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Merck
CN

217344

Trichloroacetamide

99%

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About This Item

Linear Formula:
Cl3CCONH2
CAS Number:
Molecular Weight:
162.40
EC Number:
209-849-3
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1754028
MDL number:
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InChI key

UPQQXPKAYZYUKO-UHFFFAOYSA-N

InChI

1S/C2H2Cl3NO/c3-2(4,5)1(6)7/h(H2,6,7)

SMILES string

NC(=O)C(Cl)(Cl)Cl

assay

99%

form

solid

bp

238-240 °C (lit.)

mp

139-141 °C (lit.)

General description

Trichloroacetamide is the major degradation product of trichloroacetonitrile.

Application

Trichloroacetamide was used in microarray-based transcriptomics and one-dimensional proton nuclear magnetic resonance based metabonomics to investigate the health effects of nitrogenous disinfection byproducts of trichloroacetamide in mice.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Joseph J Topczewski et al.
Journal of the American Chemical Society, 133(48), 19318-19321 (2011-11-09)
A rapid allylic fluorination method utilizing trichloroacetimidates in conjunction with an iridium catalyst has been developed. The reaction is conducted at room temperature under ambient air and relies on Et(3)N·3HF reagent to provide branched allylic fluorides with complete regioselectivity. This
Jeffrey S Arnold et al.
Chemical communications (Cambridge, England), 48(94), 11531-11533 (2012-10-24)
We report the chiral diene ligated rhodium-catalyzed dynamic kinetic asymmetric transformation (DYKAT) of racemic secondary allylic trichloroacetimidates with a variety of N-methyl anilines, providing allylic N-methyl arylamines in high yields, regioselectivity, and enantiomeric excess. The rhodium-catalyzed DYKAT method addresses limitations
Tatsuya Komori et al.
Carbohydrate research, 344(12), 1453-1463 (2009-06-30)
A first systematic synthesis of the glycan parts of the a-series gangliosides (GT1a, GD1a, and GM1) utilizing the newly developed N-Troc-protected GM3 and galactosaminyl building blocks is described. The key processes, including the assembly of the GM2 sequence and its
Yan Zhang et al.
Environmental science & technology, 47(6), 2918-2924 (2013-02-15)
Microarray-based transcriptomics and one-dimensional proton nuclear magnetic resonance ((1)H NMR) based metabonomics approaches were employed to investigate the health effects of nitrogenous disinfection byproducts (N-DBPs) of trichloroacetamide (TCAcAm) on mice. Mice were exposed to TCAcAm at concentrations of 50, 500
Nihan Celebi-Olçüm et al.
The Journal of organic chemistry, 74(18), 6944-6952 (2009-08-20)
Density functional theory calculations were used to investigate the [3,3]- and [1,3]-shifts of O-allylic trichloroacetimidates in the presence of cinchona alkaloids. Thermal [1,3]- and [3,3]-rearrangements proceed through concerted pseudopericyclic transition states to give the corresponding rearranged products. [1,3]-Rearrangement is catalyzed

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