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235946

Sigma-Aldrich

Tetramethylammonium iodide

99%

Synonym(s):

N,N,N-trimethyl-methanaminium iodide, TMAI

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About This Item

Linear Formula:
(CH3)4N(I)
CAS Number:
75-58-1
Molecular Weight:
201.05
Beilstein/REAXYS Number:
3620030
EC Number:
200-881-3
MDL number:
MFCD00011629
UNSPSC Code:
12352116
PubChem Substance ID:
24854126
NACRES:
NA.22

assay

99%

form

solid

mp

>300 °C (lit.)

SMILES string

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

InChI

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

InChI key

RXMRGBVLCSYIBO-UHFFFAOYSA-M

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Related Categories

Application

Facile iodination of aromatic compounds including anilines, acids and alcohols.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Abdol R Hajipour et al.
The Journal of organic chemistry, 67(24), 8622-8624 (2002-11-26)
Tetramethylammonium dichloroiodate (1, TMADCI) as a mild and efficient iodination reagent was prepared. Iodination of different aromatic compounds with this reagent takes place fast and with high yields under solvent-free conditions.
Wei Shen et al.
Chemical communications (Cambridge, England), 49(73), 8114-8116 (2013-08-08)
A simple and low-cost colorimetric assay utilizing ferrofluidic nanoparticulate probes (FNPs) and a ligase for single-nucleotide polymorphism genotyping is described. Excellent sensitivity and selectivity were accomplished through the engagement of the FNPs and a ligase chain reaction.
Marco I Ries et al.
The Journal of biological chemistry, 288(52), 37289-37295 (2013-11-15)
Metabolic profiling and structural elucidation of novel secondary metabolites obtained from derived deletion strains of the filamentous fungus Penicillium chrysogenum were used to reassign various previously ascribed synthetase genes of the roquefortine/meleagrin pathway to their corresponding products. Next to the
Jacob O Fierer et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(13), E1176-E1181 (2014-03-19)
Individual proteins can now often be modified with atomic precision, but there are still major obstacles to connecting proteins into larger assemblies. To direct protein assembly, ideally, peptide tags would be used, providing the minimal perturbation to protein function. However
Markus Welcker et al.
Genes & development, 27(23), 2531-2536 (2013-12-04)
The Fbw7 tumor suppressor targets a broad network of proteins for ubiquitylation. Here we show critical functions for Fbw7 dimerization in regulating the specificity and robustness of degradation. Dimerization enables Fbw7 to target substrates through concerted binding to two suboptimal
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