Diethyl 3-methoxybenzylphosphonate

Base Information

• Chemical Name: Diethyl 3-methoxybenzylphosphonate
• CAS No.: 60815-18-1
• Molecular Formula: C12H19O4P
• Molecular Weight: 258.254
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID90442516
• Nikkaji Number: J120.402E
• Wikidata: Q82259825
• Mol file: 60815-18-1.mol

Synonyms:Diethyl 3-methoxybenzylphosphonate;60815-18-1;Diethyl (3-Methoxybenzyl)phosphonate;Diethyl3-methoxybenzylphosphonate;1-(diethoxyphosphorylmethyl)-3-methoxybenzene;Phosphonic acid, [(3-methoxyphenyl)methyl]-, diethyl ester;(3-Methoxybenzyl)phosphonic Acid Diethyl Ester;1-(diethoxyphosphorylmethyl)-3-methoxy-benzene;SCHEMBL4237467;3-(Diethylphosphonomethyl)anisole;DTXSID90442516;IGGMUQNGGBRXFB-UHFFFAOYSA-N;MFCD08276363;AKOS015851760;m-Methoxybenzylphosphonic acid diethyl ester;D3326;FT-0652098;A832901

Chemical Property of Diethyl 3-methoxybenzylphosphonate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.486
• Boiling Point: 363.463 °C at 760 mmHg
• Flash Point: 187.256 °C
• PSA: 54.57000
• Density: 1.11 g/cm³
• LogP: 3.46130
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Sparingly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 258.10209608
• Heavy Atom Count: 17
• Complexity: 247

Purity/Quality:

98% ^*data from raw suppliers

Diethyl (3-Methoxybenzyl)phosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl 3-methoxybenzylphosphonate

There total 7 articles about Diethyl 3-methoxybenzylphosphonate 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: 95.9%

1-bromomethyl-3-methoxybenzene (874-98-6) + triethyl phosphite (122-52-1) → diethyl [(3-methoxyphenyl)methyl]phosphonate (60815-18-1)

Guidance literature:

at 80 ℃; for 17h;

DOI:10.1016/j.bmc.2010.06.044

Reference yield: 92.9%

triethyl phosphate (78-40-0) + 1-bromomethyl-3-methoxybenzene (874-98-6) → diethyl [(3-methoxyphenyl)methyl]phosphonate (60815-18-1)

Guidance literature:

at 100 ℃; for 5h;

DOI:10.1016/j.cclet.2009.11.030

Reference yield: 87.0%

m-methoxybenzyl chloride (824-98-6) + triethyl phosphite (122-52-1) → diethyl [(3-methoxyphenyl)methyl]phosphonate (60815-18-1)

Guidance literature:

upstream raw materials:

m-methoxybenzyl chloride

triethyl phosphite

1-bromomethyl-3-methoxybenzene

methanol

Downstream raw materials:

1-[1-(4,4-Diphenyl-cyclohexa-2,5-dienylidene)-ethyl]-3-methoxy-benzene

(diethoxy-phosphoryl)-(3-methoxy-phenyl)-acetic acid

(E)-1-methoxymethyloxy-4-(3-methoxy)styrylbenzene

(E)-1-methoxymethyloxy-3-(3-methoxy)styrylbenzene

Refernces

• 1、 Cao, Chao-Tun,Yan, Lu,Cao, Chenzhong. "Determination and application of the excited-state substituent constants of pyridyl and substituted phenyl groups". . . Retrieved 2021/05/21.
• 2、 Ma, Xiantao,Xu, Qing,Li, Huan,Su, Chenliang,Yu, Lei,Zhang, Xu,Cao, Hongen,Han, Li-Biao. "Alcohol-based Michaelis-Arbuzov reaction: An efficient and environmentally-benign method for C-P(O) bond formation". supporting information. p. 3408 - 3413. Retrieved 2018/08/06.