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78-50-2 Usage

Chemical Properties

white crystalline powder

Uses

Different sources of media describe the Uses of 78-50-2 differently. You can refer to the following data:
1. Trioctylphosphine oxide (TOPO) is most commonly used as the solvent due to its high boiling point and chemical stability, and its ability to prevent particle aggregation via coordination to the NP surface. trioctylphosphine oxide is a frequently used surfactant, starts to decompose at around 425°C. The industrial applications of trioctylphosphine oxide, make use of its complexing powers with metals and with hydrogen donor organic compounds. Commercial uses as a solvent extraction reagent are in the recovery of uranium from wet process phosphoric acid and in the recovery of byproduct acetic acid and furfural generated during sulphite wood pulping. TOPO is a widely used chemical compound in nanocrystal synthesis, for the removal of heavy metals, and the removal of toxins in waste water. TOPO is often used as a ligand stabilizer for colloids in traditional thermal decomposition synthetic techniques. trioctylphosphine oxide became a nearly irreplaceable solvent (mp 51-52°C) for high-temperature preparation of various type of nanocomposites. TOPO has a very high boiling point (411°C) which is an important prerequisite for the homogeneous nucleation and good crystallinity of the nanoparticles.
2. Tri-n-octylphosphine oxide is a solvent used in the extraction of metals, especially uranium, zirconium and hafnium. It is also used as an auxiliary reagent in the solvent extraction of metals. It is also used to extract hydrogen bonding organic compounds. Further, it is useful as a capping ligand for the production of quantum dots, such as those consisting of cadmium selenide.
3. Catalyst in:Preparation of tetradentate planar-chiral hydroxy-substituted ferrocenecarboxaldimine Schiff base ligandsReactions of allyl esters with hydrosilanesAsymmetric cyanosilylation of aldehydesPreparation of chlorothiol formates from thiols and phosgene

General Description

Visit our Sensor Applications portal to learn more.

Flammability and Explosibility

Nonflammable

Purification Methods

Mason, McCarty and Peppard [J Inorg Nuclear Chem 24 967 1962] stirred a 0.1M solution in *benzene with an equal volume of 6M HCl at 40o in a sealed flask for 48hours, then washed the *benzene solution successively with water (twice), 5% aqueous Na2CO3 (three times) and water (six times). The *benzene and water were then evaporated under reduced pressure at room temperature. Zingaro and White [J Inorg Nucl Chem 12 315 1960] treated a pet ether solution with aqueous KMnO4 (to oxidise any phosphinous acids to phosphinic acids), then with sodium oxalate, H2SO4 and HCl (to remove any manganese compounds). The pet ether solution was slurried with activated alumina (to remove phosphinic acids), filtered, evaporated and the residue was recrystallised from pet ether or cyclohexane at -20o. It can also be recrystallised from EtOH. [Beilstein 4 IV 3466.]

Check Digit Verification of cas no

The CAS Registry Mumber 78-50-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 8 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 78-50:
(4*7)+(3*8)+(2*5)+(1*0)=62
62 % 10 = 2
So 78-50-2 is a valid CAS Registry Number.
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

78-50-2 Well-known Company Product Price

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  • Packaging
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  • Detail
  • Alfa Aesar

