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217344

Sigma-Aldrich

Trichloroacetamide

99%

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About This Item

Linear Formula:
Cl3CCONH2
CAS Number:
Molecular Weight:
162.40
Beilstein:
1754028
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

99%

form

solid

bp

238-240 °C (lit.)

mp

139-141 °C (lit.)

SMILES string

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

InChI

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

InChI key

UPQQXPKAYZYUKO-UHFFFAOYSA-N

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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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A E Christina et al.
Carbohydrate research, 356, 282-287 (2012-03-16)
Reported is the gram-scale synthesis of tert-butyldiphenylsilyl 4-(N-benzyloxycarbonyl)-amino-2-azido-2,4,6-trideoxy-β-D-galactopyranoside, which represents an orthogonally protected 2,4-diamino-D-fucose building block, a common constituent of various zwitterionic polysaccharides. The building block has been synthesized from D-glucosamine in 19% overall yield over 14 steps, requiring 5
Zheng Liu et al.
Organic letters, 12(13), 2974-2977 (2010-06-04)
Stereocontrolled syntheses of alpha-C-GalCer (2) and its alpha-C-acetylenic analogue 6 were accomplished in high efficiency by a convergent construction strategy from 1-hexadecene and d-galactose. The key transformations include Sonogashira coupling, Sharpless asymmetric epoxidation, and Et(2)AlCl-catalyzed cyclization of an epoxytrichloroacetimidate to
Ophélie Milhomme et al.
Carbohydrate research, 356, 115-131 (2012-02-24)
The synthesis of the anthrax tetrasaccharide, amenable for conjugation, has been envisaged by both [2+2] and [1+3] approaches from D-fucose and L-rhamnose. The successful route reported herein relies on a [1+3] strategy in which the 1,2-trans-glycosidic linkages have been secured
Jeffrey S Cannon et al.
The Journal of organic chemistry, 77(4), 1961-1973 (2012-02-10)
2-Vinylchromanes (1), 2-vinyl-1,4-benzodioxanes (2), and 2,3-dihydro-2-vinyl-2H-1,4-benzoxazines (3) can be prepared in high yields (90-98%) and excellent enantiomeric purities (87-98% ee) by [COP-OAc](2)-catalyzed cyclization of phenolic (E)-allylic trichloroacetimidate precursors. Deuterium-labeling and computational experiments are consistent with these cyclization reactions taking place
Jeffrey S Arnold et al.
Journal of the American Chemical Society, 134(20), 8380-8383 (2012-05-09)
The rhodium-catalyzed regio- and enantioselective amination of racemic tertiary allylic trichloroacetimidates with a variety of aniline nucleophiles is a direct and efficient route to chiral α,α-disubstituted allylic N-arylamines. We describe the first dynamic kinetic asymmetric transformations of racemic tertiary allylic

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