Tetradecylphosphonic acid

Base Information

• Chemical Name: Tetradecylphosphonic acid
• CAS No.: 4671-75-4
• Molecular Formula: C14H31 O3 P
• Molecular Weight: 278.372
• Hs Code.: 29319090
• European Community (EC) Number: 225-118-1
• NSC Number: 127409
• DSSTox Substance ID: DTXSID7063550
• Nikkaji Number: J34.636E
• Wikidata: Q81990818
• ChEMBL ID: CHEMBL190999
• Mol file: 4671-75-4.mol

Synonyms:tetradecyl phosphonate;tetradecyl-phosphonate

Chemical Property of Tetradecylphosphonic acid

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 6.51E-08mmHg at 25°C
• Melting Point: 96-98ºC
• Boiling Point: 411.2 °C at 760 mmHg
• PKA: 2.65±0.10(Predicted)
• Flash Point: 202.5 °C
• PSA: 67.34000
• Density: 0.998 g/cm³
• LogP: 4.86520
• Storage Temp.: 2-8°C
• Solubility.: ≥27.8 mg/mL in ETOH; insoluble in H2O; ≥2.27 mg/mL in DMSO with gentle warming and ultrasonic
• Water Solubility.: Soluble in ethanol, dimethyl sulfoxide and dimethyl formamide. Partially soluble in water.
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 13
• Exact Mass: 278.20108184
• Heavy Atom Count: 18
• Complexity: 213

Purity/Quality:

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

TetradecylPhosphonate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCP(=O)(O)O
• Uses: 1-Tetradecylphosphonic acid is used to functionalize the surface of BaTiO3 nanoparticles. TDPA can be used to cap copper nanoparticles to protect them from oxidation. It may also be used in the synthesis of cadmium sulfate (CdS) core, which can be used in the fabrication of cadmium selenium (CdSe)/CdS core quantum dots (QDs). It may also be coated on caesium lead bromide (CsPbBr3) perovskite quantum dots for the development of white light emitting diodes (wLED).

Technology Process of Tetradecylphosphonic acid

There total 3 articles about Tetradecylphosphonic 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: 50.0%

1-Bromotetradecane (112-71-0) → n-tetradecylphosphonic acid (4671-75-4)

Guidance literature:

1-Bromotetradecane; 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:

tetradecyl-phosphonic acid dibutyl ester (33512-29-7) → n-tetradecylphosphonic acid (4671-75-4)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01223a046

Reference yield:

→ n-tetradecylphosphonic acid (4671-75-4)

Guidance literature:

Entspr. Diethylester, Hydrolyse;

upstream raw materials:

tetradecyl-phosphonic acid dibutyl ester

1-Bromotetradecane

Downstream raw materials:

cobalt(III) phosphide

Di-O-β-hydroxyaethyl-n-tetradecyl-1-phosphonat

Refernces