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Octadecylphosphonic acid

Uses
Product Name
Octadecylphosphonic acid
CAS No.
4724-47-4
Chemical Name
Octadecylphosphonic acid
Synonyms
stearylphosphonic acid;octadecylphosphonic acid;Octadecanephosphonic acid;1-Octadecylphosphonic acid;N-OCTADECYLPHOSPHONIC ACID;OctadecylphosphonicAcid>1-Octadecanephosphonic acid;Octadecylphosphonic acid 97%;Phosphonic acid, P-octadecyl-;n-Octadecylphosphonic acid 97%
CBNumber
CB1451818
Molecular Formula
C18H39O3P
Formula Weight
334.47
MOL File
4724-47-4.mol
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Octadecylphosphonic acid Property

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
Water Solubility 
Insoluble in water.
Hydrolytic Sensitivity
4: no reaction with water under neutral conditions
Stability:
Stable. Incompatible with strong oxidizing agents.
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)
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Safety

WGK Germany 
3
TSCA 
Yes
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
715166
Product name
Octadecylphosphonic acid
Purity
97%
Packaging
1g
Price
$189.05
Updated
2025/07/31
TCI Chemical
Product number
O0371
Product name
Octadecylphosphonic Acid
Purity
>98.0%(T)
Packaging
1g
Price
$94
Updated
2025/07/31
TCI Chemical
Product number
O0371
Product name
Octadecylphosphonic Acid
Purity
>98.0%(T)
Packaging
5g
Price
$327
Updated
2025/07/31
Strem Chemicals
Product number
15-3510
Product name
n-Octadecylphosphonic acid, min. 97% ODPA
Packaging
1g
Price
$71
Updated
2024/03/01
Strem Chemicals
Product number
15-3510
Product name
n-Octadecylphosphonic acid, min. 97% ODPA
Packaging
5g
Price
$297
Updated
2024/03/01
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Octadecylphosphonic acid Chemical Properties,Usage,Production

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. 

Chemical Properties

crystalline solid

Uses

n-Octadecylphosphonic acid is used in thermal paper for receipts, adding machines and tickets. It acts as surfactant, emulsifier, dispersants and chelating agents. Further, it is a long chain phosphonic acid compound utilized for proteomics research. In addition to this, it is used to prepare modified mesoporous magnetic nano particles through Lewis acid/base interaction.

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

16165-72-3

4724-47-4

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

Octadecylphosphonic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Octadecylphosphonic acid manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
Octadecylphosphonic acid 4727-47-4
Price
US $79.00-38.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-12-16
Hebei Chuanghai Biotechnology Co., Ltd
Product
Octadecylphosphonic acid 4724-47-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-30
Hebei Yanxi Chemical Co., Ltd.
Product
Octadecylphosphonic acid 4724-47-4
Price
US $40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-10-09

4724-47-4, Octadecylphosphonic acidRelated Search:


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