4,4'-Methylenedibenzoic acid

Base Information

• Chemical Name: 4,4'-Methylenedibenzoic acid
• CAS No.: 790-83-0
• Molecular Formula: C15H12O4
• Molecular Weight: 256.258
• European Community (EC) Number: 674-232-1
• DSSTox Substance ID: DTXSID30310785
• Nikkaji Number: J802.809E
• Wikidata: Q72473280
• Mol file: 790-83-0.mol

Synonyms:790-83-0;4,4'-methylenedibenzoic acid;Diphenylmethane-4,4'-dicarboxylic acid;4-[(4-carboxyphenyl)methyl]benzoic acid;p,p'-Methylenedibenzoic acid;4,4-methylenedibenzoic acid;SCHEMBL68390;Benzoicacid,4,4'-methylenebis-;DTXSID30310785;MFCD00060322;Diphenylmethane-4,4-dicarboxylic acid;AKOS025309996;BS-48967;DIPHENYLMETHANE-4,4-DICARBOXYLICACID;CS-0157581;FT-0676246;E75811;A839577;4-[(4-4,4'-Methylenedibenzoic acidcarboxyphenyl)methyl]benzoic acid

Chemical Property of 4,4'-Methylenedibenzoic acid

Chemical Property:

• Melting Point: 346 °C
• Boiling Point: 485.2 °C at 760 mmHg
• PKA: 3.95±0.10(Predicted)
• Flash Point: 261.3 °C
• Density: 1.321 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 256.07355886
• Heavy Atom Count: 19
• Complexity: 291

Purity/Quality:

98%Min ^*data from raw suppliers

Diphenylmethane-4,4''-dicarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC2=CC=C(C=C2)C(=O)O)C(=O)O

Technology Process of 4,4'-Methylenedibenzoic acid

There total 8 articles about 4,4'-Methylenedibenzoic 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: 83.0%

4,4'-methylenedibenzaldehyde (67-37-8) → 4,4'-methylenedibenzoic acid (790-83-0)

Guidance literature:

With sodium chlorite; disodium hydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; for 5h;

Reference yield: 49.0%

bis[2-(trimethylsilyl)ethyl] 4,4'-methanediyl-dibenzoate (335248-43-6) → 4,4'-methylenedibenzoic acid (790-83-0) + hydrogen 2-(trimethylsilyl)ethyl 4,4'-methanediyl-dibenzoate (335248-44-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo001167d

Reference yield:

oxalyl dichloride (79-37-8) + Diphenylmethane (101-81-5) → 4,4'-methylenedibenzoic acid (790-83-0) + 4-Benzylbenzoic acid (620-86-0)

Guidance literature:

With aluminium trichloride; Verseifen des Reaktionsproduktes;

upstream raw materials:

oxalyl dichloride

Diphenylmethane

bis(4-acetylphenyl)methane

4,4'-dicyanodiphenylmethane

Downstream raw materials:

bis<4-(chlorocarbonyl)phenyl>methane

3,3'-dinitro-4,4'-methanediyl-di-benzoic acid

bis[2-(trimethylsilyl)ethyl] 4,4'-methanediyl-dibenzoate

hydrogen 2-(trimethylsilyl)ethyl 4,4'-methanediyl-dibenzoate

Refernces

• 1、 -. "DENTAL CURABLE COMPOSITION". Paragraph 0207. . Retrieved 2017/11/01.
• 2、 Barrett,Hamprecht,James,Ohkubo,Procopiou,Toledo,White,Williams. "Synthesis and characterization of coronanes: Multicyclopropane-fused macrocyclic arrays". . p. 2187 - 2196. Retrieved 2007/10/03.