3-[2-(2,4-dichlorophenoxy)phenyl]propanoic Acid

Base Information

• Chemical Name: 3-[2-(2,4-dichlorophenoxy)phenyl]propanoic Acid
• CAS No.: 86308-89-6
• Molecular Formula: C₁₅H₁₂Cl₂O₃
• Molecular Weight: 311.164
• DSSTox Substance ID: DTXSID20377448
• Wikidata: Q82166667
• ChEMBL ID: CHEMBL30242
• Mol file: 86308-89-6.mol

Synonyms:3-[2-(2,4-dichlorophenoxy)phenyl]propanoic Acid;86308-89-6;3-(2-(2,4-Dichlorophenoxy)phenyl)propanoic acid;CHEMBL30242;DTXSID20377448;MFCD05663818;AKOS005071320;3-(2-(2,4-Dichlorophenoxy)phenyl)propanoicacid;8X-0716;J-510450

Chemical Property of 3-[2-(2,4-dichlorophenoxy)phenyl]propanoic Acid

Chemical Property:

• Melting Point: 104-107°C
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 310.0163496
• Heavy Atom Count: 20
• Complexity: 324

Purity/Quality:

98%min ^*data from raw suppliers

3-[2-(2,4-Dichlorophenoxy)phenyl]propanoic acid >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CCC(=O)O)OC2=C(C=C(C=C2)Cl)Cl

Technology Process of 3-[2-(2,4-dichlorophenoxy)phenyl]propanoic Acid

There total 24 articles about 3-[2-(2,4-dichlorophenoxy)phenyl]propanoic 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:

methyl (2-hydroxyphenyl)acetate (22446-37-3) → 3-<2-(2,4-dichlorophenoxy)phenyl>propionic acid (86308-89-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 80 percent / triethylamine / acetone / 1 h / Heating

2: 82 percent / H₂ / 10percent Pd/C / ethyl acetate / 760 Torr

3: 1.) sodium nitrite, concd. H₂SO₄, 2.) cuprous chloride, concd. HCl / 1.) acetic acid, 0 deg C, 2.) acetic acid, a) from 5 deg C to RT, 1 h, b) 80 deg C, 30 min

4: thionyl chloride / 2 h / 100 °C

5: diethyl ether / Ambient temperature

6: AgNO₃, NH₄OH / dioxane / 16 h / Heating

7: aq. NaOH / 2-ethoxy-ethanol / 16 h / Heating

With hydrogenchloride; ammonium hydroxide; sodium hydroxide; thionyl chloride; sulfuric acid; hydrogen; silver nitrate; triethylamine; copper(l) chloride; sodium nitrite; palladium on activated charcoal; In 1,4-dioxane; 2-ethoxy-ethanol; diethyl ether; ethyl acetate; acetone;

DOI:10.1021/jm00364a004

Reference yield:

2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) → 3-<2-(2,4-dichlorophenoxy)phenyl>propionic acid (86308-89-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 80 percent / triethylamine / acetone / 1 h / Heating

2: 82 percent / H₂ / 10percent Pd/C / ethyl acetate / 760 Torr

3: 1.) sodium nitrite, concd. H₂SO₄, 2.) cuprous chloride, concd. HCl / 1.) acetic acid, 0 deg C, 2.) acetic acid, a) from 5 deg C to RT, 1 h, b) 80 deg C, 30 min

4: thionyl chloride / 2 h / 100 °C

5: diethyl ether / Ambient temperature

6: AgNO₃, NH₄OH / dioxane / 16 h / Heating

7: aq. NaOH / 2-ethoxy-ethanol / 16 h / Heating

With hydrogenchloride; ammonium hydroxide; sodium hydroxide; thionyl chloride; sulfuric acid; hydrogen; silver nitrate; triethylamine; copper(l) chloride; sodium nitrite; palladium on activated charcoal; In 1,4-dioxane; 2-ethoxy-ethanol; diethyl ether; ethyl acetate; acetone;

DOI:10.1021/jm00364a004

Reference yield:

methyl <2-(2,4-dinitrophenoxy)phenyl>acetate (86308-99-8) → 3-<2-(2,4-dichlorophenoxy)phenyl>propionic acid (86308-89-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 82 percent / H₂ / 10percent Pd/C / ethyl acetate / 760 Torr

2: 1.) sodium nitrite, concd. H₂SO₄, 2.) cuprous chloride, concd. HCl / 1.) acetic acid, 0 deg C, 2.) acetic acid, a) from 5 deg C to RT, 1 h, b) 80 deg C, 30 min

3: thionyl chloride / 2 h / 100 °C

4: diethyl ether / Ambient temperature

5: AgNO₃, NH₄OH / dioxane / 16 h / Heating

6: aq. NaOH / 2-ethoxy-ethanol / 16 h / Heating

With hydrogenchloride; ammonium hydroxide; sodium hydroxide; thionyl chloride; sulfuric acid; hydrogen; silver nitrate; copper(l) chloride; sodium nitrite; palladium on activated charcoal; In 1,4-dioxane; 2-ethoxy-ethanol; diethyl ether; ethyl acetate;

DOI:10.1021/jm00364a004

upstream raw materials:

1-(2-chlorophenyl)ethanone

methyl (2-hydroxyphenyl)acetate

fenclofenac

2-(2,4-dichlorophenoxy)benzoic acid