tetraethyl [5-(dimethoxymethyl)-1,3-phenylene]bis(methylenephosphonate)

Base Information

• Chemical Name: tetraethyl [5-(dimethoxymethyl)-1,3-phenylene]bis(methylenephosphonate)
• CAS No.: 205578-74-1
• Molecular Formula: C₁₉H₃₄O₈P₂
• Molecular Weight: 452.422
• Mol file: 205578-74-1.mol

Synonyms:tetraethyl [5-(dimethoxymethyl)-1,3-phenylene]bis(methylenephosphonate)

Chemical Property of tetraethyl [5-(dimethoxymethyl)-1,3-phenylene]bis(methylenephosphonate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tetraethyl [5-(dimethoxymethyl)-1,3-phenylene]bis(methylenephosphonate)

There total 9 articles about tetraethyl [5-(dimethoxymethyl)-1,3-phenylene]bis(methylenephosphonate) 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: 100.0%

Tetraethyl 5-formyl-1,3-phenylenebis(methylenephosphonate) (296795-92-1) + trimethyl orthoformate (149-73-5) → tetraethyl [5-(dimethoxymethyl)-1,3-phenylene]bis(methylenephosphonate) (205578-74-1)

Guidance literature:

With Montmorillonite K 10; In tetrachloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo015764r

Reference yield:

3,5-bis(bromomethyl)toluene (19294-04-3) → tetraethyl [5-(dimethoxymethyl)-1,3-phenylene]bis(methylenephosphonate) (205578-74-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / 160 °C

2: NBS; AIBN / CCl₄ / 4 h / Heating

3: 3.92 g / Fe; H₂O / 4 h / Heating

4: 95 percent / DOWEX 50W-X₈ / methanol / Heating

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); Dowex 50W-X₈; water; iron; In methanol; tetrachloromethane; 1: Substitution / 2: Bromination / 3: Oxidation / 4: Addition;

DOI:10.1002/1521-3765(20000703)6:13<2462::AID-CHEM2462>3.0.CO;2-A

Reference yield:

Tetraethyl 5-methyl-1,3-phenylenebis(methylenephosphonate) (263164-95-0) → tetraethyl [5-(dimethoxymethyl)-1,3-phenylene]bis(methylenephosphonate) (205578-74-1)

Guidance literature:

Multi-step reaction with 3 steps

1: NBS; AIBN / CCl₄ / 4 h / Heating

2: 3.92 g / Fe; H₂O / 4 h / Heating

3: 95 percent / DOWEX 50W-X₈ / methanol / Heating

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); Dowex 50W-X₈; water; iron; In methanol; tetrachloromethane; 1: Bromination / 2: Oxidation / 3: Addition;

DOI:10.1002/1521-3765(20000703)6:13<2462::AID-CHEM2462>3.0.CO;2-A

upstream raw materials:

Tetraethyl 5-formyl-1,3-phenylenebis(methylenephosphonate)

trimethyl orthoformate

1,3,5-tris(hydroxymethyl)benzene

1,3,5-tris-(methoxycarbonyl)benzene

Downstream raw materials:

(E,E)-3,5-bis{2-{4-[2-(3,4,5-tripropoxyphenyl)ethenyl]phenyl}ethenyl}benzaldehyde

(E,E)-3,5-bis{2-{4-[2-(3,4,5-trihexyloxyphenyl)ethenyl]phenyl}ethenyl}benzaldehyde

(E,E)-3,5-bis{2-{4-[2-(3,4,5-tridodecyloxyphenyl)ethenyl]phenyl}ethenyl}benzaldehyde