  • (A11062)  Tri-n-octylphosphine oxide, 98%   

  • 78-50-2

  • 25g

  • 448.0CNY

  • Detail
  • Alfa Aesar

  • (A11062)  Tri-n-octylphosphine oxide, 98%   

  • 78-50-2

  • 100g

  • 1505.0CNY

  • Detail
  • Alfa Aesar

  • (A11062)  Tri-n-octylphosphine oxide, 98%   

  • 78-50-2

  • 500g

  • 6388.0CNY

  • Detail
  • Aldrich

  • (223301)  Trioctylphosphineoxide  ReagentPlus®, 99%

  • 78-50-2

  • 223301-5G

  • 281.97CNY

  • Detail
  • Aldrich

  • (223301)  Trioctylphosphineoxide  ReagentPlus®, 99%

  • 78-50-2

  • 223301-25G

  • 601.38CNY

  • Detail
  • Aldrich

  • (223301)  Trioctylphosphineoxide  ReagentPlus®, 99%

  • 78-50-2

  • 223301-100G

  • 1,800.63CNY

  • Detail
  • Aldrich

  • (223301)  Trioctylphosphineoxide  ReagentPlus®, 99%

  • 78-50-2

  • 223301-500G

  • 5,775.12CNY

  • Detail
  • Sigma-Aldrich

  • (00676)  Trioctylphosphineoxide  for extraction analysis, ≥98.5%

  • 78-50-2

  • 00676-10G

  • 627.12CNY

  • Detail
  • Aldrich

  • (346187)  Trioctylphosphineoxide  technical grade, 90%

  • 78-50-2

  • 346187-100G

  • 553.41CNY

  • Detail
  • Aldrich

  • (346187)  Trioctylphosphineoxide  technical grade, 90%

  • 78-50-2

  • 346187-500G

  • 2,155.14CNY

  • Detail
  • Sigma-Aldrich

  • (92848)  Trioctylphosphineoxide  Selectophore

  • 78-50-2

  • 92848-1G

  • 725.40CNY

  • Detail
  • Sigma-Aldrich

  • (92848)  Trioctylphosphineoxide  Selectophore

  • 78-50-2

  • 92848-25G

  • 8,032.05CNY

  • Detail

78-50-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Trioctylphosphine oxide

1.2 Other means of identification

Product number -
Other names 1-dioctylphosphoryloctane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:78-50-2 SDS

78-50-2Synthetic route

cyanex-921
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
octanol
111-87-5

octanol

dioctylphosphinyl chloride
7539-86-8

dioctylphosphinyl chloride

cyanex-921
78-50-2

cyanex-921

Conditions
ConditionsYield
In chloroform at 50℃; for 2h;95.1%
C24H51BrClP

C24H51BrClP

cyanex-921
78-50-2

cyanex-921

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

4-chlorophenylphosphonoyl dichloride

A

cyanex-921
78-50-2

cyanex-921

B

4-chlorophenyldichlorophosphine
1005-33-0

4-chlorophenyldichlorophosphine

Conditions
ConditionsYield
In dichloromethaneA n/a
B 84%
oct-1-ene
111-66-0

oct-1-ene

oxyde de dioctyl phosphine
3011-82-3

oxyde de dioctyl phosphine

cyanex-921
78-50-2

cyanex-921

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

1-Chlorooctane

oxyde de dioctyl phosphine
3011-82-3

oxyde de dioctyl phosphine

cyanex-921
78-50-2

cyanex-921

Conditions
ConditionsYield
With sodium amide; tert-butyl alcohol In tetrahydrofuran at 40℃; for 0.833333h;72%
3-(4-chlorophenyl)-4-trioctylphosphiniminofurazan
106446-20-2

3-(4-chlorophenyl)-4-trioctylphosphiniminofurazan

A

cyanex-921
78-50-2

cyanex-921

B

azoxy(4-chlorophenylfurazan)
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%
1-Chlorooctane
111-85-3

1-Chlorooctane

cyanex-921
78-50-2

cyanex-921

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

1-bromo-octane

A

oxyde de dioctyl phosphine
3011-82-3

oxyde de dioctyl phosphine

B

cyanex-921
78-50-2

cyanex-921

C

octylphosphinic acid
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%
octylmagnesium bromide
17049-49-9

octylmagnesium bromide

cyanex-921
78-50-2

cyanex-921

Conditions
ConditionsYield
With diethyl ether; trichlorophosphate
With trichlorophosphate
1-Chlorooctane
111-85-3

1-Chlorooctane

phenylphosphinic acid
1779-48-2

phenylphosphinic acid

A

cyanex-921
78-50-2

cyanex-921

B

dioctyl(phenyl)phosphine oxide
2845-09-2

dioctyl(phenyl)phosphine oxide

Conditions
ConditionsYield
With sodium hydroxide 1.) 200 deg C, 24 h, 2.) reflux, 3 h; Yield given. Multistep reaction. Yields of byproduct given;
1-Chlorooctane
111-85-3

