Ethyl Di-o-tolylphosphonoacetate

Base Information

• Chemical Name: Ethyl Di-o-tolylphosphonoacetate
• CAS No.: 188945-41-7
• Molecular Formula: C18H21O5P
• Molecular Weight: 348.336
• DSSTox Substance ID: DTXSID10442275
• Nikkaji Number: J840.198E
• Wikidata: Q82259464
• Mol file: 188945-41-7.mol

Synonyms:188945-41-7;Ethyl Di-o-tolylphosphonoacetate;Di-o-tolylphosphonoacetic Acid Ethyl Ester;Ethyl 2-bis(2-methylphenoxy)phosphorylacetate;Ethyl 2-(bis(o-tolyloxy)phosphoryl)acetate;Acetic acid, 2-[bis(2-methylphenoxy)phosphinyl]-, ethyl ester;SCHEMBL1451746;Ethyl Di-o-tolylphosphonoacetate [Horner-Emmons Reagent];DTXSID10442275;BOEGWWFFVZDOIH-UHFFFAOYSA-N;ethyl (di-o-tolylphosphono)acetate;GEO-03051;MFCD01321166;AKOS015902336;s12386;AS-71167;CS-0205322;D2548;Di(o-tolyloxy)phosphinylacetic acid ethyl ester;ethyl 2-[bis(2-methylphenoxy)phosphoryl]acetate;J-012181

Chemical Property of Ethyl Di-o-tolylphosphonoacetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5330-1.5350
• Boiling Point: 240 °C / 3mmHg
• Flash Point: 241.623°C
• PSA: 71.64000
• Density: 1.19
• LogP: 4.51740
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 348.11266076
• Heavy Atom Count: 24
• Complexity: 425

Purity/Quality:

98%,99%, ^*data from raw suppliers

Di-O-tolylphosphonoaceticAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CP(=O)(OC1=CC=CC=C1C)OC2=CC=CC=C2C

Technology Process of Ethyl Di-o-tolylphosphonoacetate

There total 8 articles about Ethyl Di-o-tolylphosphonoacetate 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: 93.0%

phosphorous acid ethyl ester di-o-tolyl ester + ethyl bromoacetate (105-36-2) → ethyl di-O-tolylphosphonoacetate (188945-41-7)

Guidance literature:

at 120 ℃; for 24h;

DOI:10.1002/ejoc.200400769

Reference yield: 61.0%

ethyl 2-(dichlorophosphinyl)acetate (36957-54-7) + ortho-cresol (95-48-7,77504-84-8) → ethyl di-O-tolylphosphonoacetate (188945-41-7)

Guidance literature:

With triethylamine; In benzene; at 25 ℃; for 1h;

DOI:10.1021/jo970057c

Reference yield: 44.0%

di-o-methylphenyl phosphonate (15516-38-8) + ethyl bromoacetate (105-36-2) → ethyl di-O-tolylphosphonoacetate (188945-41-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1021/jo000068x

upstream raw materials:

ethyl 2-(dichlorophosphinyl)acetate

ortho-cresol

di-o-methylphenyl phosphonate

ethyl bromoacetate

Downstream raw materials:

ethyl 2-((bis(o-tolyloxy))phosphoryl)propanoate

ethyl (E)-2-decenate

(Z)-dec-2-enoic acid ethyl ester

(Z)-ethyl cinnamate

Refernces

• 1、 Huang, David S.,Wong, Henry L.,Georg, Gunda I.. "Synthesis and Cytotoxicity Evaluation of C4- and C5-Modified Analogues of the α,β-Unsaturated Lactone of Pironetin". supporting information. p. 520 - 528. Retrieved 2017/04/10.
• 2、 Dias, Luiz C.,Meira, Paulo R. R.. "Total synthesis of the potent antitumor polyketide (-)-callystatin A". . p. 4762 - 4773. Retrieved 2007/10/03.