Methyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate

Base Information

• Chemical Name: Methyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate
• CAS No.: 729-17-9
• Molecular Formula: C15H14O3
• Molecular Weight: 242.274
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID10362686
• Nikkaji Number: J622.831C
• Wikidata: Q72492563
• Mol file: 729-17-9.mol

Synonyms:729-17-9;Methyl 4-(4-methoxyphenyl)benzoate;methyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate;METHYL 4'-METHOXYBIPHENYL-4-CARBOXYLATE;MFCD01122234;METHYL 4'-METHOXY-[1,1'-BIPHENYL]-4-CARBOXYLATE;4'-methoxy-biphenyl-4-carboxylic acid methyl ester;4'-Methoxybiphenyl-4-carboxylic acid methyl ester;SCHEMBL269558;DTXSID10362686;methyl 4-(4'-methoxyphenyl)benzoate;AKOS002679517;BS-42333;BB 0222617;CS-0189010;4-(4-Methoxyphenyl)benzoic acid methyl ester;METHYL4'-METHOXYBIPHENYL-4-CARBOXYLATE;4-methyloxycarbonyl-4'-methoxy-1,1'-biphenyl;E89543;A918271

Chemical Property of Methyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate

Chemical Property:

• Boiling Point: 373.6oC at 760 mmHg
• Flash Point: 156.6oC
• PSA: 35.53000
• Density: 1.118g/cm3
• LogP: 3.14880
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 242.094294304
• Heavy Atom Count: 18
• Complexity: 261

Purity/Quality:

99% ^*data from raw suppliers

Methyl4''-Methoxy[1,1''-biphenyl]-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)OC
• Uses: Methyl 4''-Methoxy[1,1''-biphenyl]-4-carboxylate is a reagent used in the synthesis of functionalized diaryl ketones by nickel/palladium-catalyzd carbonylative cross coupling reaction.

Technology Process of Methyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate

There total 15 articles about Methyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate 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: 98.0%

1-bromo-4-methoxy-benzene (104-92-7) + 4-methoxycarbonylphenylboronic acid (99768-12-4) → methyl 4-(4'-methoxyphenyl)benzoate (729-17-9)

Guidance literature:

With potassium carbonate; In ethanol; water; at 50 ℃; for 2.5h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.reactfunctpolym.2016.12.003

Reference yield: 85.0%

n-butyllithium (109-72-8,29786-93-4) + methyl 4-(methanesulfonyloxy)benzoate (161497-18-3) + 4,5-dimethyl-2-(4-methoxyphenyl)-1,3,2-dioxaborolane (215877-38-6) → methyl 4-(4'-methoxyphenyl)benzoate (729-17-9) + methyl 4-(n-butyl)benzoate (20651-69-8)

Guidance literature:

n-butyllithium; 4,5-dimethyl-2-(4-methoxyphenyl)-1,3,2-dioxaborolane; With bis(triphenylphosphine)nickel(II) chloride; In tetrahydrofuran; at 20 ℃; for 0.25h;

methyl 4-(methanesulfonyloxy)benzoate; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/S0022-328X(02)01174-9

Reference yield: 84.0%

1-bromo-4-methoxy-benzene (104-92-7) + Methyl 4-chlorobenzoate (1126-46-1) → 4,4'-biphenyldicarboxylic acid dimethyl ester (792-74-5) + methyl 4-(4'-methoxyphenyl)benzoate (729-17-9)

Guidance literature:

With manganese; cobalt (II) bromide; triphenylphosphine; trifluoroacetic acid; In pyridine; N,N-dimethyl-formamide; at 50 ℃;

DOI:10.1002/anie.200704402

upstream raw materials:

methyl 4-(methanesulfonyloxy)benzoate

4,5-dimethyl-2-(4-methoxyphenyl)-1,3,2-dioxaborolane

sodium methylate

p-methoxyphenyl(phenyl)iodonium tetrafluoroborate

Refernces

• 1、 Li, Yuqiang,Yin, Guoyin. "Bathocuproine-Enabled Nickel-Catalyzed Selective Ullmann Cross-Coupling of Two sp 2-Hybridized Organohalides". supporting information. p. 1657 - 1661. Retrieved 2021/09/13.
• 2、 -. "Preparation method of para-substituted aryl compound". Paragraph 0373-0376. . Retrieved 2020/06/09.