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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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250 ML
$54.10
1 L
$168.00

$54.10

Available to ship onMay 20, 2025Details

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250 ML
$54.10
1 L
$168.00

About This Item

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

$54.10

Available to ship onMay 20, 2025Details

Request a Bulk Order

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.

signalword

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

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW5220
MKCV2454
MKCS1253
MKCQ2224
MKCN0479

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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
Qin Chen et al.
Bioresource technology, 117, 186-192 (2012-05-23)
The aim of this study was to explore the synergies of laccase, a ligninolytic enzyme, with cellulose and hemicellulase amendments on ensiled corn stover. Molecular signals of lignin decomposition were observed by tetramethylammonium hydroxide thermochemolysis and gas chromatography-mass spectroscopy (TMAH-GC-MS)
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
Mei Fang et al.
Nanotechnology, 23(14), 145601-145601 (2012-03-22)
Magnetite nanoparticles have been prepared by co-precipitation using a custom-designed jet mixer to achieve rapid mixing (RM) of reactants in a timescale of milliseconds. The quick and stable nucleation obtained allows control of the particle size and size distribution via
Man Xu et al.
Environmental science & technology, 47(1), 110-118 (2012-06-12)
Elucidating dissolution kinetics and mechanisms at carbonate mineral-water interfaces is essential to many environmental and geochemical processes, including geologic CO(2) sequestration in deep aquifers. In the present work, effects of background electrolytes on dolomite (CaMg(CO(3))(2)) reactivity were investigated by measuring
View All Related Papers

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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