Diethyl (4-formylphenyl)phosphonate

Base Information

• Chemical Name: Diethyl (4-formylphenyl)phosphonate
• CAS No.: 72436-45-4
• Molecular Formula: C11H15 O4 P
• Molecular Weight: 242.211
• Hs Code.: 2931499090
• DSSTox Substance ID: DTXSID70378662
• Nikkaji Number: J1.342.088B
• Wikidata: Q82168173
• Mol file: 72436-45-4.mol

Synonyms:72436-45-4;DIETHYL(4-FORMYLPHENYL)PHOSPHONATE;Diethyl (4-formylphenyl)phosphonate;4-diethoxyphosphorylbenzaldehyde;diethyl 4-formylphenylphosphonate;Phosphonic acid, (4-formylphenyl)-, diethyl ester;SCHEMBL10168109;DTXSID70378662;KQJAWWYLJCTQNG-UHFFFAOYSA-N;Diethyl 4-formyl-benzenephosphonate;BBL102532;MFCD00272196;STL556335;AKOS017343424;GS-5491;4-Formylphenylphosphonic acid diethyl ester;Diethyl 4-formyl-2-methoxyphenylphosphonate;CS-0212441;H10269;J-520298

Chemical Property of Diethyl (4-formylphenyl)phosphonate

Chemical Property:

• PSA: 62.41000
• LogP: 2.39050
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 242.07079595
• Heavy Atom Count: 16
• Complexity: 249

Purity/Quality:

97% ^*data from raw suppliers

Diethyl (4-formylphenyl)phosphonate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl (4-formylphenyl)phosphonate

There total 12 articles about Diethyl (4-formylphenyl)phosphonate 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: 88.0%

4-bromo-benzaldehyde (1122-91-4) + phosphonic acid diethyl ester (762-04-9) → (4-formylphenyl)phosphonic acid diethyl ester (72436-45-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; at 130 ℃; for 21h; Green chemistry;

DOI:10.3184/174751913X13686082295417

Reference yield: 86.0%

4-bromo-benzaldehyde (1122-91-4) + triethyl phosphite (122-52-1) → (4-formylphenyl)phosphonic acid diethyl ester (72436-45-4)

Guidance literature:

palladium dichloride; for 0.0833333h; microwave irradiation;

Reference yield: 85.0%

p-(iodophenyl)carboxaldehyde (15164-44-0) + triethyl phosphite (122-52-1) → (4-formylphenyl)phosphonic acid diethyl ester (72436-45-4)

Guidance literature:

With water extract of rice straw ash (WERSA); In water; at 90 ℃; for 3.1h;

DOI:10.1039/c9nj00352e

upstream raw materials:

4-(diethoxyphosphoryl)benzaldehyde dimethyl acetal

4-bromo-benzaldehyde

triethyl phosphite

phosphonic acid diethyl ester

Downstream raw materials:

(Z)-diethyl (4-((2-oxo-4-thioxothiazolidin-5-ylidene)methyl)phenyl)phosphonate

5-(4-phosphonate diethyl ester phenyl)dipyrromethane

4,6,10,12,16,18,22,24-octahydroxy-2,8,14,20-tetrakis[4-(diethoxyphosphoryl)phenyl]pentacyclo[19.3.1.1^3,7.1^9,13.1^15,19]octacosa-1⁽²⁵⁾,3,5,7⁽²⁸⁾,9,11,13⁽²⁷⁾,15,17,19⁽²⁶⁾,21,23-dodecaene

4,6,10,12,16,18,22,24-octahydroxy-5,11,17,23-tetramethyl-2,8,14,20-tetrakis[4-(diethoxyphosphoryl)phenyl]pentacyclo[19.3.1.1^3,7.1^9,13.1^15,19]octacosa-1⁽²⁵⁾,3,5,7⁽²⁸⁾,9,11,13⁽²⁷⁾,15,17,19⁽²⁶⁾,21,23-dodecaene

Refernces

• 1、 Ghasemzadeh, Maryam Sadat,Akhlaghinia, Batool. "C-P bond construction catalyzed by NiII immobilized on aminated Fe3O4@TiO2 yolk-shell NPs functionalized by (3-glycidyloxypropyl)trimethoxysilane (Fe3O4@TiO2 YS-GLYMO-UNNiII". . p. 5341 - 5356. Retrieved 2019/04/05.
• 2、 -. "With the H-phosphonates fragrant aldehyde dehydrogenation coupling method of preparing formoxyl phosphine ester". Paragraph 0027 - 0033. . Retrieved 2017/04/28.