Description

Tetraethylammonium fluoride hydrate (CAS No. 98330-04-2) is a highly versatile quaternary ammonium salt widely utilized in organic synthesis, catalysis, and electrochemical applications. With the molecular formula C₈H₂₂FNO, this compound is supplied as a hydrate to enhance stability and solubility in polar solvents. It serves as an effective fluoride source for nucleophilic fluorination reactions, desilylation processes, and as a phase-transfer catalyst in biphasic systems. Its hygroscopic nature requires storage under inert conditions to maintain purity. This reagent is ideal for researchers requiring a non-nucleophilic base or a mild fluorinating agent in sensitive synthetic transformations.

Properties

• CAS Number: 98330-04-2
• Complexity: 47.5
• IUPAC Name: tetraethylammonium;fluoride;hydrate
• InChI: InChI=1S/C8H20N.FH.H2O/c1-5-9(6-2,7-3)8-4;;/h5-8H2,1-4H3;1H;1H2/q+1;;/p-1
• InChI Key: YEKUWOWHPVKTCQ-UHFFFAOYSA-M
• Exact Mass: 167.16854249
• Molecular Formula: C8H22FNO
• Molecular Weight: 167.26
• SMILES: CC[N+](CC)(CC)CC.O.[F-]
• Topological: 1
• Monoisotopic Mass: 167.16854249
• Synonyms: Tetraethylammonium fluoride hydrate, Ethanaminium, N,N,N-triethyl-, fluoride, hydrate, 628-363-6, 98330-04-2, 63123-02-4, tetraethylazanium;fluoride;hydrate, Tetraethylammonium fluoride xhydrate, MFCD00149990, Et4NF.H2O, C8H22FNO, SCHEMBL283360, tetraethylazanium hydrate fluoride, BCP13815, tetraethyl ammonium fluoride hydrate, AKOS015855121, Tetraethylammonium fluoride hydrate, 98%, AS-62145, SY059515, DB-057720, D70428

Tetraethylammonium fluoride hydrate is extensively used as a fluoride source in nucleophilic aromatic substitution (S_NAr) reactions and desilylation of protecting groups (e.g., TBS, TMS). It acts as a phase-transfer catalyst in organic synthesis, facilitating reactions between aqueous and organic phases. Additionally, it finds applications in electrochemical studies, particularly in non-aqueous electrolytes for battery research.

Safety and Hazards

GHS Hazard Statements

• H302 (95.6%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (86.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (86.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• Acute Tox. 4 (100%)
• STOT SE 3 (100%)

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