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78-50-2

Basic Information
CAS No.: 78-50-2
Name: Phosphine oxide,trioctyl-
Article Data: 33
Cas Database
Molecular Structure:
Molecular Structure of 78-50-2 (Phosphine oxide,trioctyl-)
Formula: C24H51OP
Molecular Weight: 386.642
Synonyms: Cyanex 921;Hostarex PX 324;TOPO;Tri-n-octylphosphine oxide;Trioctylphosphine oxide;
EINECS: 201-121-3
Density: 0.861 g/cm3
Melting Point: 50-55°C
Boiling Point: 408.842 °C at 760 mmHg
Flash Point: 259.779 °C
Solubility: insoluble in water
Appearance: white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 38-41
Safety: 26-36/39-39
Transport Information: N/A
PSA: 26.88000
LogP: 9.43100
Synthetic route
78-50-2

cyanex-921

Conditions
ConditionsYield
With fluorosulfonylchloride In dichloromethane for 1h; Ambient temperature;98%
Stage #1: TOP With water; dihydrogen peroxide In toluene at 0 - 20℃; for 12h; Inert atmosphere;
Stage #2: In toluene at 20℃; for 4h; Molecular sieve;
90%
In 1,2,4-trimethylbenzene at 25℃; for 1h; Inert atmosphere;
With selenium; octadec-1-ene
111-87-5

octanol

7539-86-8

dioctylphosphinyl chloride

78-50-2

cyanex-921

Conditions
ConditionsYield
In chloroform at 50℃; for 2h;95.1%

C24H51BrClP

78-50-2

cyanex-921

Conditions
ConditionsYield
With water In toluene at 20℃; for 1h;92.6%
22585-81-5

4-chlorophenylphosphonoyl dichloride

A

78-50-2

cyanex-921

B

1005-33-0

4-chlorophenyldichlorophosphine

Conditions
ConditionsYield
In dichloromethaneA n/a
B 84%
111-66-0

oct-1-ene

3011-82-3

oxyde de dioctyl phosphine

78-50-2

cyanex-921

Conditions
ConditionsYield
With acetic acid at 120 - 135℃; for 8h;81.4%
111-85-3

1-Chlorooctane

3011-82-3

oxyde de dioctyl phosphine

78-50-2

cyanex-921

Conditions
ConditionsYield
With sodium amide; tert-butyl alcohol In tetrahydrofuran at 40℃; for 0.833333h;72%
106446-20-2

3-(4-chlorophenyl)-4-trioctylphosphiniminofurazan

A

78-50-2

cyanex-921

B

106446-23-5

azoxy(4-chlorophenylfurazan)

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane for 2h; Heating;A n/a
B 60%
111-85-3

1-Chlorooctane

78-50-2

cyanex-921

Conditions
ConditionsYield
In toluene; Petroleum ether39%
With hydrogenchloride; trichlorophosphate In 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether; water
111-83-1

1-bromo-octane

A

3011-82-3

oxyde de dioctyl phosphine

B

78-50-2

cyanex-921

C

6196-68-5

octylphosphinic acid

Conditions
ConditionsYield
With potassium hydroxide semihydrate; phosphorus; N-benzyl-N,N,N-triethylammonium chloride In toluene at 60 - 62℃; for 5h; Reagent/catalyst; Inert atmosphere;A n/a
B n/a
C 19%
17049-49-9

octylmagnesium bromide

78-50-2

cyanex-921

Conditions
ConditionsYield
With diethyl ether; trichlorophosphate
With trichlorophosphate
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Specification

The IUPAC name of Tri-n-octylphosphine oxide is 1-Dioctylphosphoryloctane. With the CAS registry number 78-50-2, it is also named as Trioctyl phosphine oxide. The product's category is Phosphine Oxides and Sulfides, and the other registry number is 129406-23-1. Besides, it is white crystalline powder, which should be stored in closed, cool and dry place. In addition, this chemical is stable and incompatible with strong oxidizing agents, but insoluble in water.

The other characteristics of this product can be summarized as: (1)EINECS: 201-121-3; (2)ACD/LogP: 10.25; (3)# of Rule of 5 Violations: 1; (4)ACD/LogD (pH 5.5): 10.251; (5)ACD/LogD (pH 7.4): 10.251; (6)ACD/BCF (pH 5.5): 1000000; (7)ACD/BCF (pH 7.4): 1000000; (8)ACD/KOC (pH 5.5): 8984523; (9)ACD/KOC (pH 7.4): 8984523; (10)H bond acceptors: 1; (11)H bond donors: 0; (12)Freely Rotating Bonds: 21; (13)Index of Refraction: 1.448; (14)Molar Refractivity: 120.111 cm3; (15)Molar Volume: 448.845 cm3; (16)Surface Tension: 30.999 dyne/cm; (17)Density: 0.861 g/cm3; (18)Flash Point: 259.779 °C; (19)Melting point: 50-55 °C; (20)Enthalpy of Vaporization: 63.523 kJ/mol; (21)Boiling Point: 408.842 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of Tri-n-octylphosphine oxide: this chemical can be prepared by Trioctylphosphane.



This reaction needs sulfuryl chloride fluoride and CH2Cl2 at ambient temperature. The reaction time is 1 hour. The yield is 98 %.

Uses of Tri-n-octylphosphine oxide: this chemical is used as extracting agent and solvent. And it also can react with 4-(4-Chloro-phenyl)-furazan-3-ylamine to get 3-(4-Chlorophenyl)-4-trioctylphosphiniminofurazan.



This reaction needs Trifluoromethanesulfonic anhydride and CH2Cl2 at temperature of -5 °C for 0.5 h. The yield is 93 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to skin. And it is also risk of serious damage to the eyes. You should wear suitable protective clothing. and eye / face protection. Moreover, in case of contact with eyes, please rinse immediately with plenty of water and seek medical advice.

People can use the following data to convert to the molecule structure.
(1)SMILES:CCCCCCCCP(=O)(CCCCCCCC)CCCCCCCC
(2)InChI:InChI=1/C24H51OP/c1-4-7-10-13-16-19-22-26(25,23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3
(3)InChIKey:ZMBHCYHQLYEYDV-UHFFFAOYAY
(4)Std. InChI:InChI=1S/C24H51OP/c1-4-7-10-13-16-19-22-26(25,23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3
(5)Std. InChIKey:ZMBHCYHQLYEYDV-UHFFFAOYSA-N

The toxicity data is as follows:

1.    

skn-rbt 500 µL/24H MOD

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0534743 .
2.    

eye-rbt 100 mg/24H SEV

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0572000 .