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4724-48-5

Basic Information
CAS No.: 4724-48-5
Name: N-OCTYLPHOSPHONIC ACID
Article Data: 24
Molecular Structure:
Molecular Structure of 4724-48-5 (N-OCTYLPHOSPHONIC ACID)
Formula: C8H19O3P
Molecular Weight: 194.211
Synonyms: Phosphonic acid,octyl- (6CI,7CI,8CI,9CI);Octanephosphonic acid;Octylphosphonic acid;n-Octyl-1-phosphonic acid;n-Octylphosphonic acid;
EINECS: 225-218-5
Density: 1.08 g/cm3
Melting Point: 100-102 °C
Boiling Point: 327.5 °C at 760 mmHg
Flash Point: 151.8 °C
Solubility: Slightly soluble in organic solvents and water.
Hazard Symbols: R34:Causes burns.;
Risk Codes: 36/37/38
Safety: 26-36/37/39
PSA: 67.34000
LogP: 2.52460
Synthetic route
111-66-0

oct-1-ene

4724-48-5

n-octylphosphonic acid

Conditions
ConditionsYield
With hypophosphorous acid; palladium; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In water; N,N-dimethyl-formamide at 110℃; for 24h;100%
With tris-(dibenzylideneacetone)dipalladium(0); hypophosphorous acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; oxygen In N,N-dimethyl-formamide at 110℃; for 20h;
Multi-step reaction with 2 steps
1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tetrahydrofuran / 9 h / 70 °C
2: sodium hydroxide; potassium permanganate / water / 5 h / 15 °C / Cooling with ice
View Scheme
111-83-1

1-bromo-octane

4724-48-5

n-octylphosphonic acid

Conditions
ConditionsYield
Stage #1: 1-bromo-octane With aluminum (III) chloride; triethyl phosphite at 20 - 160℃; for 7h;
Stage #2: With hydrogen bromide In water for 5h; Reagent/catalyst; Temperature; Reflux;
95.1%
Stage #1: 1-bromo-octane With potassium hydroxide semihydrate; phosphorus; cetyltrimethylammonim bromide In water; toluene at 85 - 90℃; for 6h; Inert atmosphere;
Stage #2: With nitric acid In water at 100 - 110℃; for 2h; pH=4; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere;
70%
Multi-step reaction with 2 steps
1: hexane
2: concentrated aqueous HCl
View Scheme
Multi-step reaction with 2 steps
2: aq. HCl
View Scheme
Multi-step reaction with 2 steps
1: 8 h / 100 °C / Inert atmosphere
2: hydrogen bromide / 2.5 h / 160 °C / Dean-Stark
View Scheme

C22H31O3P

4724-48-5

n-octylphosphonic acid

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In toluene at 100℃; for 24h; Sealed tube; Schlenk technique; Inert atmosphere;95%
With trifluorormethanesulfonic acid In benzene at 80℃; for 24h; Inert atmosphere;72%
6196-68-5

octylphosphinic acid

4724-48-5

n-octylphosphonic acid

Conditions
ConditionsYield
With potassium permanganate; sodium hydroxide In water at 15℃; for 5h; Cooling with ice;94%
1068-07-1

diethyl octylphosphonate

4724-48-5

n-octylphosphonic acid

Conditions
ConditionsYield
With hydrogenchloride for 24h; Heating;86%
With hydrogenchloride; sulfuric acid at 35 - 118℃; Temperature; Autoclave;82.6%
With hydrogen bromide at 160℃; for 2.5h; Dean-Stark;70%
14576-75-1

diisopropyl octylphosphonate

4724-48-5

n-octylphosphonic acid

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In toluene at 120℃; for 50h; Sealed tube; Schlenk technique; Inert atmosphere;61%
111-66-0

oct-1-ene

A

4724-48-5

n-octylphosphonic acid

B

101440-33-9

2-hexyldecylphosphonic acid

Conditions
ConditionsYield
With 1,4-dioxane; phosphonic Acid; dibenzoyl peroxide
With 1,4-dioxane; phosphonic Acid; di-tert-butyl peroxide
With phosphoric acid; dibenzoyl peroxide
With 1,4-dioxane; di-tert-butyl peroxide; phosphoric acid
5929-67-9

dibutyl octylphosphonate

4724-48-5

n-octylphosphonic acid

Conditions
ConditionsYield
With hydrogenchloride
6172-97-0

octyl-phosphonic acid dimethyl ester

4724-48-5

n-octylphosphonic acid

Conditions
ConditionsYield
With hydrogenchloride
10052-97-8

n-Octyl-phosphinoxid

4724-48-5

n-octylphosphonic acid

Conditions
ConditionsYield
With dihydrogen peroxide In methanol
Downstream Products
3095-94-1
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    N-Octylphosphonic Acid

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Specification

The CAS registry number of 1-Octylphosphonic acid is 4724-48-5. Its EINECS registry number is 225-218-5. In addition, the molecular formula is C8H19O3P. The IUPAC name is octylphosphonic acid. What's more, it should be stored in sealed container, and put them in a cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP:1.70; (2)ACD/LogD (pH 5.5):-1.22; (3)ACD/LogD (pH 7.4):-1.85; (4)ACD/BCF (pH 5.5):1; (5)ACD/BCF (pH 7.4):1; (6)ACD/KOC (pH 5.5):1; (7)ACD/KOC (pH 7.4):1; (8)#H bond acceptors:3; (9)#H bond donors:2; (10)#Freely Rotating Bonds:7; (11)Polar Surface Area:45.34 Å2; (12)Index of Refraction:1.458; (13)Molar Refractivity:49.05 cm3; (14)Molar Volume:179.7 cm3; (15)Polarizability:19.44 ×10-24cm3; (16)Surface Tension:41.4 dyne/cm; (17)Density:1.08 g/cm3; (18)Flash Point:151.8 °C; (19)Enthalpy of Vaporization:62.63 kJ/mol; (20)Boiling Point:327.5 °C at 760 mmHg; (21)Vapour Pressure:4.02E-05 mmHg at 25°C.

Preparation of 1-Octylphosphonic acid: it can be prepared by octyl-phosphonic acid diethyl ester. This reaction will need reagent conc. aq. HCl. The reaction time is 24 hours by heating. The yield is about 86%.

1-Octylphosphonic acid can be prepared by octyl-phosphonic acid diethyl ester

Uses of 1-Octylphosphonic acid: it can react with iodomethane to get octyl-phosphonic acid dimethyl ester. This reaction will need reagent Cs2CO3 and solvent acetonitrile. The yield is about 35%.

1-Octylphosphonic acid can react with iodomethane to get octyl-phosphonic acid dimethyl ester

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=P(O)(O)CCCCCCCC
(2)InChI: InChI=1/C8H19O3P/c1-2-3-4-5-6-7-8-12(9,10)11/h2-8H2,1H3,(H2,9,10,11)
(3)InChIKey: NJGCRMAPOWGWMW-UHFFFAOYAB