1,1'-Methylenebis(3,4-dimethoxybenzene)

Base Information

• Chemical Name: 1,1'-Methylenebis(3,4-dimethoxybenzene)
• CAS No.: 1158-27-6
• Molecular Formula: C17H20 O4
• Molecular Weight: 288.343
• NSC Number: 139632
• DSSTox Substance ID: DTXSID20921809
• Nikkaji Number: J844.148K
• ChEMBL ID: CHEMBL2016664
• Mol file: 1158-27-6.mol

Synonyms:1158-27-6;CHEMBL2016664;1,1'-Methylenebis(3,4-dimethoxybenzene);NSC139632;SCHEMBL2095593;DTXSID20921809;BDBM50386170;NSC-139632

Chemical Property of 1,1'-Methylenebis(3,4-dimethoxybenzene)

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 288.13615911
• Heavy Atom Count: 21
• Complexity: 269

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CC2=CC(=C(C=C2)OC)OC)OC

Technology Process of 1,1'-Methylenebis(3,4-dimethoxybenzene)

There total 25 articles about 1,1'-Methylenebis(3,4-dimethoxybenzene) 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: 89.0%

bis(3,4-dimethoxyphenyl)methanone (4131-03-7) → bis(3,4-dimethoxyphenyl)methane (1158-27-6)

Guidance literature:

With sodium tetrahydroborate; trifluoroacetic acid; at 0 ℃; for 0.5h;

DOI:10.1002/ardp.201100373

Reference yield: 85.0%

3--phthalid (66064-66-2) + ethylenediamine (107-15-3,85404-18-8) → 2-(2-aminoethyl)-1H-isoindole-1,3(2H)-dione (71824-24-3) + bis(3,4-dimethoxyphenyl)methane (1158-27-6)

Guidance literature:

at 20 ℃; for 1h;

DOI:10.1016/j.commatsci.2005.07.004

Reference yield: 81.0%

4-Bromoveratrole (2859-78-1) + acetophenone (98-86-2) → bis(3,4-dimethoxyphenyl)methane (1158-27-6)

Guidance literature:

With palladium diacetate; caesium carbonate; triphenylphosphine; In water; N,N-dimethyl-formamide; at 153 ℃; for 12h;

DOI:10.1002/ejoc.201300594

upstream raw materials:

formaldehyd

1,2-dimethoxybenzene

bis(3,4-dimethoxyphenyl)methanone

4,5,4',5'-tetramethoxy-2,2'-methanediyl-di-benzoic acid

Downstream raw materials:

bis-(2-bromo-4,5-dimethoxy-phenyl)-methane

bis-(4,5-dimethoxy-2-nitro-phenyl)-methane

4,4'-methylenedibenzen-1,2-diol

3,4-diveratrylveratrole

Refernces

• 1、 Pearl. "-". . p. 429. Retrieved 1946.
• 2、 Dethe, Dattatraya H.,Shukla, Manmohan,Dherange, Balu D.. "Sc(OTf)3-Catalyzed Synthesis of Symmetrical Dithioacetals and Bisarylmethanes Using Nitromethane as a Methylene Source". supporting information. p. 5778 - 5782. Retrieved 2020/07/30.
• 3、 Jiang, Bo,Shi, Dayong,Cui, Yongchao,Guo, Shuju. "Design, synthesis, and biological evaluation of bromophenol derivatives as protein tyrosine phosphatase 1B inhibitors". experimental part. p. 444 - 453. Retrieved 2012/08/27.