Tetramethylammonium fluoride

HCID 67803

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

Tetramethylammonium fluoride373-68-2Methanaminium, N,N,N-trimethyl-, fluoride (1:1)DTXSID40883374RefChem:156872DTXCID601022910206-769-099678-28-1tetramethylazanium;fluorideMethanaminium, N,N,N-trimethyl-, fluorideMFCD00011627Tetramethylammonium fluoride, anhydrous
Show more names
TetraMethylaMMoniuM fluoridTetramethylammonium FluoridedeTetramethylaminium·fluorideTetramethylammonium fluoride (7CI)n,n,n-trimethyl-methanaminiufluorideN,N,N-Trimethylmethanaminium fluoride
TMAFtetramethylazanium fluorideMethanaminium, N,N,N-trimethyl-, fluoride-18FOTHER CA INDEX NAMES:Fluoride (18F1-), N,N,N-trimethylmethanaminiumTetramethylammoniumfluorideMethanaminium, N,N,N-trimethyl-, fluoride (1:1) (ACI); Ammonium, tetramethyl-, fluoride (8CI); Methanaminium, N,N,N-trimethyl-, fluoride (9CI); Tetramethylammonium fluoride (7CI); TMAFEINECS 206-769-0Tetramethylammonium fluoride (anhydrous)tetramethyammonium fluoride

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

Experimental & physicochemical properties

Physical DescriptionLiquid

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

Safety & regulation

GHS classification

GHS Classification · 5 items

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 · 1 item

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)

Hazard Classes and CategoriesAcute Tox. 4 (86.8%);Acute Tox. 4 (86.2%);Skin Irrit. 2 (100%);Eye Irrit. 2A (100%);Acute Tox. 4 (86.2%);STOT SE 3 (86.2%)

Regulatory information

Regulatory Information · 1 item

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

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 1 item

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

U.S. Production2023: <50,000 lb;2022: <50,000 lb;2021: 50,000 - <250,000 lb;2020: <50,000 lb
Industry UsesPlating agent
General Manufacturing Information · 2 items

Computer and Electronic Product Manufacturing

Methanaminium, N,N,N-trimethyl-, fluoride (1:1): ACTIVE

Applications · 3 items

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)

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
杭州埃肯新材料有限公司15258847994
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
衢州明锋化工有限公司0570-3062502 13819002126;13819008176 · [email protected]

Related reactions

137 records

Compound notes

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