1-Chlorooctane

octylphenylphosphinous acid
107694-27-9

octylphenylphosphinous acid

A

cyanex-921
78-50-2

cyanex-921

B

dioctyl(phenyl)phosphine oxide
2845-09-2

dioctyl(phenyl)phosphine oxide

Conditions
ConditionsYield
With sodium hydroxide 1.) 200 deg C, 24 h, 2.) reflux, 3 h; Yield given. Multistep reaction. Yields of byproduct given;
1-Iodooctane
629-27-6

1-Iodooctane

A

dioctylphosphinic acid
683-19-2

dioctylphosphinic acid

B

cyanex-921
78-50-2

cyanex-921

C

1-methylheptyl-n-octylphosphinic acid

1-methylheptyl-n-octylphosphinic acid

Conditions
ConditionsYield
With phosphorus; iodine 1) 125 - 130 deg C, 36 h, 2) H2O; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
1-Iodooctane
629-27-6

1-Iodooctane

A

dioctylphosphinic acid
683-19-2

dioctylphosphinic acid

B

cyanex-921
78-50-2

cyanex-921

C

1-methylheptyl-n-octylphosphinic acid

1-methylheptyl-n-octylphosphinic acid

D

1-methylheptyl-di-n-octylphosphine oxide
128144-48-9

1-methylheptyl-di-n-octylphosphine oxide

Conditions
ConditionsYield
With phosphorus; iodine 1) 150 - 160 deg C, 16 h, 2) H2O; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
1-bromo-octane
111-83-1

1-bromo-octane

phenylphosphinic acid
1779-48-2

phenylphosphinic acid

cyanex-921
78-50-2

cyanex-921

Conditions
ConditionsYield
With potassium hydroxide 1.) 200 deg C, 7.5 h, 2.) reflux, 4 h; Yield given. Multistep reaction;
1-bromo-octane
111-83-1

1-bromo-octane

octylphenylphosphinous acid
107694-27-9

octylphenylphosphinous acid

A

cyanex-921
78-50-2

cyanex-921

B

dioctyl(phenyl)phosphine oxide
2845-09-2

dioctyl(phenyl)phosphine oxide

Conditions
ConditionsYield
With sodium hydroxide 1.) 200 deg C, 5 h, 2.) reflux, 3 h; Yield given. Multistep reaction. Yields of byproduct given;
1-bromo-octane
111-83-1

1-bromo-octane

A

oxyde de dioctyl phosphine
3011-82-3

oxyde de dioctyl phosphine

B

cyanex-921
78-50-2

cyanex-921

Conditions
ConditionsYield
With phosphorus; potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In tetrahydrofuran at 60 - 65℃; for 6h; Yield given;
3-(4-chlorophenyl)-4-trioctylphosphiniminofurazan
106446-20-2

3-(4-chlorophenyl)-4-trioctylphosphiniminofurazan

A

cyanex-921
78-50-2

cyanex-921

B

3-(4-chlorophenyl)-4-nitrofurazan
106446-22-4

3-(4-chlorophenyl)-4-nitrofurazan

C

azoxy(4-chlorophenylfurazan)
106446-23-5

azoxy(4-chlorophenylfurazan)

Conditions
ConditionsYield
With 3,3-dimethyldioxirane In acetone for 16h; Ambient temperature;
octylmagnesium halide

octylmagnesium halide

cyanex-921
78-50-2

cyanex-921

Conditions
ConditionsYield
With trichlorophosphate Alkylation;
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Th(NO3)4(tri-noctylphosphine oxide)2

Th(NO3)4(tri-noctylphosphine oxide)2

A

cyanex-921
78-50-2

cyanex-921

B

Th(NO3)4(tributylphosphate)2

Th(NO3)4(tributylphosphate)2

Conditions
ConditionsYield
In chloroform at 20℃; Inert atmosphere; Schlenk technique;
phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

