4-(2-formylphenyl)benzoic Acid

Base Information

• Chemical Name: 4-(2-formylphenyl)benzoic Acid
• CAS No.: 205871-49-4
• Molecular Formula: C₁₄H₁₀O₃
• Molecular Weight: 226.232
• Hs Code.: 2918300090
• European Community (EC) Number: 672-173-6
• DSSTox Substance ID: DTXSID80374690
• Nikkaji Number: J1.585.415D
• Wikidata: Q82163275
• Mol file: 205871-49-4.mol

Synonyms:205871-49-4;4-(2-formylphenyl)benzoic Acid;2'-formyl-[1,1'-biphenyl]-4-carboxylic acid;2'-Formyl-biphenyl-4-carboxylic acid;2'-formyl[1,1'-biphenyl]-4-carboxylic acid;2'-formylbiphenyl-4-carboxylic acid;4-carboxyphenylbenzaldehyde;2'-Formyl-[1,1'-biphenyl]-4-carboxylicacid;SCHEMBL3556722;DTXSID80374690;MFCD03424615;AKOS004113809;AB92578;BS-21898;2-FORMYL-BIPHENYL-4-CARBOXYLICACID;BB 0222493;CS-0207052;FT-0727824;[1,1'-Biphenyl]-4-carboxylicacid,2'-formyl-;EN300-342205;F72221;[1,1'-Biphenyl]-4-carboxylic acid, 2'-formyl-;A814725;Z1741961655

Chemical Property of 4-(2-formylphenyl)benzoic Acid

Chemical Property:

• Boiling Point: 442.9 °C at 760 mmHg
• PKA: 4.11±0.10(Predicted)
• Flash Point: 235.8 °C
• PSA: 54.37000
• Density: 1.264 g/cm³
• LogP: 2.86430
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 226.062994177
• Heavy Atom Count: 17
• Complexity: 279

Purity/Quality:

98% ^*data from raw suppliers

2'-Formyl-[1,1'-biphenyl]-4-carboxylic acid ^*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)C=O)C2=CC=C(C=C2)C(=O)O

Technology Process of 4-(2-formylphenyl)benzoic Acid

There total 4 articles about 4-(2-formylphenyl)benzoic 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: 95.0%

4-Bromobenzoic acid (586-76-5) + 2-formylbenzene boronic acid (40138-16-7) → 2'-formylbiphenyl-4-carboxylic acid (205871-49-4)

Guidance literature:

With C₃₂H₂₆Cl₂N₈O₄Pd₂; potassium carbonate; In methanol; water; at 100 ℃; for 0.133333h; Reagent/catalyst; Temperature; Schlenk technique;

DOI:10.1021/acs.inorgchem.0c01035

Reference yield: 83.0%

→ 2'-formylbiphenyl-4-carboxylic acid (205871-49-4)

Guidance literature:

Reference yield:

2-formylbenzene boronic acid (40138-16-7) + 4-iodobenzoic acid chloride (1711-02-0) → 2'-formylbiphenyl-4-carboxylic acid (205871-49-4)

Guidance literature:

4-iodobenzoic acid chloride; DR⁹_HMPA-CH₂OH; With dmap; TEA; In pyridine; at 20 ℃; for 36h;

2-formylbenzene boronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 110 ℃;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(01)01367-3

upstream raw materials:

2-formylbenzene boronic acid

4-iodobenzoic acid chloride

4-iodobenzoic acid

4-Bromobenzoic acid

Downstream raw materials:

ethyl 2-butyl-3-[4-[2-(2'-formylbiphenyl-4-carbonylamino)ethoxy]phenyl]propionate

Refernces

• 1、 Bumagin, Nikolay A.,Dikusar, Evgenij A.,Ivashkevich, Ludmila S.,Kletskov, Alexey V.,Kolesnik, Iryna A.,Lyakhov, Alexander S.,Petkevich, Sergey K.,Potkin, Vladimir I.. "Mimics of Pincer Ligands: An Accessible Phosphine-Free N-(Pyrimidin-2-yl)-1,2-azole-3-carboxamide Framework for Binuclear Pd(II) Complexes and High-Turnover Catalysis in Water". supporting information. . Retrieved 2020/08/12.
• 2、 Zhang, Jidong,Aszodi, Jozsef,Chartier, Céline,L'Hermite, Nathalie,Weston, John. "A colored dendrimer as a new soluble support in organic synthesis. Part 1: Suzuki reaction". . p. 6683 - 6686. Retrieved 2007/10/03.