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Tetramethylammonium hydroxide information


Tetramethylammonium hydroxide
Names
IUPAC name
N,N,N-Trimethylmethanaminium hydroxide
Other names
tetramethylammonium hydroxide
Identifiers
CAS Number
  • 75-59-2 checkY
  • 10424-66-5 (trihydrate) ☒N
  • 10424-65-4 (pentahydrate) checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 54928 checkY
ECHA InfoCard 100.000.803 Edit this at Wikidata
PubChem CID
  • 60966
UNII
  • 5GKP7317Q2 checkY
  • B2HKT2LCKQ (pentahydrate) checkY
CompTox Dashboard (EPA)
  • DTXSID3029108 Edit this at Wikidata
InChI
  • InChI=1S/C4H12N.H2O/c1-5(2,3)4;/h1-4H3;1H2/q+1;/p-1 checkY
    Key: WGTYBPLFGIVFAS-UHFFFAOYSA-M checkY
  • InChI=1/C4H12N.H2O/c1-5(2,3)4;/h1-4H3;1H2/q+1;/p-1
    Key: WGTYBPLFGIVFAS-REWHXWOFAQ
SMILES
  • C[N+](C)(C)C.[OH-]
Properties
Chemical formula
C4H13NO
Molar mass 91.154 g·mol−1
Density ~ 1.015 g/cm3 (20-25% aqueous solution)
Melting point 67 °C (153 °F; 340 K) (pentahydrate)
Boiling point decomposes
Solubility in water
high
Hazards
GHS labelling:
Pictograms
GHS05: Corrosive GHS06: Toxic

[1]

Signal word
Danger[1]
Hazard statements
H300, H311, H314[1]
Precautionary statements
P260, P264, P270, P280, P301+P310, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P322, P361, P363, P405, P501[1]
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 0: Will not burn. E.g. waterInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
0
0
Safety data sheet (SDS) Sigma-Aldrich MSDS for TMAH·5H2O
Related compounds
Other anions
tetramethylammonium chloride
Other cations
tetraethylammonium hydroxide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Tetramethylammonium hydroxide (TMAH or TMAOH) is a quaternary ammonium salt with molecular formula N(CH3)4+ OH. It is commonly encountered in form of concentrated solutions in water or methanol. TMAH in solid state and its aqueous solutions are all colorless, but may be yellowish if impure. Although TMAH has virtually no odor when pure, samples often have a strong fishy smell due to presence of trimethylamine which is a common impurity. TMAH has several diverse industrial and research applications.

  1. ^ a b c d Sigma-Aldrich Co., Tetramethylammonium hydroxide pentahydrate. Retrieved on 2015-04-06.

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be produced by mixing cold, dilute perchloric acid with cold tetramethylammonium hydroxide, the reaction will lead to a white precipitation. The perchlorate...

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indicated by the stability of the hydroxide salts such as tetramethylammonium hydroxide and tetrabutylammonium hydroxide even at elevated temperatures. The...

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Potassium superoxide

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chlorides to diacyl peroxides. Ion exchange with tetramethylammonium hydroxide gives tetramethylammonium superoxide, a yellow solid. The Russian Space Agency...

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carnitine. Trimethylamine is used in the synthesis of choline, tetramethylammonium hydroxide, plant growth regulators, herbicides, strongly basic anion exchange...

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etching of monocrystalline silicon, such as with potassium hydroxide or tetramethylammonium hydroxide. This process is used in texturing of silicon solar cells...

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chemically resistant/insoluble towards developers, such as tetramethylammonium hydroxide (TMAH). Sub-10 nm patterning is achievable with HSQ. The nanoscale...

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Hydrogen bond

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account for the fact that trimethylammonium hydroxide is a weaker base than tetramethylammonium hydroxide. The description of hydrogen bonding in its...

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Magnetorheological fluid

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mixture of an alkaline solution (usually potassium hydroxide or metal ion-free tetramethylammonium hydroxide) and an organic additive to increase etching anisotropy...

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List of reagents

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a catalyst for palladium-catalyzed coupling reactions Tetramethylammonium hydroxide a quaternary ammonium salt; used as an anisotropic etchant of...

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