LaCl3(tri-noctylphosphine oxide)3

LaCl3(tri-noctylphosphine oxide)3

A

cyanex-921
78-50-2

cyanex-921

B

LaCl3(tributylphosphate)3

LaCl3(tributylphosphate)3

Conditions
ConditionsYield
In chloroform at 20℃; Inert atmosphere; Schlenk technique;
sodium dioctylphosphinate
67206-59-1

sodium dioctylphosphinate

cyanex-921
78-50-2

cyanex-921

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chloroform / 16 h / 80 °C
2: chloroform / 2 h / 50 °C
View Scheme
Multi-step reaction with 3 steps
1: chloroform / 16 h / 80 °C
2: water / chloroform
3: acetic acid / 8 h / 120 - 135 °C
View Scheme
Multi-step reaction with 3 steps
1: chloroform / 16 h / 80 °C
2: toluene / 24 h / 100 °C
3: water / toluene / 1 h / 20 °C
View Scheme
oct-1-ene
111-66-0

oct-1-ene

cyanex-921
78-50-2

cyanex-921

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hypophosphite; acetic acid / 4 h / 120 - 135 °C
2: chloroform / 16 h / 80 °C
3: chloroform / 2 h / 50 °C
View Scheme
Multi-step reaction with 4 steps
1: sodium hypophosphite; acetic acid / 4 h / 120 - 135 °C
2: chloroform / 16 h / 80 °C
3: water / chloroform
4: acetic acid / 8 h / 120 - 135 °C
View Scheme
Multi-step reaction with 4 steps
1: sodium hypophosphite; acetic acid / 4 h / 120 - 135 °C
2: chloroform / 16 h / 80 °C
3: toluene / 24 h / 100 °C
4: water / toluene / 1 h / 20 °C
View Scheme
dioctylphosphinyl chloride
7539-86-8

dioctylphosphinyl chloride

cyanex-921
78-50-2

cyanex-921

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene / 24 h / 100 °C
2: water / toluene / 1 h / 20 °C
View Scheme
cyanex-921
78-50-2

cyanex-921

dioxomolybdenum(VI) dibromide bis(trioctyl phosphine oxide)

dioxomolybdenum(VI) dibromide bis(trioctyl phosphine oxide)

Conditions
ConditionsYield
In diethyl ether mixed; evapd.(vac. room temp.), elem. anal.;99%
cyanex-921
78-50-2

cyanex-921

3-amino-4-(p-chlorophenyl)-1,2,5-oxadiazole
21741-98-0

3-amino-4-(p-chlorophenyl)-1,2,5-oxadiazole

3-(4-chlorophenyl)-4-trioctylphosphiniminofurazan
106446-20-2

3-(4-chlorophenyl)-4-trioctylphosphiniminofurazan

Conditions
ConditionsYield
With trifluoromethanesulfonic acid anhydride In dichloromethane 1.) -5 deg C, 0.5 h; 2.) -5 deg C, 3 h, then room temperature, overnight;93%
cyanex-921
78-50-2

cyanex-921

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

molybdenum(VI) oxide

molybdenum(VI) oxide

[MoO(O2)2(OP(C8H17)3)]

[MoO(O2)2(OP(C8H17)3)]

Conditions
ConditionsYield
In water suspending MoO3 in aq. H2O2 at 40°C for 4 h, addn. of the ligand,kept for 2 h; concn. (vac.), extn. (CH2Cl2), evapn., washing (H2O), drying (vac.); elem. anal.;93%
uranyl(VI) nitrate

uranyl(VI) nitrate

1-Phenyl-3-methyl-4-acetyl-5-pyrazolon
4173-74-4

1-Phenyl-3-methyl-4-acetyl-5-pyrazolon

cyanex-921
78-50-2

cyanex-921

UO2(C6H5NNCCH3CCOCH3CO)2(C8H17)3PO

UO2(C6H5NNCCH3CCOCH3CO)2(C8H17)3PO

Conditions
ConditionsYield
In water; benzene UO2(NO3)2 soln. at pH 2 extd. with benzene soln. of PMAP and TOPO; benzene layer dried with Na2SO4, evapd. dryness in rotary evaporator and product recrystd. twice from n-hexane; elem. anal.;89%
cyanex-921
78-50-2

cyanex-921

lanthanide(III)chloride heptahydrate

lanthanide(III)chloride heptahydrate

LaCl3(tri-noctylphosphine oxide)3

LaCl3(tri-noctylphosphine oxide)3

Conditions
ConditionsYield
In chloroform at 20℃; Inert atmosphere; Schlenk technique;81.7%
cyanex-921
78-50-2

cyanex-921

[(κ2-P,O-2-(bis(2-methoxyphenyl)phosphino)benzenesulfonato)PdCl(μ-Na)]2

[(κ2-P,O-2-(bis(2-methoxyphenyl)phosphino)benzenesulfonato)PdCl(μ-Na)]2

[(κ2-P,O-2-(bis(2-methoxyphenyl)phosphino)benzenesulfonato)PdMe(OPOct3)]
1366181-66-9

