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T7505

Sigma-Aldrich

Tetramethylammonium hydroxide pentahydrate

≥97%

Synonym(s):

TMAH

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About This Item

Linear Formula:
(CH3)4N(OH) · 5H2O
CAS Number:
10424-65-4
Molecular Weight:
181.23
Beilstein:
3714235
EC Number:
200-882-9
MDL number:
MFCD00149566
UNSPSC Code:
12161900
PubChem Substance ID:
24900455
NACRES:
NA.25

vapor density

1.1 (vs air)

Quality Level

200

description

non-ionic

Assay

≥97%

autoignition temp.

878 °F

mol wt

181.23 g/mol

expl. lim.

36 %

mp

67-70 °C (lit.)

SMILES string

O.O.O.O.O.[OH-].C[N+](C)(C)C

InChI

1S/C4H12N.6H2O/c1-5(2,3)4;;;;;;/h1-4H3;6*1H2/q+1;;;;;;/p-1

InChI key

MYXKPFMQWULLOH-UHFFFAOYSA-M

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General description

Tetramethylammonium hydroxide (TMAOH) is an ion-pairing agent that is usually used in analytical chemistry. It is used in the analysis of marine compounds by thin-layer chromatography-pyrolysis-gas chromatography-mass spectrometry (TLC-pyrolysis-GC/MS) and thermal desorption/capillary GC/inductively coupled plasma mass spectrometry. TMAOH is used in the capillary zone electrophoresis technique for the separation of inorganic anions. Some studies report the oligonucleotide reassociation in the presence of TMAOH. TMAOH aids in the synthesis of organic and inorganic compounds, such as vinyl halides and tetramethylammonium dithiocarboxylates. It is useful in the preparation of iron oxide nanoparticles for use as magnetic resonance imaging contrast agents.

Application

Tetramethylammonium hydroxide pentahydrate has been used in a study to assess strains of Pseudomnas species by a single-step gas chromatographic characterization procedure. It has also been used in a study to investigate solid-state metal hydride batteries nickel oxyhydroxide-metal hydride and manganese dioxide-metal hydride.
Tetramethylammonium hydroxide pentahydrate has been used in the synthesis of silicalite-1 seed crystals.

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B - STOT RE 1 Dermal - STOT SE 1

Target Organs

Central nervous system

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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T J Wade et al.
Applied microbiology, 27(2), 303-311 (1974-02-01)
Strains of saccharolytic and nonsaccharolytic Pseudomonas species were examined by a new single-step gas chromatographic characterization procedure. Cells were digested in a methanolic solution of tetramethylammonium hydroxide pentahydrate, and the digestates were subjected to gas-liquid chromatographic analysis. The chromatograms were
Solid-state metal hydride batteries using tetramethylammoniumhydroxidepentahydrate
Kuriyama, N., et al.
Solid State Ionics, 53-56, 688-688 (1992)
High conductivity and phase transitions of tetramethylammoniumhydroxidepentahydrate, (CH3)4NOH?5H2O
Kuriyama, N., et al.
Solid State Ionics, 40-41, 906-906 (1990)
ZuLiang Chen et al.
Analytical and bioanalytical chemistry, 375(1), 182-187 (2003-01-10)
In this paper, the use of an ion-pairing reagent to improve the separation selectivity of inorganic anions in CZE was demonstrated by the addition of tetramethylammonium hydroxide (TMAOH) to the electrolyte. The separation of inorganic anions (Cl(-), I(-), Br(-), NO(2)(-)
Markus Welcker et al.
Genes & development, 27(23), 2531-2536 (2013-12-04)
The Fbw7 tumor suppressor targets a broad network of proteins for ubiquitylation. Here we show critical functions for Fbw7 dimerization in regulating the specificity and robustness of degradation. Dimerization enables Fbw7 to target substrates through concerted binding to two suboptimal
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