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426318

Sigma-Aldrich

Tetramethylammonium hydroxide solution

ACS reagent

Synonym(s):

N,N,N-trimethyl-methanaminium hydroxide, TMAH, TMAOH

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About This Item

Linear Formula:
(CH3)4N(OH)
CAS Number:
75-59-2
Molecular Weight:
91.15
Beilstein:
3558708
MDL number:
MFCD00008280
UNSPSC Code:
12352100
PubChem Substance ID:
24866695
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

form

liquid

concentration

1.0 M±0.02 M in H2O

ign. residue

≤5 ppm

color

APHA: ≤10

refractive index

n20/D 1.3497

bp

100 °C

density

1.005 g/mL at 25 °C

anion traces

chloride (Cl-): ≤0.03%

cation traces

K: ≤2 ppm
Na: ≤2 ppm

functional group

amine

SMILES string

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

InChI

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

InChI key

WGTYBPLFGIVFAS-UHFFFAOYSA-M

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Application

Tetramethylammonium hydroxide solution can be used as:
  • A reagent in the organocatalyzed photoinduced Birch reduction of arenes to 1,4-cyclohexadienes.
  • A catalyst to synthesize 1,2-dihydro-1-arylnaphtho-oxazine-3-one derivatives via one-pot three-component condensation reaction of 2-naphthol, aromatic aldehydes, and urea.
  • A peptizing agent for magnetite nanoparticles to promote repulsive stabilization forces.
  • A template in the hydrothermal synthesis of hierarchical zeolite T aggregates with different sizes.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - STOT RE 2 Dermal - STOT SE 2

Target Organs

Central nervous system, Liver,thymus

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Poisonous substance

PRTR

Class I Designated Chemical Substances

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

426318-VAR:
426318-1L:4548173321189
426318-BULK:
426318-250ML:4548173321196

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ2224
MKCN0479
MKCK9110
SHBK5059
SHBK1930

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Lulu Xie et al.
Science (New York, N.Y.), 342(6156), 373-377 (2013-10-19)
The conservation of sleep across all animal species suggests that sleep serves a vital function. We here report that sleep has a critical function in ensuring metabolic homeostasis. Using real-time assessments of tetramethylammonium diffusion and two-photon imaging in live mice
Hui Chong et al.
Langmuir : the ACS journal of surfaces and colloids, 28(4), 2091-2098 (2011-11-08)
A new water-soluble conjugated polymer containing fluorene and boron-dipyrromethene repeat units in the backbones (PBF) that exhibits red emission was synthesized and characterized. Cationic PBF forms uniform nanoparticles with negatively charged disodium salt 3,3'-dithiodipropionic acid (SDPA) in aqueous solution through
Marta Matvienko et al.
PloS one, 8(2), e55913-e55913 (2013-02-15)
Several applications of high throughput genome and transcriptome sequencing would benefit from a reduction of the high-copy-number sequences in the libraries being sequenced and analyzed, particularly when applied to species with large genomes. We adapted and analyzed the consequences of
Konrad Rykaczewski et al.
Langmuir : the ACS journal of surfaces and colloids, 29(3), 881-891 (2012-12-25)
The prospect of enhancing the condensation rate by decreasing the maximum drop departure diameter significantly below the capillary length through spontaneous drop motion has generated significant interest in condensation on superhydrophobic surfaces (SHS). The mobile coalescence leading to spontaneous drop
Lina Barreto et al.
Eukaryotic cell, 10(9), 1241-1250 (2011-07-05)
Potassium homeostasis is crucial for living cells. In the yeast Saccharomyces cerevisiae, the uptake of potassium is driven by the electrochemical gradient generated by the Pma1 H(+)-ATPase, and this process represents a major consumer of the gradient. We considered that
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