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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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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.
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
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
Chi Nguyen et al.
Nature, 505(7483), 427-431 (2013-12-24)
Acyl carrier protein (ACP) transports the growing fatty acid chain between enzymatic domains of fatty acid synthase (FAS) during biosynthesis. Because FAS enzymes operate on ACP-bound acyl groups, ACP must stabilize and transport the growing lipid chain. ACPs have a
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