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Merck
CN

79267

Trimethylphenylammonium hydroxide solution

~25% in H2O (1.68 M)

Synonym(s):

Phenyltrimethylammonium hydroxide, TMAH

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About This Item

Linear Formula:
(CH3)3N(OH)C6H5
CAS Number:
1899-02-1
Molecular Weight:
153.22
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
57652783
MDL number:
MFCD00041899
Beilstein/REAXYS Number:
3917033

Key Documents

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Product Name

Trimethylphenylammonium hydroxide solution, ~25% in H2O (1.68 M)

InChI key

HADKRTWCOYPCPH-UHFFFAOYSA-M

SMILES string

[OH-].C[N+](C)(C)c1ccccc1

InChI

1S/C9H14N.H2O/c1-10(2,3)9-7-5-4-6-8-9;/h4-8H,1-3H3;1H2/q+1;/p-1

form

liquid

concentration

~25% in H2O (1.68 M)

refractive index

n20/D 1.395

functional group

amine

Quality Level

100

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Application

Trimethylphenylammonium hydroxide solution can be used to initiate the polymerization of the monomer 1,8-dihydroxymethyl-1,3,5,7-octatetrayne (DHOT) for the preparation of polymer nanospheres. It is also used as a base in the synthesis of alkyl 3-nitroacrylates via aldol reaction with nitroacetaldehyde or nitroacetone.

General description

Trimethylphenylammonium hydroxide solution (TMPAH) is a quaternary ammonium compound that is commonly used as a strong base in organic synthesis. It is also used as a deprotecting agent for the removal of t-butoxycarbonyl (Boc) groups from amino acids or peptides and benzyl protecting groups from alcohols or amines.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

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
BCCH8947
BCCG8458
STBJ9949
STBJ7763
STBJ1017

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Estefanía Noriega-Fernández et al.
Foods (Basel, Switzerland), 10(3) (2021-04-04)
The aim of this work was to evaluate the potential of ultrasound (US), alone or in combination with mild heating and/or EDTA towards reduction of As, Cd, I, and Hg content of Laminaria hyperborea. Concentrations of As, Cd, I, and
Fazel Abdolahpur Monikh et al.
Nature communications, 12(1), 899-899 (2021-02-11)
Analytical limitations considerably hinder our understanding of the impacts of the physicochemical properties of nanomaterials (NMs) on their biological fate in organisms. Here, using a fit-for-purpose analytical workflow, including dosing and emerging analytical techniques, NMs present in organisms are characterized
Seungjoon Chung et al.
International journal of environmental research and public health, 17(12) (2020-06-25)
This study describes an immobilization method of enriched microorganism, for robustly degrading organic compounds, including tetramethyl ammonium hydroxide (TMAH) in electronics wastewater without an increase of total organic carbon (TOC) in effluent. The enriched TMAH degrading bacteria was entrapped inside
Alec N Salt et al.
Journal of the Association for Research in Otolaryngology : JARO, 13(6), 771-783 (2012-09-13)
Perilymph pharmacokinetics was investigated by a novel approach, in which solutions containing drug or marker were injected from a pipette sealed into the perilymphatic space of the lateral semi-circular canal (LSCC). The cochlear aqueduct provides the outlet for fluid flow
Anthony A Mikulec et al.
Otology & neurotology : official publication of the American Otological Society, American Neurotology Society [and] European Academy of Otology and Neurotology, 30(2), 131-138 (2009-01-31)
Drugs applied to the middle ear enter perilymph through the bony otic capsule. Drugs applied intratympanically in humans are thought to enter the cochlea primarily through the round window membrane (RWM). Local drug treatments of the ear are commonly evaluated
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