15166-50-4

Basic information

• Product Name: 2-(2,2,2-TrichloroacetaMido)acetic acid
• Synonyms: 2-(2,2,2-TrichloroacetaMido)acetic acid
• CAS NO: 15166-50-4
• Molecular Formula: C₄H₄Cl₃NO₃
• Molecular Weight: 220.43846
• Mol File: 15166-50-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 131-132 °C
• Boiling Point: 373.2°Cat760mmHg
• Flash Point: 179.5°C
• Appearance: /
• Density: 1.704g/cm³
• Vapor Pressure: 1.35E-06mmHg at 25°C
• Refractive Index: 1.535
• PKA: 3.24±0.10(Predicted)
• CAS DataBase Reference: 2-(2,2,2-TrichloroacetaMido)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,2,2-TrichloroacetaMido)acetic acid(15166-50-4)
• EPA Substance Registry System: 2-(2,2,2-TrichloroacetaMido)acetic acid(15166-50-4)

Safety Data

• Hazardous Substances Data: 15166-50-4(Hazardous Substances Data)

Usage

Type of chemical

Herbicide and crop desiccant

Selectivity

Non-selective, meaning it can kill a wide variety of plants

Mode of action

Inhibits an enzyme involved in the synthesis of amino acids, which are essential for plant growth

Safety for humans and animals

Considered relatively safe when used according to label instructions

Potential health issues

Some studies have suggested potential links to cancer and reproductive problems

Environmental concerns

Implicated in the decline of certain plant and animal species

Regulatory actions

Ongoing discussions and regulatory actions regarding the use and safety of glyphosate in agriculture and other applications.

InChI:InChI=1/C4H4Cl3NO3/c5-4(6,7)3(11)8-1-2(9)10/h1H2,(H,8,11)(H,9,10)

Upstream product

• 56-40-6 glycine 
• 4124-31-6 trichloroacetic acid anhydride 
• 39089-56-0 2,2,2-trichloro-N-(2-propenyl)acetamide 
• 76-02-8 trifluoroacetyl chloride 
• 10112-13-7 phenyl trichloroacetate 
• 116-16-5 1,1,1,3,3,3-hexachloro-propan-2-one 

Downstream Products

• 6000-43-7 2-aminoethanoic acid hydrochloride 

Relevant articles and documents

Immunohistochemical localization of trichloroacylated protein adducts in tetrachloroethene-treated mice

Tetrachloroethene (PCE), a common industrial solvent and environmental contaminant, is primarily used in the dry-cleaning industry. The toxicity of PCE has been linked to vision disorders, renal and hepatic cancer, and autoimmune diseases. Although the mechanism of toxicity is not fully understood, PCE forms trichloroacylated protein adducts in tissues where toxicity is known to occur. These adducts may be responsible for toxicity by altering the function of cellular proteins. Using Western blot analysis, formation of trichloroacylated protein adducts has been reported. To determine the localization of the adducts in a specific zone of a tissue, immunohistochemical staining was used in the study. An antiserum to trichloroacylated proteins was raised in rabbits and its specificity was established by enzyme-linked immunosorbent assay (ELISA). Female MRL-Ipr/Ipr and MRL +/+ mice were treated with PCE using a single 5-mmol/kg dose over 24 h or on every fourth day for 6 wk (total 20 doses). Formation of trichloroacylated protein adducts was observed in the liver, and localized to the centrilobular zones. Intensity and circumference of the staining around the central vein were much greater in subchronically treated mice than in acutely treated mice. No immunochemical reactivity was observed in any of the other tissues examined. This study shows that hepatic trichloroacylated protein adducts are localized in a region of the liver where PCE-mediated toxicity is known to occur. Immunohistochemical localization of these adducts and its association with PCE-induced toxicity support the contention that adducts may contribute to toxicity.

Trichloroacetylation of dipeptides by hexachloroacetone in dimethyl sulfoxide under neutral conditions.

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