2-(4'-Methyl-[1,1'-biphenyl]-4-yl)acetic acid

Base Information

• Chemical Name: 2-(4'-Methyl-[1,1'-biphenyl]-4-yl)acetic acid
• CAS No.: 6908-52-7
• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.275
• DSSTox Substance ID: DTXSID60362611
• Nikkaji Number: J1.402.316J
• Wikidata: Q82145851
• Mol file: 6908-52-7.mol

Synonyms:6908-52-7;2-(4'-Methyl-[1,1'-biphenyl]-4-yl)acetic acid;[4-(4-Methylphenyl)phenyl]acetic acid;2-[4-(4-methylphenyl)phenyl]acetic Acid;[1,1'-Biphenyl]-4-acetic acid, 4'-methyl-;4'-Methyl-biphenyl-4-acetic acid;2-(4'-Methyl-[1,1'-biphenyl]-4-yl)aceticacid;SCHEMBL10228775;4'-Methylbiphenyl-4-acetic acid;DTXSID60362611;MFCD05978943;AKOS002679612;BS-24743;CS-0210833;(4'-Methyl[1,1'-biphenyl]-4-yl)acetic acid

Chemical Property of 2-(4'-Methyl-[1,1'-biphenyl]-4-yl)acetic acid

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 246

Purity/Quality:

95-99% ^*data from raw suppliers

4''-Methyl-biphenyl-4-aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=C(C=C2)CC(=O)O

Technology Process of 2-(4'-Methyl-[1,1'-biphenyl]-4-yl)acetic acid

There total 7 articles about 2-(4'-Methyl-[1,1'-biphenyl]-4-yl)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: 96.5%

→ 2-(4'-methyl-[1,1'-biphenyl]-4-yl)acetic acid (6908-52-7)

Guidance literature:

With potassium carbonate; In water; at 50 ℃; for 6h;

Reference yield: 96.0%

4-methylphenylboronic acid (5720-05-8) + 2-(4-bromophenyl)-acetic acid (1878-68-8) → 2-(4'-methyl-[1,1'-biphenyl]-4-yl)acetic acid (6908-52-7)

Guidance literature:

With potassium carbonate; In water; at 20 ℃; for 4h; Green chemistry;

DOI:10.1177/1747519819836505

Reference yield: 76.0%

carbon dioxide (124-38-9,18923-20-1) + N,N,N-trimethyl-1-(4'-methyl-[1,1'-biphenyl]-4-yl)methanaminium trifluoromethanesulfonate → 2-(4'-methyl-[1,1'-biphenyl]-4-yl)acetic acid (6908-52-7)

Guidance literature:

With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; sodium carbonate; caesium carbonate; In N,N-dimethyl-formamide; at 25 - 30 ℃; for 26h; Schlenk technique; Glovebox; Sealed tube; Irradiation;

DOI:10.1021/jacs.8b08792

upstream raw materials:

4-methylphenylboronic acid

2-(4-bromophenyl)-acetic acid

para-bromotoluene

2-(4-bromophenyl)acetyl chloride

Refernces

• 1、 Liu, Wanyun,Zhou, Xiuming,Huo, Ping,Li, Jingbo,Mei, Guangquan. "Green synthesis of biphenyl carboxylic acids via Suzuki–Miyaura cross-coupling catalyzed by a water-soluble fullerene-supported PdCl2 nanocatalyst". . p. 50 - 52. Retrieved 2019/06/21.
• 2、 Liao, Li-Li,Cao, Guang-Mei,Ye, Jian-Heng,Sun, Guo-Quan,Zhou, Wen-Jun,Gui, Yong-Yuan,Yan, Si-Shun,Shen, Guo,Yu, Da-Gang. "Visible-Light-Driven External-Reductant-Free Cross-Electrophile Couplings of Tetraalkyl Ammonium Salts". supporting information. p. 17338 - 17342. Retrieved 2019/01/04.