[(κ2-P,O-2-(bis(2-methoxyphenyl)phosphino)benzenesulfonato)PdMe(OPOct3)]

Conditions
ConditionsYield
With AgBF4 In dichloromethane byproducts: AgCl, NaBF4; using Schlenk techniques; stirring of suspn. of ((κ2-P,O-2-(2-MeOC6H4)2PC6H4SO3)PdCl(μ-Na))2 (0.5 equiv.), AgBF4 (1 equiv.) and OPOct3 (1 equiv.) in CH2Cl2 for 30 min in the dark; pptn., filtration, evapn., washing with pentane, drying under vac.; elem. anal.;81%
thorium(IV) nitrate pentahydrate

thorium(IV) nitrate pentahydrate

cyanex-921
78-50-2

cyanex-921

Th(NO3)4(tri-noctylphosphine oxide)2

Th(NO3)4(tri-noctylphosphine oxide)2

Conditions
ConditionsYield
In chloroform at 20℃; Inert atmosphere; Schlenk technique;80.8%
europium(III) nitrate hexahydrate

europium(III) nitrate hexahydrate

cyanex-921
78-50-2

cyanex-921

bis(trifluoromethane)sulfonimide lithium
90076-65-6

bis(trifluoromethane)sulfonimide lithium

[Eu(tri-n-octylphosphine oxide)4(NO3)2]bis(trifluoromethylsulfonyl)imide

[Eu(tri-n-octylphosphine oxide)4(NO3)2]bis(trifluoromethylsulfonyl)imide

Conditions
ConditionsYield
Stage #1: cyanex-921; bis(trifluoromethane)sulfonimide lithium In ethanol at 60℃;
Stage #2: europium(III) nitrate hexahydrate In ethanol; water at 60℃; for 4h;
76%
europium(III) nitrate pentahydrate

europium(III) nitrate pentahydrate

cyanex-921
78-50-2

cyanex-921

C22H13F3O2

C22H13F3O2

[Eu(TphTA)3]*TOPO*H2O

[Eu(TphTA)3]*TOPO*H2O

Conditions
ConditionsYield
In ethanol at 20 - 50℃; for 21h;75%
peroxotungstic acid

peroxotungstic acid

cyanex-921
78-50-2

cyanex-921

trioctylphosphine oxide-peroxotungstic acid
185897-00-1

trioctylphosphine oxide-peroxotungstic acid

Conditions
ConditionsYield
In 1,4-dioxane W compd. addn. to P-compd. soln. with stirring; oily phase sepn., washing (water, MeOH), solvent elimination (heating, 50°C, vac.), solidification (refrigerator); elem. anal.;73%
europium(III) nitrate pentahydrate

europium(III) nitrate pentahydrate

cyanex-921
78-50-2

cyanex-921

C22H13F3O2

C22H13F3O2

[Eu(TphTA)3]*2TOPO

[Eu(TphTA)3]*2TOPO

Conditions
ConditionsYield
In ethanol at 20 - 50℃; for 21h;71%
europium(III) nitrate pentahydrate

europium(III) nitrate pentahydrate

cyanex-921
78-50-2

cyanex-921

C22H13F3O2

C22H13F3O2

[Eu(TphTA)2]*NO3*2TOPO

[Eu(TphTA)2]*NO3*2TOPO

Conditions
ConditionsYield
In ethanol at 20 - 50℃; for 21h;68%
europium(III) nitrate pentahydrate

europium(III) nitrate pentahydrate

cyanex-921
78-50-2

cyanex-921

4,4,4-trifluoro-1-(2-naphthyl)-1,3-butanedione
893-33-4

4,4,4-trifluoro-1-(2-naphthyl)-1,3-butanedione

(nitrato)bis{trioctylphosphine oxide}bis{4,4,4-trifluoro-1-(2-naphthyl)butane-1,3-dionato}-europium(III)

