422-39-9

Basic information

• Product Name: 2,2-DICHLORO-3,3,3-TRIFLUOROPROPIONIC ACID
• Synonyms: 2,2-DICHLORO-3,3,3-TRIFLUOROPROPIONIC ACID;2,2-dichloro-3,3,3-trifluoropropanoic acid
• CAS NO: 422-39-9
• Molecular Formula: C3HCl2F3O2
• Molecular Weight: 196.94
• Product Categories: C1 to C5;Carbonyl Compounds;Carboxylic Acids
• Mol File: 422-39-9.mol
• Article Data: 1

Chemical Properties

• Melting Point: 26-34 °C
• Boiling Point: 56 °C
• Flash Point: >110℃
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 1.79mmHg at 25°C
• Refractive Index: 1.3900
• CAS DataBase Reference: 2,2-DICHLORO-3,3,3-TRIFLUOROPROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DICHLORO-3,3,3-TRIFLUOROPROPIONIC ACID(422-39-9)
• EPA Substance Registry System: 2,2-DICHLORO-3,3,3-TRIFLUOROPROPIONIC ACID(422-39-9)

Safety Data

• Hazard Codes: Xi,C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN3265
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 422-39-9(Hazardous Substances Data)

Usage

General Description

2,2-Dichloro-3,3,3-trifluoropropionic acid is a chemical compound with the molecular formula C3H3Cl2F3O2. It is a white crystalline solid that is commonly used as a building block for the synthesis of various organic compounds. It is also used as a herbicide and pesticide, particularly for controlling grass and weed growth in agriculture. This chemical is known for its strong acidity and ability to inhibit the growth of certain plant species. However, it is also considered to be toxic to aquatic organisms and should be handled with care to prevent 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 articles and documents

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.