(2-Carboxyethyl)triphenylphosphonium hydroxide inner salt

Base Information

• Chemical Name: (2-Carboxyethyl)triphenylphosphonium hydroxide inner salt
• CAS No.: 4365-60-0
• Molecular Formula: C21H19O2P
• Molecular Weight: 334.354
• DSSTox Substance ID: DTXSID70863381
• Wikidata: Q81978084
• Mol file: 4365-60-0.mol

Synonyms:4365-60-0;(2-Carboxyethyl)triphenylphosphonium hydroxide inner salt;Phosphonium, (2-carboxyethyl)triphenyl-, inner salt;(2-CARBOXYETHYL)TRIPHENYLPHOSPHONIUM HYDROXIDE, INNER SALT;C21-H19-O2-P;3-Triphenylphosphoniopropionate;SCHEMBL10618054;3-(triphenylphosphonio)propanoate;DTXSID70863381;AKOS024322400;3-(TRIPHENYLPHOSPHANIUMYL)PROPANOATE;(2-Carboxyethyl)triphenylphosphonium inner salt;EN300-7448035;J-500684

Chemical Property of (2-Carboxyethyl)triphenylphosphonium hydroxide inner salt

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 334.11226684
• Heavy Atom Count: 24
• Complexity: 340

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](CCC(=O)[O-])(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of (2-Carboxyethyl)triphenylphosphonium hydroxide inner salt

There total 10 articles about (2-Carboxyethyl)triphenylphosphonium hydroxide inner salt 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: 91.0%

triphenylphosphine (603-35-0) + acrylic acid (79-10-7) → β-triphenylphosphonioethylcarboxylate (4365-60-0)

Guidance literature:

In chloroform; for 24h; Ambient temperature;

Reference yield: 87.0%

(2-carboxyethyl)triphenylphosphonium chloride (36626-29-6) → β-triphenylphosphonioethylcarboxylate (4365-60-0)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; water;

Reference yield: 60.0%

(2E)-but-2-enedioic acid (110-17-8,26099-09-2) + triphenylphosphine (603-35-0) → β-triphenylphosphonioethylcarboxylate (4365-60-0)

Guidance literature:

In acetonitrile; at 70 ℃; for 18h;

DOI:10.1134/S1070428007020091

upstream raw materials:

(2-carboxyethyl)triphenylphosphonium chloride

3-(triphenyl-λ-phosphanylidene)dihydrofuran-2,5-dione

Diphenylphosphino propenoate

triphenylphosphine

Downstream raw materials:

[CdI₂((C₆H₅)3P(CH₂)2COO)((CH₃)4N₂C₂H₄)]

[CdI₂(triphenylphosphoniopropionate)]2

Refernces

• 1、 Salin,Sobanov,Bakhtiyarova,Khabibullin,Galkin. "Kinetics and mechanism of quaternization of tertiary phosphines with unsaturated carboxylic acids. Kinetic studies of the reactions in aprotic solvents". . p. 824 - 830. Retrieved 2011.
• 2、 Bakhtiyarova,Sagdieva,Galkina,Galkin,Cherkasov,Krivolapov,Gubaidullin,Litvinov. "Carboxylate phosphabetaines based on tertiary phosphines and unsaturated dicarboxylic acids". . p. 207 - 213. Retrieved 2007/10/03.