Skip to Content
Merck

Skip To

426318

Sigma-Aldrich

Tetramethylammonium hydroxide solution

ACS reagent

Synonym(s):

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

Sign Into View Organizational & Contract Pricing

About This Item

Linear Formula:
(CH3)4N(OH)
CAS Number:
Molecular Weight:
91.15
Beilstein:
3558708
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
Pricing and availability is not currently available. Contact Technical Service
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

grade

ACS reagent

Quality Level

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%

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
328251331635254533
concentration

1.0 M±0.02 M in H2O

concentration

10 wt. % in H2O

concentration

25 wt. % in H2O

concentration

1.0 M in H2O

grade

ACS reagent

grade

-

grade

-

grade

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

form

liquid

form

-

form

liquid

form

liquid

cation traces

K: ≤2 ppm, Na: ≤2 ppm

cation traces

-

cation traces

-

cation traces

-

bp

100 °C

bp

-

bp

-

bp

-

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Hassan M Badawi et al.
Journal of molecular modeling, 8(2), 44-49 (2002-05-29)
The conformational stability and vibrational infrared and Raman spectra of trichloroacetyl isocyanate (CCl3CONCO) were investigated by ab initio MP2 and density functional B3LYP calculations using the 6-311++G** basis set. From the potential energy scans of the internal rotations in both
NMR spectral studies-XII: Trichloroacetyl isocyanate as an in situ derivatizing reagent for 13C NMR spectroscopy of alcohols, phenols and amines.
Bose AK and Srinivasan PR.
Tetrahedron, 31(24), 3025-3029 (1975)
Tatsuya Shirahata et al.
Carbohydrate research, 345(6), 740-749 (2010-03-09)
Efficient catalytic and stereoselective glycosylation was achieved by activating a glycosyl N-trichloroacetylcarbamate with a catalytic amount of Lewis acid in the presence of a glycosyl acceptor and 5A molecular sieves. Catalytic one-pot dehydrative glycosylation of a 1-hydroxy carbohydrate was achieved
Tetrahedron Letters, 48, 65-65 (2007)
[2+ 2] Cycloaddition of trichloroacetyl isocyanate to glycals.
Chmielewski M and Kaluza Z.
Carbohydrate Research, 167, 143-152 (1987)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service