Methyl 4-(4-methoxybenzoyl)benzoate

Base Information

• Chemical Name: Methyl 4-(4-methoxybenzoyl)benzoate
• CAS No.: 71616-84-7
• Molecular Formula: C16H14O4
• Molecular Weight: 270.285
• Hs Code.: 2918990090
• NSC Number: 86530
• DSSTox Substance ID: DTXSID80292941
• Nikkaji Number: J1.983.026H
• Wikidata: Q82031456
• Mol file: 71616-84-7.mol

Synonyms:methyl 4-(4-methoxybenzoyl)benzoate;71616-84-7;4-(4-METHOXY-BENZOYL)-BENZOIC ACIDMETHYL ESTER;NSC 86530;4-(4-methoxybenzoyl)benzoic acid methyl ester;MFCD07782837;NSC86530;NSC-86530;4-(4-Methoxybenzoyl)benzoic acid methyl ester;NCIOpen2_005038;Benzoic acid, 4-(4-methoxybenzoyl)-, methyl ester;SCHEMBL2273711;DTXSID80292941;methyl4-(4-methoxybenzoyl)benzoate;AKOS015965133;4-methoxycarbonyl-4'-methoxybenzophenone;AC-20617;AS-76816;CS-0018674;FT-0738367;D97491;methyl 4-{[4-(methyloxy)phenyl]carbonyl}benzoate;4-(4-METHOXY-BENZOYL)-BENZOICACIDMETHYLESTER;4-(4-METHOXY-BENZOYL)-BENZOIC ACID METHYL ESTER

Chemical Property of Methyl 4-(4-methoxybenzoyl)benzoate

Chemical Property:

• Vapor Pressure: 2.1E-07mmHg at 25°C
• Refractive Index: 1.562
• Boiling Point: 424.2 °C at 760 mmHg
• Flash Point: 188.8 °C
• PSA: 52.60000
• Density: 1.177 g/cm³
• LogP: 2.71280
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 270.08920892
• Heavy Atom Count: 20
• Complexity: 336

Purity/Quality:

98%,99%, ^*data from raw suppliers

NSC86530 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)C2=CC=C(C=C2)C(=O)OC
• Uses: NSC 86530 is an intermediate in the synthesis of 4-[4-(2-Propyn-1-yloxy)benzoyl]benzoic Acid (P838505), which is a benzophenone residue used for Protein Photolabeling. 4-[4-(2-Propyn-1-yloxy)benzoyl]benzoic Acid can also be used for the synthesis of new Thiodigalactoside-Based chemical probes to label galectin-3.

Technology Process of Methyl 4-(4-methoxybenzoyl)benzoate

There total 20 articles about Methyl 4-(4-methoxybenzoyl)benzoate 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: 91.0%

4-Methoxycarbonylbenzoyl chloride (7377-26-6) + methoxybenzene (100-66-3) → 4-methoxycarbonyl-4'-methoxybenzophenone (71616-84-7)

Guidance literature:

With In(OSO₂CF₃)3; for 0.0333333h; microwave irradiation;

DOI:10.1081/SCC-120026324

Reference yield: 86.0%

carbon monoxide (201230-82-2) + para-iodoanisole (696-62-8) + 4-methoxycarbonylphenylboronic acid (99768-12-4) → 4-methoxycarbonyl-4'-methoxybenzophenone (71616-84-7)

Guidance literature:

With dibromido-(1,1'-diisopropyl-3,3'-ethylenedibenzimidazoline-2,2-diylidene)palladium(II); potassium carbonate; In acetonitrile; at 120 ℃; for 6h; under 20686.5 Torr; Autoclave;

DOI:10.1002/aoc.5636

Reference yield: 82.0%

4-methoxyphenyl magnesium bromide (13139-86-1) + N-cyclohexyl-4-(methoxycarbonyl)benzamide (245679-66-7) → 4-methoxycarbonyl-4'-methoxybenzophenone (71616-84-7)

Guidance literature:

N-cyclohexyl-4-(methoxycarbonyl)benzamide; With 2-fluoropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - 0 ℃; Inert atmosphere;

4-methoxyphenyl magnesium bromide; In dichloromethane; at 0 ℃; for 0.416667h; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran; dichloromethane; at 65 ℃; for 3h; chemoselective reaction; Inert atmosphere;

DOI:10.1038/nchem.1268

upstream raw materials:

4-Methoxycarbonylbenzoyl chloride

methoxybenzene

Monomethyl terephthalate

benzoyl chloride

Downstream raw materials:

4-methoxy-4’-carboxybenzophenone

C₁₈H₁₄O₄

propargyloxybenzophenone carboxylic acid

C₅₀H₆₇NO₉

Refernces

• 1、 El Ali, Bassam,Fettouhi, Mohammed,Mansour, Waseem. "Novel and efficient bridged bis(N-heterocyclic carbene)palladium(II) catalysts for selective carbonylative Suzuki–Miyaura coupling reactions to biaryl ketones and biaryl diketones". . . Retrieved 2020/03/23.
• 2、 Malapit, Christian A.,Bour, James R.,Brigham, Conor E.,Sanford, Melanie S.. "Base-free nickel-catalysed decarbonylative Suzuki–Miyaura coupling of acid fluorides". . p. 100 - 104. Retrieved 2018/11/25.