Basic information
- CAS
373-68-2- Standard SMILES
C[N+](C)(C)C.[F-]- InChIKey
GTDKXDWWMOMSFL-UHFFFAOYSA-M- Molecular formula
- C4H12FN
- Average molar mass
- 93.14 g/mol
- Monoisotopic mass
- 93.09537755
Names & identifiers
- Preferred name
- Tetramethylammonium fluoride
- IUPAC
- tetramethylazanium fluoride
- English name
- Tetramethylammonium fluoride
- Molecular formula
- C4H12FN
- Molecular weight
- 93.14
Names & synonyms
Show more names
Database identifiers
- CAS
373-68-2- PubChem CID
- 67803
- DTXSID
DTXSID40883374- EC Number
- 206-769-0
Properties
Computed structural properties
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 19
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 170 °C · 170 °C (dec.) (lit.)
- storage temp.
- Store at room temperature
- form
- solid
- Appearance
- 42 °C · White to off-white 42°C Liquid
- InChI
- InChI=1S/C4H12N.FH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1
- InChIKey
- HQFTZNVQVRRDLN-UHFFFAOYSA-M
- SMILES
- [N+](C)(C)(C)C.[F-]
- CAS DataBase Reference
- 373 · 373-68-2(CAS DataBase Reference)
- EPA Substance Registry System
- Tetramethylammonium fluoride (373-68-2)
- UNSPSC Code
- 12352116 · 12352116
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302+H312+H332-H315-H319-H335
- Precautionary statements
- 261 · P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xn
- Risk Statements
- 20 · 20/21/22-36/37/38
- Safety Statements
- 26 · 26-36
- RIDADR
- 2811 · 2811
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
- HS Code
- 29239000 · 29239000
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
GHS classification
GHS Classification
Warning
H302+H312+H332 (62.9%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation];H302 (86.8%): Harmful if swallowed [Warning Acute toxicity, oral];H312 (86.2%): 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 (86.2%): Harmful if inhaled [Warning Acute toxicity, inhalation];H335 (86.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
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 (click each P-code to see the statement)
Aggregated GHS information provided per 167 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Methanaminium, N,N,N-trimethyl-, fluoride (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methanaminium, N,N,N-trimethyl-, fluoride (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Regulatory information
Regulatory Information
Methanaminium, N,N,N-trimethyl-, fluoride (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methanaminium, N,N,N-trimethyl-, fluoride (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- 2811
- hs_code
- 29239000
- risk_code
- 20/21/22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 26-36
- hazard_class
- 6.1(b)
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- target organs
- Respiratory system
- Hazard statements
- H302+H312+H332-H315-H319-H335
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents that mimic neural transmission by stimulation of the nicotinic receptors on postganglionic autonomic neurons. Drugs that indirectly augment ganglionic transmission by increasing the release or slowing the breakdown of acetylcholine or by non-nicotinic effects on postganglionic neurons are not included here nor are the nonspecific cholinergic agonists.
Uses & manufacturing
General Manufacturing Information
Computer and Electronic Product Manufacturing
Methanaminium, N,N,N-trimethyl-, fluoride (1:1): ACTIVE
Applications
DescriptionTetramethylammonium fluoride is the quaternary ammonium salt with the formula (CH3)4NF. This hygroscopic white solid is a source of "naked fluoride", that is fluoride ions not connected to a metal atom in a complex. Most other soluble salts of fluoride are in fact bifluorides, HF2–. Historically, there has been two main approaches to prepare TMAF:(i) Via neutralization of tetramethylammonium hydroxide (TMAOH) with HF.(ii) through the metathesis reaction of different ammonium salts with inorganic sources of fluoride such as KF or CsF.Due to the high basicity of the fluoride anion, the salt reacts slowly with acetonitrile, inducing its dimerization to CH3C(NH2)=CHCN, which co-crystallizes.
UsesTetramethylammonium fluoride may be used in combination with sulfuryl fluoride for the conversion of aryl phenols to aryl fluorides. It can react with aminosilanes to generate onium amide bases in situ, which can deprotonate heteroarenes.
UsesReactant for:Halide-induced ring opening of 2-substituted aziridinium saltsSynthesis of fluoro aromatics via fluorodenitration reactionsSynthesis of sevoflurane in ionic liquids by halogen-exchange fluorinationSynthesis of fluorinated Poly(oxomolybdates)
Upstream & downstream products
Downstream products
Suppliers100 total
Related reactions
Compound notes
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