(nitrato)bis{trioctylphosphine oxide}bis{4,4,4-trifluoro-1-(2-naphthyl)butane-1,3-dionato}-europium(III)

Conditions
ConditionsYield
In ethanol; water addition of 0.05 g Eu salt (as nitrate hydrate) in H2O (10 ml) to 0.08 g of the dione and 0.078 g of the phosphine oxide in 10 ml ethanol and solvation of the precipitate by addition of ethanol with stirring;; crystallization on standing in a beaker overnight; elem. anal., detn. by (1)H NMR-, IR spectroscopy, X-ray diffraction;;60%
diammonium cerium(IV) nitrate

diammonium cerium(IV) nitrate

cyanex-921
78-50-2

cyanex-921

Ce(NO3)4(Oct3PO)2

Ce(NO3)4(Oct3PO)2

Conditions
ConditionsYield
In chloroform-d1 Solvent;60%
cyanex-921
78-50-2

cyanex-921

Conditions
ConditionsYield
With pinacolboronic acid In acetonitrile at 100℃; for 120h; Inert atmosphere; Glovebox; Sealed tube; Schlenk technique;57%
With 1,1,3,3-Tetramethyldisiloxane; titanium(IV) isopropylate In various solvent(s) at 100℃; for 10h;
With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane In toluene at 100℃; for 18h; Inert atmosphere; Sealed tube;
(meso-5,10,15,20-tetra-p-tolylporphyrinato)Ti(η2-3-hexyne)
148509-02-8

(meso-5,10,15,20-tetra-p-tolylporphyrinato)Ti(η2-3-hexyne)

cyanex-921
78-50-2

cyanex-921

(meso-5,10,15,20-tetra-p-tolylporphyrinato)bis(trioctylphosphine oxide)Ti
326474-31-1

(meso-5,10,15,20-tetra-p-tolylporphyrinato)bis(trioctylphosphine oxide)Ti

Conditions
ConditionsYield
In toluene byproducts: 3-hexyne; under N2; Ti complex and 2 equiv. of ligand in toluene stirred for 2.5 h; concd.; redissolved in hexanes; reduced in vac.; cooled to -25°C for 1 d; elem. anal.;52%
cyanex-921
78-50-2

cyanex-921

tris(pentafluorophenyl)borate
1109-15-5

tris(pentafluorophenyl)borate

B(C6F5)3(C8H17)3PO
356074-07-2

B(C6F5)3(C8H17)3PO

Conditions
ConditionsYield
In pentane (N2); addn. of 1 equiv. of boron compd. to a soln. of phosphine in pentane; elem. anal.;51%
titanium tetra-n-propoxide

titanium tetra-n-propoxide

cyanex-921
78-50-2

cyanex-921

titanium tetrachloride
7550-45-0

titanium tetrachloride

titanium(IV) oxide

titanium(IV) oxide

Conditions
ConditionsYield
In further solvent(s) byproducts: ClCH(CH3)2; addn. of phosphine oxide to soln. of Ti-halide in heptadecane, heating (N2-atmosphere, 300°C), rapid addn. of 1 equiv. of Ti-alkoxide, 5 min; centrifugation, washing (acetone); XRD pattern characterisation;50%
titanium tetra-n-propoxide

titanium tetra-n-propoxide

cyanex-921
78-50-2

cyanex-921

titanium(IV) bromide
7789-68-6

titanium(IV) bromide

titanium(IV) oxide

titanium(IV) oxide

Conditions
ConditionsYield
In further solvent(s) byproducts: BrCH(CH3)2; addn. of phosphine oxide to soln. of Ti-halide in heptadecane, heating (N2-atmosphere, 300°C), rapid addn. of 1 equiv. of Ti-alkoxide, 5 min; centrifugation, washing (acetone); XRD pattern characterisation;50%
titanium tetra-n-propoxide

