Diphenylphosphinylacetic acid

Base Information

• Chemical Name: Diphenylphosphinylacetic acid
• CAS No.: 1831-63-6
• Molecular Formula: C14H13 O3 P
• Molecular Weight: 260.229
• Hs Code.: 2931499090
• NSC Number: 193778
• DSSTox Substance ID: DTXSID80171383
• Nikkaji Number: J1.064.358I
• Wikidata: Q83041457
• ChEMBL ID: CHEMBL1567605
• Mol file: 1831-63-6.mol

Synonyms:1831-63-6;Diphenylphosphinylacetic acid;2-diphenylphosphorylacetic acid;2-(diphenylphosphoryl)acetic acid;CARBOXYMETHYL DIPHENYLPHOSPHINE OXIDE;(Diphenylphosphoryl)acetic acid;MLS000104683;Acetic acid, 2-(diphenylphosphinyl)-;SMR000054616;Acetic acid, (diphenylphosphinyl)-;CBMicro_011876;cid_303892;SCHEMBL9009717;2-diphenylphosphorylethanoic acid;CHEMBL1567605;BDBM56278;DTXSID80171383;2-(diphenylphosphoroso)acetic acid;Carboxymethyldiphenylphosphine oxide;HMS2292B15;SMSF0003348;MFCD00204609;NSC193778;STL032035;AKOS003746310;CB15375;NSC 193778;NSC-193778;CARBOXYMETHYLDIPHENYLPHOSPHINEOXIDE;BIM-0012082.P001;CS-0328463;SR-01000195640;SR-01000195640-1

Chemical Property of Diphenylphosphinylacetic acid

Chemical Property:

• Vapor Pressure: 8.95E-08mmHg at 25°C
• Melting Point: 145-146 °C
• Boiling Point: 419.1°Cat760mmHg
• PKA: 3.73±0.10(Predicted)
• Flash Point: 207.3°C
• PSA: 64.18000
• Density: 1.27g/cm³
• LogP: 2.08510
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 260.06023127
• Heavy Atom Count: 18
• Complexity: 306

Purity/Quality:

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

2-(Diphenylphosphoryl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(=O)(CC(=O)O)C2=CC=CC=C2

Technology Process of Diphenylphosphinylacetic acid

There total 10 articles about Diphenylphosphinylacetic acid 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: 90.0%

chloroacetic acid (79-11-8) + Diphenylphosphine oxide (4559-70-0) → diphenylphosphorylacetic acid (1831-63-6)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 40 ℃; for 1h;

DOI:10.1055/s-1986-31510

Reference yield: 89.0%

diphenylphosphine oxide (24630-80-6) + methyl chloroacetate (96-34-4) → diphenylphosphorylacetic acid (1831-63-6)

Guidance literature:

With potassium hydroxide; In toluene; at 10 - 20 ℃;

Reference yield:

chloroacetic acid (79-11-8) + Diphenylphosphine oxide (4559-70-0) → diphenyl-phosphinic acid (1707-03-5) + diphenylphosphorylacetic acid (1831-63-6)

Guidance literature:

With potassium hydroxide; In water; dimethyl sulfoxide; Yields of byproduct given. Title compound not separated from byproducts;

upstream raw materials:

Diphenyl-di-carbaethoxymethyl-phosphonium-bromid

allyldiphenylphosphine

carbon dioxide

diphenyl(methyl)phosphine oxide

Downstream raw materials:

carbomethoxymethylenediphenylphosphine oxide

diphenyl(methyl)phosphine oxide

tricyclohexyltin(IV) (diphenylphosphinyl)acetate

dimethyltin(IV) bis((diphenylphosphinyl)acetate)

Refernces

• 1、 Dziuba, Kamil,Frynas, S?awomir,Szwaczko, Katarzyna. "Knoevenagel Condensation of Phosphinoylacetic Acids with Aldehydes: An Efficient One-Pot Strategy for the Synthesis of P-Functionalized Alkenyl Compounds". . p. 2142 - 2154. Retrieved 2021/01/21.
• 2、 Shkrob, Ilya A.,Kaminski, Michael D.,Mertz, Carol J.,Rickert, Paul G.,Derzon, Mark S.,Rahimian, Kamyar. "Sequestration, fluorometric detection, and mass spectroscopy analysis of lanthanide ions using surface modified magnetic microspheres for microfluidic manipulation". supporting information; experimental part. p. 15705 - 15710. Retrieved 2010/01/30.