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
• General Description: 1-BUTANEPHOSPHONIC ACID (also known as butylphosphonic acid or n-butylphosphonic acid) is a four-carbon alkylphosphonic acid (C₄H₉P(O)(OH)₂) that can be synthesized through phosphonylation of alkyl bromides with red phosphorus under micellar/phase transfer catalysis. It is structurally analogous to other long-chain alkylphosphonic acids and has been used in surface modification studies, such as functionalizing alumina and silica, to assess hydrolytic stability. 1-BUTANEPHOSPHONIC ACID is part of a broader class of alkylphosphonic acids with applications in material science and catalysis. **Returned paragraph (conclusion):** 1-BUTANEPHOSPHONIC ACID is a short-chain alkylphosphonic acid used in chemical modifications of materials like alumina and silica, demonstrating hydrolytic stability in surface applications. Its synthesis involves phosphonylation of butyl bromide under micellar/phase transfer conditions, similar to longer-chain analogues.

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:

1-butylene

n-butane

butan-1-ol

monobutyl butylphosphonate