777-08-2

Basic information

• Product Name: (2,4,5-trichlorophenoxy)acetyl chloride
• CAS NO: 777-08-2
• Molecular Formula: C₈H₄Cl₄O₂
• Molecular Weight: 273.9282
• Mol File: 777-08-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 328.2°C at 760 mmHg
• Flash Point: 139.1°C
• Density: 1.571g/cm³
• Vapor Pressure: 0.000193mmHg at 25°C
• Refractive Index: 1.569
• CAS DataBase Reference: (2,4,5-trichlorophenoxy)acetyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (2,4,5-trichlorophenoxy)acetyl chloride(777-08-2)
• EPA Substance Registry System: (2,4,5-trichlorophenoxy)acetyl chloride(777-08-2)

Safety Data

• Hazardous Substances Data: 777-08-2(Hazardous Substances Data)

Usage

General Description

(2,4,5-trichlorophenoxy)acetyl chloride, also known as 2,4,5-T acetyl chloride, is a chemical compound used in the synthesis of herbicides. It is derived from 2,4,5-trichlorophenoxyacetic acid, a synthetic auxin used to control broadleaf weeds. (2,4,5-trichlorophenoxy)acetyl chloride is a highly reactive and toxic compound, and should be handled with care. It is also a known carcinogen and can cause skin and eye irritation upon contact. The compound is commonly used in the production of herbicides and has been the subject of controversy and regulation due to its environmental and health impacts.

Upstream product

• 93-76-5 2,4,5-Trichlorophenoxyacetic acid 
• 7719-09-7 thionyl chloride 
• 95-95-4 2,4,5-trichlorophenol 

Downstream Products

• 1928-39-8 ethyl 2,4,5-trichlorophenoxyacetate 
• 66789-75-1 N-[(2,4,5-trichloro-phenoxy)-acetyl]-L-alanine 
• 114998-56-0 N-[(2,4,5-trichloro-phenoxy)-acetyl]-D-alanine 
• 114998-57-1 N-[(2,4,5-trichloro-phenoxy)-acetyl]-DL-alanine 
• 100483-40-7 N-[(2,4,5-trichloro-phenoxy)-acetyl]-DL-valine 
• 100100-92-3 N-[(2,4,5-trichloro-phenoxy)-acetyl]-DL-serine 
• 109819-52-5 N,S-bis-[(2,4,5-trichloro-phenoxy)-acetyl]-cysteine 
• 66789-78-4 N-[(2,4,5-trichloro-phenoxy)-acetyl]-D-leucine 
• 66789-78-4 N-[(2,4,5-trichloro-phenoxy)-acetyl]-L-leucine 
• 5447-11-0 N-[(2,4,5-trichloro-phenoxy)-acetyl]-D-methionine 
• 5447-11-0 N-[(2,4,5-trichloro-phenoxy)-acetyl]-L-methionine 
• 100568-90-9 N-[(2,4,5-trichloro-phenoxy)-acetyl]-DL-methionine 
• 109980-78-1 N^α,N^ε-bis-[(2,4,5-trichloro-phenoxy)-acetyl]-L-lysine 
• 117146-35-7 N^α-[(2,4,5-trichloro-phenoxy)-acetyl]-D-asparagine 

Relevant articles and documents

Synthesis and insecticidal activity of rotenone analogues

Rotenone, one of traditional botanical insecticide, has been used more than one hundred years. A variety of rotenone derivatives were designed and synthesized in recent years due to environmental benign character and not easy to generate insecticide resistance. This paper described the molecular design, synthesis, and insecticidal activities of a series of rotenone analogues and 2-substituted rotenone derivatives. The preliminary bioassay showed that isorotenone and 2-rotenone nicotinate is equal to rotenone's against Musca domestica.

Discovery of a novel series of phenyl pyrazole inner salts based on fipronil as potential dual-target insecticides

A series of novel phenyl pyrazole inner salt derivatives based on fipronil were designed and synthesized in the search for dual-target insecticides. These compounds were designed to target two families of nicotinic acetylcholine receptors and γ-aminobutyric acid receptors. The insecticidal activities of the new compounds against diamondback moth (Plutella xylostella) were evaluated. The results of bioassays indicated that most of the inner salts showed moderate to high activities, of which the phenyl pyrazole inner salts containing quinoline had excellent biological activity. Previous structure-activity relationship studies revealed that a suitable structure of the quaternary ammonium salts was critical for the bioactivity of phenyl pyrazole inner salts, which contribute to exposing the cationic nitrogen to bind to the receptor (for instance, nicotinic acetylcholine receptors) and possibly interact with the receptor via hydrogen bonding and cooperative π-π interaction. The present work demonstrates that the insecticidal potency of phenyl pyrazole inner salts holds promise for the development new dual-target phenyl pyrazole insecticides.

Identification of anthranilic acid derivatives as a novel class of allosteric inhibitors of hepatitis C NS5B polymerase

A series of potent anthranilic acid-based inhibitors of the hepatitis C NS5B polymerase has been identified. The inhibitors bind to a site on NS5B between the thumb and palm regions adjacent to the active site as determined by X-ray crystallography of the enzyme-inhibitor complex. Guided by both molecular modeling and traditional SAR, the enzyme activity of the initial hit was improved by approximately 100-fold, yielding a series of potent and selective NS5B inhibitors with IC50 values as low as 10 nM. These compounds were also inhibitors of the HCV replicon in cultured HUH7 cells.