61925-88-0

Basic information

• Product Name: 2,3,5-TRICHLOROPHENOL ACETATE
• Synonyms: 2,3,5-Trichlorophenol acetate; 2,3,5-TRICHLOROPHENYL ACETATE; Acetic acid, 2,3,5-trichlorophenyl ester; Phenol, 2,3,5-trichloro, acetate; Phenol, 2,3,5-trichloro-, acetate
• CAS NO: 61925-88-0
• Molecular Formula: C₈H₅Cl₃O₂
• Molecular Weight: 239.48
• Mol File: 61925-88-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 309.7°C at 760 mmHg
• Flash Point: 133.9°C
• Appearance: /
• Density: 1.469g/cm³
• Vapor Pressure: 0.000627mmHg at 25°C
• Refractive Index: 1.554
• CAS DataBase Reference: 2,3,5-TRICHLOROPHENOL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-TRICHLOROPHENOL ACETATE(61925-88-0)
• EPA Substance Registry System: 2,3,5-TRICHLOROPHENOL ACETATE(61925-88-0)

Safety Data

• Hazardous Substances Data: 61925-88-0(Hazardous Substances Data)

Usage

General Description

2,3,5-Trichlorophenol acetate is a chemical compound that is derived from trichlorophenol, which is a type of phenol with three chlorine atoms attached. It is commonly used as a fungicide, insecticide, and herbicide, and is also used in the production of other chemicals. 2,3,5-TRICHLOROPHENOL ACETATE is a white crystalline substance with a slightly sweet odor, and it is soluble in organic solvents but insoluble in water. It is considered to be toxic to aquatic organisms and has the potential to bioaccumulate in the environment. 2,3,5-Trichlorophenol acetate is regulated by various environmental agencies due to its potential adverse effects on human health and the environment.

InChI:InChI=1/C8H5Cl3O2/c1-4(12)13-7-3-5(9)2-6(10)8(7)11/h2-3H,1H3

Upstream product

• 108-24-7 acetic anhydride 
• 58200-72-9 potassium salt of 2,3,5-trichlorophenol 
• 933-78-8 2,3,5-trichlorophenol 
• 64-19-7 acetic acid 
• 4232-27-3 2,4-dinitrophenyl acetate 
• 100414-67-3 2,3,5-trichlorophenoxide ion 
• 830-03-5 4-nitrophenol acetate 
• 60386-78-9 4-chloro-2-nitrophenyl acetate 

Downstream Products

• 933-78-8 2,3,5-trichlorophenol 
• 64-19-7 acetic acid 
• 1119-49-9 N-butylacetamide 
• 108-24-7 acetic anhydride 
• 58200-72-9 potassium salt of 2,3,5-trichlorophenol 

Relevant articles and documents

Binding Affinities and Spectroscopy of Complexes Formed by Polysiloxanes with Aniline and Chlorophenol Acetates

Abstract: The theoretical binding energies of the complexes formed by polysiloxanes with aniline and chlorophenol acetates were calculated at B3LYP/6-31G(d, p) level after the basis set superposition error (BSSE) based on B3LYP/6-31G(d) optimized geometri

Kinetics and Equilibria of Reactions between Acetic Anhydride and Substituted Phenolate Ions in Aqueous and Chlorobenzene Solutions

Potassium acetate, solubilised in chlorobenzene by 18-crown-6, displaces the phenolate ion from substituted phenyl acetates by a second-order (kCl-2) process.Potassium phenolate ions, under similar conditions, react with acetic anhydride via a second order (kCl2) to yield the phenyl acetate.The concentration of the crown does not affect the reactivity unless it is not sufficient to solubilise the reactants.The rate constants correlate with the ionisation of the substituted phenols in water: log kCl2=1.60+/-0.23pKArOH(aq)a - 9.06+/-1.4 log kCl-2=-0.97+/-0.12pKArOH(aq)a + 4.78+/-0.78.The equilibrium constant for transfer of the acetyl group between phenolate ions and acetic anhydride in chlorobenzene has a Broensted βCleq of 2.6 measured against pKArOH(aq)a.The second-order rate constants (k2aq) have been measured for the reaction of substituted phenolate ions with acetic anhydride in water and they obey the Broensted equation: log (k2aq) = 0.56 +/- 0.06 pKArOH(aq)a - 2.52 +/- 0.51 Comparison of the value of the Broensted exponent for the equilibrium constant in chlorobenzene (β = 2.6) compared with that for aqueous solution (β = 1.7) indicates a greater development of effective charge consistent with the weaker solvating power of chlorobenzene.The reaction of substituted phenoxide ion with acetic anhydride has a Leffler α value of 0.33 and 0.62 for aqueous and chlorobenzene solutions, respectively, indicating a more advanced bond formation in the transition state of the reaction in the latter solvent even though the reactions in chlorobenzene are faster than in water.

An Open Transition State in Carbonyl Acyl Group Transfer in Aqueous Solution

The second-order rate constants have been measured for the reaction of substituted phenolate ions with 2,4-dinitrophenyl acetate, 2,4-dinitrophenyl 4-methoxy-2,6-dimethylbenzoate and acetic anhydride in aqueous solution at 25 deg C.The data are over a wide range of phenolate ion basicity and obey good Broensted equations which have βnuc values of, respectively, 0.57 +/- 0.03, 0.15 +/- 0.07 and 0.59 +/- 0.05.The principal conclusion of this work is that the identity reaction of 2,4-dinitrophenolate ion with 2,4-dinitrophenyl 4-methoxy-2,6-dimethylbenzoate has anopen transition state, namely one with very weak bonds to entering and departing ligands.The transition state possesses a Kreevoy tightness parameter (τ) of 0.18.The open transition state arises from the stabilising effect of the acyl group substituents on the benzoylium ion and their destabilising effect on the putative tetrahedral intermediate as well as the weak basicities of the nucleophile and nucleofuge.This is the first example of an open transition state in an acyl group transfer which does not require the assistance of a negatively charged internal nucleophile.The data for 2,4-dinitrophenyl acetate may be employed to calculate an identity rate constant (kii) for the reaction of 2,4-dinitrophenolate ion with the ester.This data may be fitted to a theoretical Lewis-Kreevoy plot (log kii vs. pKi) possessing both positive and negative values of βii (slope of the line).Microscopic medium effects place a limit to the accuracy of predictions of rate constants, including kii, from linear free energy relationships.