4,4'-Biphenyldiacetic acid

Base Information

• Chemical Name: 4,4'-Biphenyldiacetic acid
• CAS No.: 19806-14-5
• Molecular Formula: C16H14O4
• Molecular Weight: 270.285
• NSC Number: 51510
• DSSTox Substance ID: DTXSID30287544
• Nikkaji Number: J802.846J
• Wikidata: Q82023621
• Mol file: 19806-14-5.mol

Synonyms:19806-14-5;Biphenyl-4,4'-diacetic acid;4,4'-Biphenyldiacetic acid;[1,1'-Biphenyl]-4,4'-diacetic acid;2-[4-[4-(carboxymethyl)phenyl]phenyl]acetic acid;NSC51510;Biphenyl-4,4'-diaceticacid;SCHEMBL68027;DTXSID30287544;MFCD09881113;NSC-51510;AKOS022507505;BS-45039;C78021;2,2'-([1,1'-Biphenyl]-4,4'-diyl)diacetic acid;2-[4-[4-(carboxymethyl)-phenyl]-phenyl]-acetic acid

Chemical Property of 4,4'-Biphenyldiacetic acid

Chemical Property:

• Boiling Point: 506.8°Cat760mmHg
• Flash Point: 274.4°C
• Density: 1.289g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 270.08920892
• Heavy Atom Count: 20
• Complexity: 302

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(=O)O)C2=CC=C(C=C2)CC(=O)O

Technology Process of 4,4'-Biphenyldiacetic acid

There total 14 articles about 4,4'-Biphenyldiacetic 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%

4,4’-bis(cyanomethyl)-1,1’biphenyl (7255-83-6) → <1,1'-biphenyl>-4,4'-diacetic acid (19806-14-5)

Guidance literature:

With potassium hydroxide; In ethanol; at 150 ℃; for 0.0833333h; under 7500.6 Torr; microwave irradiation;

DOI:10.1016/j.bmcl.2006.04.092

Reference yield: 87.0%

→ <1,1'-biphenyl>-4,4'-diacetic acid (19806-14-5)

Guidance literature:

With C₂₈H₁₆N₂O₆Se; In butan-1-ol; for 2h; under 750.075 Torr; Reflux;

With tetrabutylammomium bromide; sodium hydroxide; In butan-1-ol; at 50 ℃; for 24h; under 750.075 Torr;

Reference yield: 82.0%

4,4'-bis(chloromethyl)biphenyl (1667-10-3) + carbon monoxide (201230-82-2) → <1,1'-biphenyl>-4,4'-diacetic acid (19806-14-5)

Guidance literature:

carbon monoxide; With C₂₈H₂₂CoN₄O₆; In butan-1-ol; at 60 ℃; for 2h; under 760.051 Torr; Glovebox; High pressure; Green chemistry;

4,4'-bis(chloromethyl)biphenyl; With tetra-(n-butyl)ammonium iodide; sodium hydroxide; In butan-1-ol; at 60 ℃; for 22h; under 760.051 Torr; regioselective reaction; Glovebox; High pressure; Green chemistry;

DOI:10.1016/j.tet.2013.06.083

upstream raw materials:

4,4’-bis(cyanomethyl)-1,1’biphenyl

diethyl <1,1'-biphenyl>-4,4'-diacetate

4,4'-Bis-(2,2,2-trichloro-ethyl)-biphenyl

4,4'-bis(chloromethyl)biphenyl

Downstream raw materials:

5,5'-(4,4'-Biphenylylen)bis(2-phenyl-1,3-dithiolylium-4-olat)

DL-4,4'-Biphenylylenbis<<(thiobenzoyl)thio>essigsaeure>

2-[4'-(2-oxo-2-piperidin-1-yl-ethyl)-biphenyl-4-yl]-1-piperidin-1-yl-ethanone