2,4,5-Trichlorophenoxyacetic acid

Base Information

• Chemical Name: 2,4,5-Trichlorophenoxyacetic acid
• CAS No.: 93-76-5
• Molecular Formula: C8H5Cl3O3
• Molecular Weight: 255.485
• Hs Code.: 2918990090
• European Community (EC) Number: 202-273-3
• ICSC Number: 0075
• NSC Number: 430
• UN Number: 2811,3345,3348,2765
• UNII: 9Q963S4YMX
• DSSTox Substance ID: DTXSID5021388
• Nikkaji Number: J3.941A
• Wikipedia: 2,4,5-Trichlorophenoxyacetic_acid
• Wikidata: Q209188
• Metabolomics Workbench ID: 51506
• ChEMBL ID: CHEMBL194458
• Mol file: 93-76-5.mol

Synonyms:2,4,5-T;2,4,5-Trichlorophenoxyacetic Acid

Chemical Property of 2,4,5-Trichlorophenoxyacetic acid

Chemical Property:

• Appearance/Colour: white to light tan odourless solid
• Melting Point: 154-158 °C(lit.)
• Boiling Point: 376.3 °C at 760 mmHg
• Flash Point: 181.4 °C
• PSA: 46.53000
• Density: 1.592 g/cm³
• LogP: 3.11020
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 253.930427
• Heavy Atom Count: 14
• Complexity: 212
• Transport DOT Label: Poison

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn,N,F
• Hazard Codes: Xn:Harmful;;
• Statements: R22:; R36/37/38:; R50/53:
• Safety Statements: S24:; S60:; S61:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Chlorophenoxy
• Canonical SMILES: C1=C(C(=CC(=C1Cl)Cl)Cl)OCC(=O)O
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly on spraying or when dispersed, especially if powdered.
• Effects of Short Term Exposure: The substance is irritating to the eyes and respiratory tract.
• Effects of Long Term Exposure: Animal tests show that this substance possibly causes toxicity to human reproduction or development.

Technology Process of 2,4,5-Trichlorophenoxyacetic acid

There total 8 articles about 2,4,5-Trichlorophenoxyacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

chloroacetic acid (79-11-8) + 2,4,5-trichlorophenol (95-95-4) → 2,4,5-Trichlorophenoxyacetic acid (93-76-5)

Guidance literature:

With sodium hydroxide; In water; 1.) 95 deg C, 45 min, 2.) 2.5 h.;

DOI:10.1135/cccc19831089

Reference yield:

2,5-dichlorophenoxyacetic acid (582-54-7) → 2,4,5-Trichlorophenoxyacetic acid (93-76-5)

Guidance literature:

With chlorine; acetic acid;

Reference yield:

2,4,5-trichlorophenol (95-95-4) → 2,4,5-Trichlorophenoxyacetic acid (93-76-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; acetone

2: aq. NaOH solution

With sodium hydroxide; potassium carbonate; acetone;

DOI:10.1021/jo01092a021

upstream raw materials:

2,5-dichlorophenoxyacetic acid

(2,4,5-trichloro-phenoxy)-acetic acid amide

(2,4,5-trichloro-phenoxy)-acetonitrile

C₆H₂Cl₃O^(1-)*5H₂O*Na⁽¹⁺⁾

Downstream raw materials:

(2,4,5-trichloro-phenoxy)-acetic acid decyl ester

(2,4,5-trichloro-phenoxy)-thioacetic acid S-(4-chloro-phenyl ester)

(2,4,5-trichloro-phenoxy)-acetic acid isopropyl ester

(2,4,5-trichloro-phenoxy)-acetic acid-(2-hydroxy-propyl ester)

Refernces

• 1、 -. "Treatment of skin conditions by use of PPAR alpha activators". . . Retrieved 2008/06/13.
• 2、 Valenta,Nemec,Protiva. "Basic amides of 2,4,5 trichlorophenoxyacetic, 2,4,6 trimethylphenoxyacetic and 4 bromo 3,5 dimethylphenoxyacetic acid and some related compounds; synthesis and pharmacological screening". . p. 1089 - 1096. Retrieved 2007/10/02.