Phosphonic acid, ((3,4-dimethoxyphenyl)methyl)-, diethyl ester

Base Information

• Chemical Name: Phosphonic acid, ((3,4-dimethoxyphenyl)methyl)-, diethyl ester
• CAS No.: 78055-65-9
• Molecular Formula: C13H21 O5 P
• Molecular Weight: 288.28
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID40228701
• Nikkaji Number: J1.648.566G
• Wikidata: Q83108751
• Mol file: 78055-65-9.mol

Synonyms:78055-65-9;Phosphonic acid, ((3,4-dimethoxyphenyl)methyl)-, diethyl ester;4-(diethoxyphosphorylmethyl)-1,2-dimethoxybenzene;(3,4-DIMETHOXY-BENZYL)-PHOSPHONIC ACID DIETHYL ESTER;Diethyl 3,4-dimethoxybenzylphosphonate;Phosphonic acid,P-[(3,4-dimethoxyphenyl)methyl]-, diethyl ester;Phosphonic acid, [(3,4-dimethoxyphenyl)methyl]-, diethyl ester;SCHEMBL9950354;C13H21O5P;DTXSID40228701;C13-H21-O5-P;Diethyl3,4-dimethoxybenzylphosphonate;AKOS015843620;3-BIPHENYL-4-FORMYL-ACETICACID;FT-0651319;3,4-Dimethoxybenzylphosphonic acid diethyl ester

Chemical Property of Phosphonic acid, ((3,4-dimethoxyphenyl)methyl)-, diethyl ester

Chemical Property:

• Vapor Pressure: 6.54E-06mmHg at 25°C
• Boiling Point: 389.1°C at 760 mmHg
• Flash Point: 202.7°C
• PSA: 63.80000
• Density: 1.123g/cm³
• LogP: 3.46990
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 288.11266076
• Heavy Atom Count: 19
• Complexity: 287

Purity/Quality:

99%min ^*data from raw suppliers

Diethyl3,4-dimethoxybenzylphosphonate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(CC1=CC(=C(C=C1)OC)OC)OCC

Technology Process of Phosphonic acid, ((3,4-dimethoxyphenyl)methyl)-, diethyl ester

There total 10 articles about Phosphonic acid, ((3,4-dimethoxyphenyl)methyl)-, diethyl ester 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%

4-bromomethyl-1,2-dimethoxybenzene (21852-32-4) + triethyl phosphite (122-52-1) → diethyl (3,4-dimethoxybenzyl)phosphonate (78055-65-9)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; at 110 ℃; for 24h;

DOI:10.1021/jm0506120

Reference yield: 86.0%

(3,4-dimethoxyphenyl)methanol (93-03-8) + triethyl phosphite (122-52-1) → diethyl (3,4-dimethoxybenzyl)phosphonate (78055-65-9)

Guidance literature:

(3,4-dimethoxyphenyl)methanol; With phosphorus tribromide; In dichloromethane; at 0 ℃; for 1h;

triethyl phosphite; In 5,5-dimethyl-1,3-cyclohexadiene; for 10h; Reflux;

DOI:10.1016/j.bmcl.2016.10.034

Reference yield: 73.0%

1-(3,4-Dimethoxy-benzyl)-2-methylsulfanyl-4,6-diphenyl-pyridinium; iodide (76950-82-8) + triethyl phosphite (122-52-1) → diethyl (3,4-dimethoxybenzyl)phosphonate (78055-65-9) + 2-Methylthio-4,6-diphenylpyridine (76950-91-9)

Guidance literature:

at 150 ℃; for 4h;

DOI:10.1055/s-1981-29393

upstream raw materials:

4-bromomethyl-1,2-dimethoxybenzene

triethyl phosphite

1-(3,4-Dimethoxy-benzyl)-2-methylsulfanyl-4,6-diphenyl-pyridinium; iodide

4-chloromethyl-1,2-dimethoxy-benzene

Downstream raw materials:

(E)-1-(2,3,4-trimethoxyphenyl)-2-(3,4-di-methoxyphenyl)ethene

(E)-1-(2,6-dimethoxyphenyl)-2-(3,4-dimethoxyphenyl)ethene

2'-[(E)-2-(3,4-Dimethoxy-phenyl)-vinyl]-3,4-dimethoxy-biphenyl

(3S)-(3,4-dimethoxyphenyl)-(4R)-[(E)-3,4-dimethoxystyryl]cyclohex-1-ene

Refernces

• 1、 -. "Synthetic method for dihydrostilbenes and anti-inflammatory compounds containing thereof". Paragraph 0104; 0149; 0150; 0155; 0156. . Retrieved 2018/05/03.
• 2、 Jang, Ha Young,Park, Hyeong Jin,Damodar, Kongara,Kim, Jin-Kyung,Jun, Jong-Gab. "Dihydrostilbenes and diarylpropanes: Synthesis and in vitro pharmacological evaluation as potent nitric oxide production inhibition agents". supporting information. p. 5438 - 5443. Retrieved 2016/11/09.