422-39-9

Usage

Uses

Used in Chemical Synthesis:
2,2-Dichloro-3,3,3-trifluoropropionic acid is used as a building block for the synthesis of various organic compounds, contributing to the creation of a wide range of chemical products due to its reactive functional groups.
Used in Agriculture:
In the agricultural industry, 2,2-Dichloro-3,3,3-trifluoropropionic acid is used as a herbicide and pesticide for controlling grass and weed growth. Its strong acidity enables it to inhibit the growth of certain plant species, making it a valuable tool for crop management.
Environmental Considerations:
2,2-Dichloro-3,3,3-trifluoropropionic acid is recognized for its potential toxicity to aquatic organisms. Therefore, it is used with caution and proper handling procedures are essential to minimize the risk of environmental contamination.

InChI:InChI=1/C3HCl2F3O2/c4-2(5,1(9)10)3(6,7)8/h(H,9,10)

Upstream product

• 354-58-5 1,1,1-Trichloro-2,2,2-trifluoroethane 
• 124-38-9 carbon dioxide 
• 422-36-6 2,2-dichloro-3,3,3-trifluoro-propionyl chloride 

Relevant academic research and scientific papers

Syntheses of (Z)- and (E)-4-amino-2-(trifluoromethyl)-2-butenoic acid and their inactivation of γ-aminobutyric acid aminotransferase

(Z)- and (E)-4-amino-2-(trifluoromethyl)-2-butenoic acid (4Scheme 1Proposed mechanism of inactivation of GABA-AT by 1 or 4.Scheme 2Synthesis of 4 and 5. (i) Zn, CO2, DMF; (ii) aq. HCl; (iii) (CH3)2C=CH2, concd H2SO4, CH2Cl2; (iv) KOH, EtOH; (v) allyl bromide, DMF, 100°C; (vi) O3, -78°C, CH2Cl2; (vii) Me2S; (viii) Zn-Cu, Ac2O, 4 A molecular sieves, THF, 66°C; (ix) C18 reversed-phase HPLC; (x) TFA, CH2Cl2; (xi) Dowex 50.Scheme 3Proposed mechanism of inactivation of GABA-AT by 4 with release of activated species. and 5, respectively) were synthesized and investigated as potential mechanism-based inactivators of γ-aminobutyric acid aminotransferase (GABA-AT) in a continuing effort to map the active site of this enzyme. The core α-trifluoromethyl-α,β-unsaturated ester moiety was prepared via a Reformatsky/reductive elimination coupling of the key intermediates tert-butyl 2,2-dichloro-3,3,3-trifluoropropionate and N,N-bis(tert-butoxycarbonyl)glycinal. Both 4 and 5 inhibited GABA-AT in a time-dependent manner, but displayed non-pseudo-first-order inactivation kinetics; initially, the inactivation rate increased with time. Further investigation demonstrated that the actual inactivator is generated enzymatically from 4 or 5. This inactivating species is released from the active site prior to inactivation, and as a result, 4 and 5 cannot be defined as mechanism-based inactivators. Furthermore, 4 and 5 are alternate substrates for GABA-AT, transaminated by the enzyme with K(m) values of 0.74 and 20.5 mM, respectively. Transamination occurs approximately 276 and 305 times per inactivation event for 4 and 5, respectively. The enzyme also catalyzes the elimination of the fluoride ion from 4 and 5. A mechanism to account for these observations is proposed. Copyright (C) 1999 Elsevier Science Ltd.