5-(Diphenylphosphinyl)pentanoic acid

Base Information

• Chemical Name: 5-(Diphenylphosphinyl)pentanoic acid
• CAS No.: 71140-70-0
• Molecular Formula: C₁₇H₁₉O₃P
• Molecular Weight: 302.31
• European Community (EC) Number: 682-022-6
• UNII: 85XU9N374E
• Nikkaji Number: J3.134.659B
• Mol file: 71140-70-0.mol

Synonyms:5-(Diphenylphosphinyl)pentanoic acid;71140-70-0;Diphenylphosphine Acid;5-diphenylphosphorylpentanoic Acid;5-(Diphenylphosphoryl)pentanoic acid;SCHEMBL9463186;CHEBI:187316;85XU9N374E;4-Carboxybutyldiphenylphosphine Oxide;AKOS027314037;Pentanoic acid, 5-(diphenylphosphinyl)-;PD020437

Chemical Property of 5-(Diphenylphosphinyl)pentanoic acid

Chemical Property:

• Boiling Point: 462.7 °C at 760 mmHg
• Flash Point: 233.7 °C
• PSA: 64.18000
• Density: 1.19 g/cm³
• LogP: 3.25540
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 302.10718146
• Heavy Atom Count: 21
• Complexity: 346

Purity/Quality:

99% ^*data from raw suppliers

5-(Diphenylphosphinyl)pentanoicAcid ^*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)(CCCCC(=O)O)C2=CC=CC=C2
• Description: The Wittig reaction is a frequently used method for olefin synthesis involving a phosphorane ylide and an aldehyde or ketone. DPP is a common by-product of this reaction. DPP can be used as a standard in analyzing products of synthetic routes that utilize the Wittig reaction.
• Uses: 5-(Diphenylphosphinyl)pentanoic Acid, can be used for the preparation of praseodymium coordination polymers with diphenylphosphorylvalerate ligand. 5-(Diphenylphosphinyl)pentanoic Acid, can be used for the preparation of praseodymium coordination polymers with diphenylphosphorylvalerate ligand. It is also a by product in the preparation of prostaglandin analogs.

Technology Process of 5-(Diphenylphosphinyl)pentanoic acid

There total 8 articles about 5-(Diphenylphosphinyl)pentanoic 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: 98.0%

(4-Carbohydroxybutyl)-triphenylphosphonium (41264-12-4) → (4-carboxybutyl)diphenylphosphine oxide (71140-70-0)

Guidance literature:

With sodium hydroxide; for 0.5h; Heating;

Reference yield: 97.0%

(4-carboxybutyl)triphenylphosphonium bromide (17814-85-6) → (4-carboxybutyl)diphenylphosphine oxide (71140-70-0)

Guidance literature:

With sodium hydroxide; for 4h; Heating;

Reference yield:

5-bromopentanoic acid (2067-33-6) → (4-carboxybutyl)diphenylphosphine oxide (71140-70-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / Heating

2: 1.) sodium hydride / 1.) DMSO, 2 h, room t.; 2.) reflux

With sodium hydride; In acetonitrile;

DOI:10.1016/0040-4039(96)00032-9

upstream raw materials:

(4-carboxybutyl)triphenylphosphonium bromide

(4-Carbohydroxybutyl)-triphenylphosphonium

Isophthalaldehyde

boron trifluoride methanol complex

Downstream raw materials:

(5-hydroxypentyl)diphenylphosphine oxide

Methyl 5-diphenylphosphinoylpentanoate

Refernces

• 1、 Ayrey, Peter M.,Bolton, Michael A.,Buss, Antony D.,Greeves, Nicholas,Levin, Daniel,et al.. "Stereochemically controlled Synthesis of Unsaturated Alcohols by the Horner-Wittig Reaction". . p. 3407 - 3418. Retrieved 2007/10/02.
• 2、 Favara, Duccio,Guzzi, Umberto,Ciabatti, Romeo,Battaglia, Franco,Depaoli, Adele. "13-AZA-14-OXO-15-OXAPROSTAGLANDINS". . p. 233 - 238. Retrieved 2007/10/02.