactivity, making it an essential precursor in organometallic synthesis and coordination chemistry. Hexafluoroacetylacetone is particularly valued for its ability to form stable complexes with transition metals, which are critical in catalysis, material science, and thin-film deposition processes. With a purity grade suitable for research and industrial applications, this compound is rigorously tested to meet stringent quality standards, ensuring optimal performance in sensitive chemical processes.

Properties

• CAS Number: 1522-22-1
• Complexity: 200
• IUPAC Name: 1,1,1,5,5,5-hexafluoropentane-2,4-dione
• InChI: InChI=1S/C5H2F6O2/c6-4(7,8)2(12)1-3(13)5(9,10)11/h1H2
• InChI Key: QAMFBRUWYYMMGJ-UHFFFAOYSA-N
• Exact Mass: 207.99589827
• Molecular Formula: C5H2F6O2
• Molecular Weight: 208.06
• SMILES: C(C(=O)C(F)(F)F)C(=O)C(F)(F)F
• Topological: 34.1
• Monoisotopic Mass: 207.99589827
• Physical Description: Colorless to pale yellow liquid; Not miscible or difficult to mix in water;
• Synonyms: Hexafluoroacetylacetone, 1,1,1,5,5,5-Hexafluoropentane-2,4-dione, 1,1,1,5,5,5-Hexafluoroacetylacetone, 2,4-Pentanedione, 1,1,1,5,5,5-hexafluoro-, Hexafluoro-2,4-pentanedione, MG8477QRV4, EINECS 216-191-0, DTXSID4061753, 1,3-Bis(trifluoromethyl)propane-1,3-dione, 1,1,1,5,5,5-HEXAFLUORO-2,4-PENTANDIONE, DTXCID0034932, 1,1,1,5,5,5Hexafluoropentane2,4dione, 2,4Pentanedione, 1,1,1,5,5,5hexafluoro, qamfbruwyymmgj-uhfffaoysa-n, un2920, 1522-22-1, 1,1,1,5,5,5-Hexafluoro-2,4-pentanedione, MFCD00000426, 1,1,1,5,5,5-hexafluoro-pentan-2,4-dione, NSC174351, HFAC, CF3COCH2COCF3, UNII-MG8477QRV4, Hexafluoroacetylacetone, 98%, SCHEMBL183178, SCHEMBL9397956, OQDYFZNZXKSIGV-UHFFFAOYSA-N, SBB093969, STL185660, AKOS005063442, CS-W015241, NSC-174351, CID 5386425, s12332, MS-20623, H0476, NS00045159, ST51038089, EN300-20458, 1,1,1,5,5,5-hexafluoro-pentane-2,4-dione, Q5748732, Q63398865, F1908-0182

Application

Hexafluoroacetylacetone is extensively used as a chelating agent in the synthesis of volatile metal complexes for chemical vapor deposition (CVD) and atomic layer deposition (ALD). It serves as a key ligand in the preparation of advanced materials, including semiconductors and nanostructured metal oxides. Additionally, this compound is employed in nuclear fuel reprocessing and as an analytical reagent for trace metal detection due to its high affinity for metal ions. Its fluorinated structure also makes it useful in specialty polymer production and as an intermediate in pharmaceutical research.

Safety and Hazards

GHS Hazard Statements

• H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
• H301 (12.2%): Toxic if swallowed [Danger Acute toxicity, oral]
• H302 (87.8%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (85.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (10.2%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H332 (85.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (10.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 3 (100%)
• Acute Tox. 3 (12.2%)
• Acute Tox. 4 (87.8%)
• Acute Tox. 4 (85.7%)
• Skin Corr. 1B (100%)
• Eye Dam. 1 (10.2%)
• Acute Tox. 4 (85.7%)
• STOT SE 3 (10.2%)

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