(4-Chloro-3,5-dimethylphenoxy)acetic acid

Base Information

• Chemical Name: (4-Chloro-3,5-dimethylphenoxy)acetic acid
• CAS No.: 19545-95-0
• Molecular Formula: C10H11 Cl O3
• Molecular Weight: 214.649
• Hs Code.: 2918990090
• European Community (EC) Number: 243-145-7
• UNII: V4R6FGQ76U
• DSSTox Substance ID: DTXSID90173217
• Nikkaji Number: J242.847D
• Wikidata: Q83043297
• ChEMBL ID: CHEMBL178169
• Mol file: 19545-95-0.mol

Synonyms:19545-95-0;(4-chloro-3,5-dimethylphenoxy)acetic acid;2-(4-chloro-3,5-dimethylphenoxy)acetic acid;(4-Chloro-3,5-dimethyl-phenoxy)-acetic acid;4-Chloro-3,5-xylyloxyacetic acid;4-chloro-3,5-dimethylphenoxyacetic acid;EINECS 243-145-7;MFCD00224888;Acetic acid, 2-(4-chloro-3,5-dimethylphenoxy)-;CBMicro_026145;Cambridge id 5617690;V4R6FGQ76U;CHEMBL178169;SCHEMBL5531603;DTXSID90173217;BBL014186;STK049479;(4-Chloro-3,5-xylyloxy)acetic acid;AKOS000103625;VS-04228;4-Chloro-3,5-dimethylphenoxy)acetic Acid;BIM-0026134.P001;Acetic acid, [(4-chloro-3,5-xylyl)oxy]-;CS-0066635;EU-0035491;2-(4-chloro-3,5-dimethyl-phenoxy)acetic acid;Acetic acid, (4-chloro-3,5-dimethylphenoxy)-;E83368;EN300-109968;AB00090662-01;AK-968/40879412;SR-01000405609;J-012663;SR-01000405609-1;Z57396497;F0266-5616

Chemical Property of (4-Chloro-3,5-dimethylphenoxy)acetic acid

Chemical Property:

• Vapor Pressure: 1.34E-05mmHg at 25°C
• Melting Point: 151 °C
• Boiling Point: 345.1°Cat760mmHg
• PKA: 3.12±0.10(Predicted)
• Flash Point: 162.5°C
• PSA: 46.53000
• Density: 1.269g/cm³
• LogP: 2.42020
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 214.0396719
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-3,5-dimethylphenoxy)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1Cl)C)OCC(=O)O
• Uses: 4-Chloro-3,5-dimethylphenoxy)acetic Acid is a synthetic auxin, or a class of plant growth regulators.

Technology Process of (4-Chloro-3,5-dimethylphenoxy)acetic acid

There total 5 articles about (4-Chloro-3,5-dimethylphenoxy)acetic 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:

4-Chloro-3,5-dimethylphenol (88-04-0) + bromoacetic acid (79-08-3) → (4-chloro-3,5-dimethylphenoxy)acetic acid (19545-95-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 12h; Heating;

DOI:10.1021/jm00374a006

Reference yield:

tert-Butyl chloroacetate (107-59-5) + 4-Chloro-3,5-dimethylphenol (88-04-0) → (4-chloro-3,5-dimethylphenoxy)acetic acid (19545-95-0)

Guidance literature:

Multistep reaction; (i) K₂CO₃, DMF, (ii) TsOH, toluene;

DOI:10.1021/jm00279a016

Reference yield:

ethyl bromoacetate (105-36-2) → (4-chloro-3,5-dimethylphenoxy)acetic acid (19545-95-0)

Guidance literature:

With ethanol; Erwaermen des Reaktionsgemisches mit wss. NaOH;

upstream raw materials:

4-Chloro-3,5-dimethylphenol

bromoacetic acid

tert-Butyl chloroacetate

ethyl bromoacetate

Downstream raw materials:

2-(4-chloro-3,5-dimethylphenoxy)acetohydrazide

Refernces

• 1、 Abraham, D. J.,Kennedy, P. E.,Mehanna, A. S.,Patwa, D. C.,Williams, F. L.. "Design, Synthesis, and Testing of Potential Antisickling Agents. 4. Structure-Activity Relationships of Benzyloxy and Phenoxy Acids". . p. 967 - 978. Retrieved 2007/10/02.