| Identification | Back Directory | [Name]
N-OCTADECYLPHOSPHONIC ACID | [CAS]
4724-47-4 | [Synonyms]
ODPA
stearylphosphonic acid
octadecylphosphonic acid
Octadecanephosphonic acid
N-OCTADECYLPHOSPHONIC ACID
1-Octadecylphosphonic acid
1-Octadecanephosphonic acid
Octadecylphosphonic acid 97%
N-OCTADECYLPHOSPHONIC ACID, 93+%
n-Octadecylphosphonic acid, 98 %
n-Octadecylphosphonicacid,min.97%
n-Octadecylphosphonic acid,min. 97%
n-Octadecylphosphonic acid, min. 97% ODPA
Stearylphosphonic acid SynonyMs Octadecanephosphonic acid | [EINECS(EC#)]
225-216-4 | [Molecular Formula]
C18H39O3P | [MDL Number]
MFCD00015838 | [MOL File]
4724-47-4.mol | [Molecular Weight]
334.47 |
| Chemical Properties | Back Directory | [Appearance]
crystalline solid | [Melting point ]
99℃ | [Boiling point ]
463.6±28.0 °C(Predicted) | [density ]
0.969 | [storage temp. ]
Store at room temperature | [form ]
Crystalline | [pka]
2?+-.0.10(Predicted) | [color ]
White to off-white | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
Insoluble in water. | [Hydrolytic Sensitivity]
4: no reaction with water under neutral conditions | [InChI]
InChI=1S/C18H39O3P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22(19,20)21/h2-18H2,1H3,(H2,19,20,21) | [InChIKey]
FTMKAMVLFVRZQX-UHFFFAOYSA-N | [SMILES]
P(CCCCCCCCCCCCCCCCCC)(=O)(O)O | [CAS DataBase Reference]
4724-47-4 | [EPA Substance Registry System]
Phosphonic acid, octadecyl- (4724-47-4) |
| Hazard Information | Back Directory | [Chemical Properties]
crystalline solid | [General Description]
Octadecylphosphonic acid (OPA) is used as a self-assembled monolayer that forms a surfactant which strongly bonds with the surface atoms of different metal oxides. It provides hydrophobic properties and covers a higher surface area than the predominantly used silanes. | [Synthesis]
Under argon protection, octadecyl diethyl phosphite (1.2 g) was added to a Schlenk flask with 10 mL of dichloromethane. TMSBr (2.0 g, 4 mmol) was added slowly via syringe and the reaction mixture was stirred overnight at room temperature. The following day, dichloromethane and unreacted TMSBr were removed by distillation under reduced pressure. 15 mL of methanol was added to the residue and stirring was continued for 3 hr. Subsequently, methanol was evaporated under reduced pressure to give an off-white crystalline solid. The crude product was dissolved in boiling hexane with vigorous stirring and left to partition, cooled to room temperature and filtered. This purification process was repeated three times for complete removal of oily impurities, resulting in a white solid product. The product was characterized as follows: 1H NMR (CDCl3, ppm, J Hz): δ 8.73 (br, 2H, OH), 1.90 (m, 2H, PCH2, J = 26.75), 1.616 (br, 2H, CH2), 1.39 (br, 2H, CH2), 1.19 (s, 30H, CH2-alkyl), 0.877 (t, 3H, CH3, J = 13.0). Mass spectrum: [M+] = 334.26. Elemental analysis: C18H39O3P, calculated values: C, 64.64; H, 11.75; measured values: C, 64.62; H, 11.72. | [References]
[1] Bulletin of the Chemical Society of Ethiopia, 2014, vol. 28, # 1, p. 143 - 148
[2] Phosphorus, Sulfur and Silicon and Related Elements, 2002, vol. 177, # 4, p. 877 - 891
[3] Chemistry of Materials, 2018, vol. 30, # 21, p. 8034 - 8039 |
| Questions And Answer | Back Directory | [Uses]
Octadecylphosphonic acid is used as detergents, dispersants, emulsifiers, and chelating agents. Alkyl phosphonic acids are typically sparingly soluble in both organic solvents and water, but become more soluble in water when neutralized to phosphonates at neutral to high pH.
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
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| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
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