Tetrabutylammonium Fluoride

HCID 2724141CAS 429-41-4
Substructure searchFind similar structures

Basic information

Standard SMILES
CCCC[N+](CCCC)(CCCC)CCCC.[F-]
InChIKey
FPGGTKZVZWFYPV-UHFFFAOYSA-M
Molecular formula
C16H36N.F
Average molar mass
261.46 g/mol
Monoisotopic mass
261.28317837

Overview

Tetrabutylammonium fluoride is a fluoride salt and a tetrabutylammonium salt. It has a role as a phase-transfer catalyst.

Names & identifiers

Preferred name
Tetrabutylammonium Fluoride
IUPAC
tetrabutylazanium fluoride
English name
Tetrabutylammonium Fluoride
Molecular formula
C16H36FN
Molecular weight
261.46

Names & synonyms

Tetrabutylammonium fluoride429-41-4TBAFTETRA-N-BUTYLAMMONIUM FLUORIDE1-Butanaminium, N,N,N-tributyl-, fluorideN,N,N-tributylbutan-1-aminium fluoride2618F0C37I1-Butanaminium, N,N,N-tributyl-, fluoride (1:1)CHEBI:51990DTXSID10883381RefChem:188409DTXCID801022916
Show more names
TABFTBAF in THFTETRABUTYLAMMONIUM FLUORIDE HYDRATETetrabutylammonium fluoride solutionTetra-n-butyLTetrabutylammonium Fluoride (1mol/L in Tetrahydrofuran) [for Catalyst of acylation, silylation and cleavage of Silyl Ether]Tetrabutylammonium Fluoride (TBAF)TETRABUTYL AMMONIUM FLUORIDE IN THF (I M)
207-057-2tetrabutylazanium fluorideTetrabutyl ammonium fluoridetetrabutylazanium;fluoridetetrabutylammoniumfluorideUNII-2618F0C37IEINECS 207-057-2MFCD00011747

Database identifiers

CAS
429-41-4
PubChem CID
2724141
DTXSID
DTXSID10883381
ChEMBL
CHEMBL1078233
ChEBI
CHEBI:51990
UNII
2618F0C37I
EC Number
207-057-2

Properties

Computed structural properties

Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
12
Heavy atoms
18

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Quaternary Amines
Density0.953 @25 °C
Physical DescriptionColorless liquid that is crystallized by humidity; Usually used dry; [Merck Index] Light yellow hygroscopic crystals; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
62 · 62-63 °C(lit.)
Density
0.953 g/mL · 0.953 g/mL at 25 °C
refractive index
20 · n20/D 1.456
Flash point
1 °F · 1 °F
storage temp.
2 · 2-8°C
solubility
Miscible with terahydrofuran, acetonitrile, dimethyl sulfoxide and organic solvents.

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H301 (10.9%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P264, P270, P280, P301+P316, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 64 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

Hazard information

Regulatory Information · 3 items

Chemical: 1-Butanaminium, N,N,N-tributyl-, fluoride

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

1-Butanaminium, N,N,N-tributyl-, fluoride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1-Butanaminium, N,N,N-tributyl-, fluoride: Human health tier II assessment
Hazards SummaryCauses burns; Inhalation may cause corrosive injuries to upper respiratory tract; [Sigma-Aldrich MSDS] See Tetrabutylammonium chloride.
Hazard Classes and Categories · 2 items

Acute Tox. 3 (10.9%)

Acute toxicity (ingestion) - category 3

Safety & protection

Exposure Control and Personal Protection · 2 items

Biological Exposure Indices (BEI) [ACGIH] - Fluorides in urine = 2 mg/L prior to shift or 3 mg/L at end of shift; (Repeated measurements recommended.)

1.0 [mg/m3], inhalable fraction, as F[German Research Foundation (DFG)]

Threshold Limit Values (TLV)2.5 [mg/m3], as F
Permissible Exposure Limit (PEL)2.5 [mg/m3], as F
Protective Action Criteria (PAC) · 3 items

6.0 [mg/m3]

66 [mg/m3]

390 [mg/m3]

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

F
3
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
ridadr
UN 3261 8/PG 2
hs_code
29239000

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 1 item

Purifying or cleansing agents, usually salts of long-chain aliphatic bases or acids, that exert cleansing (oil-dissolving) and antimicrobial effects through a surface action that depends on possessing both hydrophilic and hydrophobic properties.

Uses & manufacturing

UsesUsed as a reagent in organic syntheses; [Merck Index]
General Manufacturing Information1-Butanaminium, N,N,N-tributyl-, fluoride (1:1): ACTIVE
Applications · 3 items

UsesCatalyst for etherification of alcohols and phenols with alkyl halides Catalyst for benzylation reactions.

UsesTetrabutylammonium fluoride is a reagent in organic syntheses in addition, condensation, base-catalyzed cyclization reactions, fluorination and desulfonylation reactions and as a deprotecting agent. Typically dried prior to use.

UsesTetrabutylammonium fluoride (TBAF) is a commonly used organic soluble fluoride salt. It is used as a base, a phase transfer catalyst, and as a fluoride source. In the research field of fluoride sensor development, TBAF is used as an easy to handle and measurable fluoride anion source. The fluoride in TBAF, once dissolved, can be thought of as a free fluoride with little interaction with the ammonium cation. Since TBAF should not absorb light at wavelengths greater than 240nm, it is useful to monitor sensing reactions with visible spectroscopy.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Additional notes

DefinitionChEBI: Tetrabutylammonium fluoride is a fluoride salt and a tetrabutylammonium salt. It has a role as a phase-transfer catalyst.

Related reactions

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