pentylphosphinic acid

Base Information

• Chemical Name: pentylphosphinic acid
• CAS No.: 111496-41-4
• Molecular Formula: C₅H₁₃O₂P
• Molecular Weight: 136.131
• Mol file: 111496-41-4.mol

Synonyms:pentylphosphinic acid

Chemical Property of pentylphosphinic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of pentylphosphinic acid

There total 2 articles about pentylphosphinic 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: 83.0%

pentan-1-ol (71-41-0) → pentylphosphinic acid (111496-41-4) + 3-monochloro-1,2-propanediol (96-24-2)

Guidance literature:

With hypophosphorous acid; epichlorohydrin; at 45 - 50 ℃; for 1h; or propylene oxide;

Reference yield: 32.0%

1-Bromopentane (110-53-2) → di-n-pentylphosphine oxide + triamylphosphine oxide (3084-47-7) + pentylphosphinic acid (111496-41-4)

Guidance literature:

With potassium hydroxide semihydrate; phosphorus; N-benzyl-N,N,N-triethylammonium chloride; In toluene; at 60 - 62 ℃; for 5h; Reagent/catalyst; Inert atmosphere;

DOI:10.1016/j.mencom.2019.05.030

Reference yield:

pentylphosphinic acid (111496-41-4) → (S)-1-[(S)-6-Benzyloxycarbonylamino-2-(hydroxy-pentyl-phosphinoyloxy)-hexanoyl]-pyrrolidine-2-carboxylic acid benzyl ester (111496-61-8)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC, DMAP / tetrahydrofuran / 2 h / Ambient temperature

2: NaIO₄ / dioxane; H₂O / 16 h

With dmap; sodium periodate; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1021/jm00396a033

upstream raw materials:

pentan-1-ol

1-Bromopentane

Downstream raw materials:

(S)-1-[(S)-6-Benzyloxycarbonylamino-2-(hydroxy-pentyl-phosphinoyloxy)-hexanoyl]-pyrrolidine-2-carboxylic acid benzyl ester

Refernces

• 1、 Devedjiev, I.,Borisov, G.. "REACTION BETWEEN 2-HYDROXY ESTERS OF HYPOPHOSPHOROUS ACID AND ALCOHOLS". . p. 37 - 42. Retrieved 2007/10/02.