3,4-Dichlorophenoxyacetic acid

Base Information

• Chemical Name: 3,4-Dichlorophenoxyacetic acid
• CAS No.: 588-22-7
• Molecular Formula: C8H6 Cl2 O3
• Molecular Weight: 221.04
• Hs Code.: 2918990090
• European Community (EC) Number: 209-612-4
• NSC Number: 525057,39017
• UNII: ZT6YT42EV4
• DSSTox Substance ID: DTXSID70207524
• Nikkaji Number: J6.747D
• Wikidata: Q27225741
• Metabolomics Workbench ID: 66978
• ChEMBL ID: CHEMBL175414
• Mol file: 588-22-7.mol

Synonyms:2-(3,4-dichlorophenoxy)acetic acid;3,4-dichlorophenoxyacetic acid

Chemical Property of 3,4-Dichlorophenoxyacetic acid

Chemical Property:

• Vapor Pressure: 1.53E-05mmHg at 25°C
• Melting Point: 138-140 °C(lit.)
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 351.4°Cat760mmHg
• PKA: 2.99±0.10(Predicted)
• Flash Point: 166.3°C
• PSA: 46.53000
• Density: 1.488g/cm³
• LogP: 2.45680
• Storage Temp.: APPROX 4°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 457.6mg/L(25 oC)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 219.9693994
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dichlorophenoxyaceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn,F
• Hazard Codes: Xi,Xn,F
• Statements: 36/37/38-36-20/21/22-11
• Safety Statements: 26-37/39-36-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1OCC(=O)O)Cl)Cl
• Uses: 3,4-Dichlorophenoxyacetic acid was used in the synthesis of layered organic-inorganic nanohybrid material, zinc-aluminum-3,4-dicholorophenoxyacetate.

Technology Process of 3,4-Dichlorophenoxyacetic acid

There total 6 articles about 3,4-Dichlorophenoxyacetic 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: 97.0%

ethyl 2-(3,4-dichlorophenoxy)acetate (62855-72-5) → (3,4-dichlorophenoxy)acetic acid (588-22-7)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 1h;

DOI:10.1002/bkcs.10475

Reference yield:

3,4-dichlorophenol (95-77-2) → (3,4-dichlorophenoxy)acetic acid (588-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH solution; isopropyl alcohol

2: aq. NaOH solution

With sodium hydroxide; isopropyl alcohol;

Reference yield:

3,4-dichlorophenol (95-77-2) + ethyl bromoacetate (105-36-2) → (3,4-dichlorophenoxy)acetic acid (588-22-7)

Guidance literature:

3,4-dichlorophenol; ethyl bromoacetate; With potassium carbonate; In dimethyl sulfoxide; at 50 ℃; for 6h;

With water; sodium hydroxide; In acetone; at 50 ℃; for 3h;

With hydrogenchloride; In water; at 25 ℃; pH=1 - 2;

DOI:10.1021/acs.jafc.6b04110

upstream raw materials:

2-(3,4-dichlorophenoxy)acetamide

sodium 3,4-dichlorophenoxide

ethyl bromoacetate

3,4-dichlorophenol

Downstream raw materials:

2-(3,4-Dichloro-phenoxy)-N-methyl-N-((1R,2S)-2-pyrrolidin-1-yl-cyclohexyl)-acetamide

Refernces

• 1、 -. "CHEMCICAL COMPOUNDS". . . Retrieved 2018/01/17.
• 2、 Lim, Chae Jo,Jang, Ju Young,Kim, Sung Hwan,Lee, Byung Ho,Oh, Kwang-Seok,Yi, Kyu Yang. "1,3,4-Thiadiazol-2-amine Derivatives as Urotensin-II Receptor (UT) Antagonists". . p. 2549 - 2552. Retrieved 2015/10/19.