titanium tetra-n-propoxide

cyanex-921
78-50-2

cyanex-921

titanium(IV) fluoride
7783-63-3

titanium(IV) fluoride

titanium(IV) oxide

titanium(IV) oxide

Conditions
ConditionsYield
In further solvent(s) byproducts: FCH(CH3)2; addn. of phosphine oxide to soln. of Ti-halide in heptadecane, heating (N2-atmosphere, 300°C), rapid addn. of 1 equiv. of Ti-alkoxide, 5 min; centrifugation, washing (acetone); XRD pattern characterisation;50%
titanium tetra-n-propoxide

titanium tetra-n-propoxide

cyanex-921
78-50-2

cyanex-921

titanium(IV) iodide
7720-83-4

titanium(IV) iodide

rutile

rutile

Conditions
ConditionsYield
In further solvent(s) byproducts: ICH(CH3)2; addn. of phosphine oxide to soln. of Ti-halide in heptadecane, heating (N2-atmosphere, 300°C), rapid addn. of 1 equiv. of Ti-alkoxide, 5 min; centrifugation, washing (acetone); XRD pattern characterisation;50%
cyanex-921
78-50-2

cyanex-921

europium(III) chloride hexahydrate

europium(III) chloride hexahydrate

1-phenyl-3-[4-(4-propylcyclohexyl)phenyl]propane-1,3-dione

1-phenyl-3-[4-(4-propylcyclohexyl)phenyl]propane-1,3-dione

C120H183EuO8P2

C120H183EuO8P2

Conditions
ConditionsYield
With potassium hydroxide In ethanol43%

78-50-2Relevant articles and documents

Martin et al.

, p. 96,97 (1961)

Photolytic C-O Bond Cleavage with Quantum Dots

Enright, Michael J.,Gilbert-Bass, Kito,Sarsito, Harrison,Cossairt, Brandi M.

, p. 2677 - 2682 (2019/04/25)

Quantum dots are used as photoredox catalysts to drive bond cleavage in lignin model substrates. Cadmium selenide quantum dots selectively cleave C-O bonds with yields comparable to the best transition-metal-based molecular photocatalysts, thereby emulating depolymerization of the β-O-4 linkages that account for 45-60% of all linkers in native lignin. Compared to their molecular catalyst counterparts, the quantum dots demonstrate higher turnover frequencies, higher surface tunability for solvent versatility, and lower catalyst loading under mild, ambient temperature reaction conditions. The robust nature and solvent versatility of these quantum dot photoredox catalysts enable a direct, single-vessel route to convert benzylic alcohols (a majority of species in native and processed lignin) into high-value guaiacols and acetophenones without any prerequisite filtration, purification, or solvent change.

Function of substituents in coordination behaviour, thermolysis and ligand crossover reactions of phosphine oxides

Pavankumar,Goud, E. Veerashekhar,Selvakumar,Kumar, S. K. Ashok,Sivaramakrishna, Akella,Vijayakrishna, Kari,Rao, C. V. S. Brahmananda,Sabharwal,Jha, Prakash C.

, p. 4727 - 4736 (2015/03/03)

Some selected aminophosphine oxides (AmPOs) of the type OP(NMe2)3, OPPh(NMe2)2, OP(NC2H4O)3, OPPh(NC2H4O)2 and their corresponding La(III) and Th(IV) complexes are synthesized and analyzed by FT-IR, 1H-NMR, 31P{1H}-NMR, elemental analysis and TGA data. The coordination behavior of AmPOs was compared with some of the known ligands that include trioctylphosphine oxide (TOPO), tributylphosphate (TBP) and diethylphosphite (DEP). Thermogravimetric analysis of these complexes showed a distinct decomposition trend either by a single step or multi-step elimination of ligand species, which are strongly dependent on the electronic and steric behaviour of substituents on the P=O group and the nature of the metal. Phosphine oxide based La(III) and Th(IV) complexes undergo three unique intermolecular ligand exchange reactions at room temperature: relative competition among phosphine oxides to form a strong complex by exchanging the weaker ligand and complete ligand transfer from La(III) to Th(IV) metal centers. Ligand crossover is well controlled by priority rules and the trend is TOPO > TBP > DEP > AmPO > Ph3PO. This tendency closely agrees with the stability constants of metal complexes. On comparison, Th(IV) complexes showed slightly higher stability than La(III) analogues.

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