3,3',4,4'-Tetramethoxybiphenyl

Base Information

• Chemical Name: 3,3',4,4'-Tetramethoxybiphenyl
• CAS No.: 2026-27-9
• Molecular Formula: C16H18 O4
• Molecular Weight: 274.317
• Hs Code.: 2909309090
• European Community (EC) Number: 661-566-8
• NSC Number: 105649
• DSSTox Substance ID: DTXSID30295826
• Nikkaji Number: J943.529H
• Wikidata: Q82036007
• Mol file: 2026-27-9.mol

Synonyms:3,3',4,4'-tetramethoxy-1,1'-biphenyl;3,3',4,4'-TMBP

Chemical Property of 3,3',4,4'-Tetramethoxybiphenyl

Chemical Property:

• Boiling Point: 372.9°Cat760mmHg
• Flash Point: 123°C
• PSA: 36.92000
• Density: 1.094g/cm³
• LogP: 3.38800
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 274.12050905
• Heavy Atom Count: 20
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

3,3',4,4'-TETRAMETHOXYBIPHENYL Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=CC(=C(C=C2)OC)OC)OC

Technology Process of 3,3',4,4'-Tetramethoxybiphenyl

There total 11 articles about 3,3',4,4'-Tetramethoxybiphenyl 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: 94.0%

1-iodo-n-undecane (4282-44-4) → 1,2-dimethoxy-4-undecylbenzene (1037742-92-9) + 3,3',4,4'-tetramethoxylbiphenyl (2026-27-9)

Guidance literature:

1-iodo-n-undecane; [Fe(C₂H₄)4][Li(tmeda)]2; In tetrahydrofuran; at -20 ℃;

4-(magnesium halide)-1,2-dimethoxybenzene; In tetrahydrofuran; diethyl ether; at -20 ℃; Further stages.;

DOI:10.1021/ja801466t

Reference yield: 87.0%

4-chloro-2H-1-benzopyran-2-one (17831-88-8) + tris(3,4-dimethoxyphenyl)bismuthane (895154-77-5) → 3,3',4,4'-tetramethoxylbiphenyl (2026-27-9) + 4-(3,4-dimethoxyphenyl)-2H-chromen-2-one

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; In N,N-dimethyl acetamide; at 90 ℃; for 2h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2014.07.059

Reference yield: 81.0%

tris(3,4-dimethoxyphenyl)bismuthane (895154-77-5) + C11H9ClO2 → 3,3',4,4'-tetramethoxylbiphenyl (2026-27-9) + 4-(3,4-dimethoxyphenyl)-5,7-dimethyl-2H-chromen-2-one

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; In N,N-dimethyl acetamide; at 90 ℃; for 2h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2014.07.059

upstream raw materials:

1,2-dimethoxybenzene

sulfuric acid

(3,4-Dimethoxyphenyl)lead triacetate

4-hydroxy-5,6,7-trimethoxychromen-2-one

Downstream raw materials:

3,4,5-tris(2-(2-methoxyethoxy)ethoxy)benzyl chloride

(3,4,5-tris(2-(2-methoxyethoxy)ethoxy)phenyl)methanol

4,4',5,5'-tetramethoxy-2,2'-dimethyl-1,1'-biphenyl

4,4'-Dimethoxybiphenyl

Refernces

• 1、 Rao, Maddali L.N.,Kumar, Abhijeet. "Pd-catalyzed cross-coupling study of bi-functional 3-bromo-4-trifloxycoumarins with triarylbismuth reagents". . p. 5137 - 5147. Retrieved 2015/06/30.
• 2、 Kianmehr, Ebrahim,Rajabi, Azam,Ghanbari, Mohammad. "Palladium-catalyzed addition of arylboronic acids to isocyanates". scheme or table. p. 1687 - 1688. Retrieved 2009/09/05.