(Biphenyl-4-yloxy)acetic acid

Base Information

• Chemical Name: (Biphenyl-4-yloxy)acetic acid
• CAS No.: 13333-86-3
• Molecular Formula: C14H12O3
• Molecular Weight: 228.247
• Hs Code.: 2918990090
• European Community (EC) Number: 673-334-3
• NSC Number: 95738
• DSSTox Substance ID: DTXSID90294294
• Nikkaji Number: J1.586.237H
• Wikidata: Q82033519
• ChEMBL ID: CHEMBL3247398
• Mol file: 13333-86-3.mol

Synonyms:13333-86-3;(biphenyl-4-yloxy)acetic acid;2-([1,1'-biphenyl]-4-yloxy)acetic acid;2-(4-phenylphenoxy)acetic acid;(Biphenyl-4-yloxy)-acetic acid;(4-biphenylyloxy)acetic acid;2-(Biphenyl-4-yloxy)acetic acid;(1,1'-biphenyl-4-yloxy)acetic acid;MFCD00179413;([1,1'-biphenyl]-4-yloxy)acetic acid;2-([1,1'-Biphenyl]-4-yloxy)-acetic acid;2-{[1,1'-biphenyl]-4-yloxy}acetic acid;NSC95738;2-([1,1'-Biphenyl]-4-yloxy)aceticacid;CBMicro_035076;Acetic acid,2-([1,1'-biphenyl]-4-yloxy)-;Cambridge id 5850519;Oprea1_091181;Oprea1_488582;SCHEMBL422442;CHEMBL3247398;DTXSID90294294;UEXMWDXKHUIBSJ-UHFFFAOYSA-N;BBL007184;NSC-95738;STK035249;AKOS000114257;VS-01656;BIM-0035170.P001;BB 0243885;FT-0636870;EN300-00081;VU0507756-1;A50575;A806598;AS-662/05694013;SR-01000221827;SR-01000221827-1;Z56824380;(3-FLUORO-4-HYDRAZINOCARBONYL)BENZENEBORONICACID;F3034-0091

Chemical Property of (Biphenyl-4-yloxy)acetic acid

Chemical Property:

• Vapor Pressure: 1.94E-07mmHg at 25°C
• Melting Point: 189-190 °C(Solv: benzene (71-43-2))
• Boiling Point: 409.4 °C at 760 mmHg
• PKA: 3.16±0.10(Predicted)
• Flash Point: 158.2 °C
• PSA: 46.53000
• Density: 1.202g/cm³
• LogP: 2.81700
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 228.078644241
• Heavy Atom Count: 17
• Complexity: 238

Purity/Quality:

99% ^*data from raw suppliers

(1,1''-biphenyl-4-yloxy)aceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)OCC(=O)O

Technology Process of (Biphenyl-4-yloxy)acetic acid

There total 13 articles about (Biphenyl-4-yloxy)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: 92.0%

ethyl 2-(biphenyl-4-yloxy)acetate (54334-74-6) → 4-phenylphenoxyacetic acid (13333-86-3)

Guidance literature:

ethyl 2-(biphenyl-4-yloxy)acetate; With sodium hydroxide; In tetrahydrofuran; for 2h; Reflux;

With hydrogenchloride; In water; pH=1;

DOI:10.1021/jm400221d

Reference yield: 92.0%

→ 4-phenylphenoxyacetic acid (13333-86-3)

Guidance literature:

Reference yield: 73.0%

glycolic Acid (79-14-1) + 4-iodo-biphenyl (1591-31-7) → 4-phenylphenoxyacetic acid (13333-86-3)

Guidance literature:

With copper(l) iodide; caesium carbonate; In water; dimethyl sulfoxide; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jo400702z

upstream raw materials:

sodium 4-phenylphenoxide

ethyl bromoacetate

tert-Butyl chloroacetate

4-Phenylphenol

Downstream raw materials:

C₂₆H₂₈BNO₅

2-(biphenyl-4-yloxy)-N-isopropyl-N-((3-phenyl-1,2,4-oxadiazol-5-yl)methyl)acetamide

C₂₆H₂₁N₃O₃

2-((biphenyl-4-yloxy)methyl)-1H-benzo[d]imidazole-5-carboxylic acid

Refernces

• 1、 Grollier, Kevin,De Zordo-Banliat, Arnaud,Bourdreux, Flavien,Pegot, Bruce,Dagousset, Guillaume,Magnier, Emmanuel,Billard, Thierry. "(Trifluoromethylselenyl)methylchalcogenyl as Emerging Fluorinated Groups: Synthesis under Photoredox Catalysis and Determination of the Lipophilicity". . p. 6028 - 6033. Retrieved 2021/03/15.
• 2、 Sunduru, Naresh,Svensson, Mona,Cipriano, Mariateresa,Marwaha, Sania,Andersson, C. David,Svensson, Richard,Fowler, Christopher J.,Elofsson, Mikael. "N-aryl 2-aryloxyacetamides as a new class of fatty acid amide hydrolase (FAAH) inhibitors". . p. 513 - 521. Retrieved 2017/11/10.