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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
Pricing and availability is not currently available.

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW5220
MKCV2454
MKCS1253
MKCQ2224
MKCN0479

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Tetraethylammonium hydroxide solution ~1.0 M (CH3CH2)4NOH in H2O, electrochemical grade

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Tetraethylammonium hydroxide solution

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
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
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
L Lemée et al.
Bioresource technology, 117, 234-241 (2012-05-24)
Lignocellulosic biomass was submitted to a biological pretreatment prior to a catalytic hydroliquefaction in order to produce biofuel. The biodegradation process was conducted over 3 months in a reactor under controlled conditions. During the biodegradation process the organic matter was
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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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