Butylphosphonic acid

Base Information

• Chemical Name: Butylphosphonic acid
• CAS No.: 3321-64-0
• Molecular Formula: C4H11 O3 P
• Molecular Weight: 138.103
• Hs Code.: 2931900090
• European Community (EC) Number: 679-394-7
• NSC Number: 38367
• UNII: HKC30FCB7P
• DSSTox Substance ID: DTXSID30186861
• Nikkaji Number: J502.657A
• Wikidata: Q27094855
• Metabolomics Workbench ID: 148478
• Mol file: 3321-64-0.mol

Synonyms:n-butylphosphonic acid

Chemical Property of Butylphosphonic acid

Chemical Property:

• Vapor Pressure: 0.00145mmHg at 25°C
• Melting Point: 105-107°C
• Boiling Point: 274.8°Cat760mmHg
• PKA: 2.66±0.10(Predicted)
• Flash Point: 120°C
• PSA: 67.34000
• Density: 1.214g/cm³
• LogP: 0.96420
• Water Solubility.: Soluble in water
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 138.04458121
• Heavy Atom Count: 8
• Complexity: 95.5

Purity/Quality:

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

Butylphosphonic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-14
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCP(=O)(O)O

Technology Process of Butylphosphonic acid

There total 7 articles about Butylphosphonic 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: 51.0%

KMn04 + n-butylphosphonous acid (4741-16-6) + hypophosphorous acid (14332-09-3) → butylphosphonic acid (3321-64-0)

Guidance literature:

With sodium hydroxide; sodium hydrogensulfite; In water; acetone;

Reference yield: 44.0%

1-bromo-butane (109-65-9) → butylphosphonic acid (3321-64-0)

Guidance literature:

1-bromo-butane; With potassium hydroxide semihydrate; phosphorus; cetyltrimethylammonim bromide; In water; toluene; at 85 - 90 ℃; for 6h; Inert atmosphere;

With nitric acid; In water; at 100 - 110 ℃; for 2h; pH=4; Inert atmosphere;

DOI:10.1002/ejoc.202100067

Reference yield:

dibutyl butylphosphonate (78-46-6) → butylphosphonic acid (3321-64-0)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01223a046

upstream raw materials:

n-butylphosphine

(E)-1-(diethyl phosphonato)-1-propene

dibutyl butylphosphonate

butyldiethylphosphonate

Downstream raw materials:

butan-1-ol

monobutyl butylphosphonate

dibutyl butylphosphonate

Butyl-phosphonic acid dipropyl ester

Refernces

• 1、 Kuimov, Vladimir A.,Malysheva, Svetlana F.,Belogorlova, Natalia A.,Albanov, Alexander I.,Gusarova, Nina K.,Trofimov, Boris A.. "Synthesis of Long-Chain n-Alkylphosphonic Acids by Phosphonylation of Alkyl Bromides with Red Phosphorus and Superbase under Micellar/Phase Transfer Catalysis". . p. 1596 - 1602. Retrieved 2021.
• 2、 -. "Process for the production of aliphatic phosphonic acids". . . Retrieved 2008/06/13.