Product Name

  • Name

    Triisopropyl phosphite

  • EINECS 204-130-0
  • CAS No. 116-17-6
  • Article Data33
  • CAS DataBase
  • Density 0.844 g/cm3
  • Solubility insoluble in water
  • Melting Point
  • Formula C9H21O3P
  • Boiling Point 181.4 °C at 760 mmHg
  • Molecular Weight 208.238
  • Flash Point 67.8 °C
  • Transport Information UN 3278 6.1/PG 3
  • Appearance clear to slightly turbid colorless liquid
  • Safety 37-46-45-36/37
  • Risk Codes 25-38-68
  • Molecular Structure Molecular Structure of 116-17-6 (Triisopropyl phosphite)
  • Hazard Symbols ToxicT, FlammableF
  • Synonyms Isopropylphosphite ((C3H7O)3P) (6CI,7CI);Phosphorous acid, triisopropyl ester (8CI);Isopropyl phosphite;NSC 6516;Tri-2-propyl phosphite;Triisopropoxyphosphine;
  • PSA 41.28000
  • LogP 3.48830

Synthetic route

S-acetyl O,O-diisopropyl phosphorothioite
117965-98-7

S-acetyl O,O-diisopropyl phosphorothioite

isopropyl alcohol
67-63-0

isopropyl alcohol

triisopropyl phosphite
116-17-6

triisopropyl phosphite

Conditions
ConditionsYield
at 0℃;64%
isopropyl alcohol
67-63-0

isopropyl alcohol

A

diisopropyl phosphorochloridite
41662-51-5

diisopropyl phosphorochloridite

B

triisopropyl phosphite
116-17-6

triisopropyl phosphite

Conditions
ConditionsYield
With pyridine; phosphorus trichloride In Petroleum ether for 3h; Ambient temperature;A 34%
B n/a
isopropyl alcohol
67-63-0

isopropyl alcohol

triisopropyl phosphite
116-17-6

triisopropyl phosphite

Conditions
ConditionsYield
With pyridine; diethyl ether; phosphorus trichloride
With diethyl ether; 2,3-Dimethylaniline; phosphorus trichloride
With triethylamine; Petroleum ether; phosphorus trichloride
diethyl ether
60-29-7

diethyl ether

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

isopropyl alcohol
67-63-0

isopropyl alcohol

phosphorus trichloride
7719-12-2, 52843-90-0

phosphorus trichloride

triisopropyl phosphite
116-17-6

triisopropyl phosphite

cyclohexane
110-82-7

cyclohexane

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

isopropyl alcohol
67-63-0

isopropyl alcohol

phosphorus trichloride
7719-12-2, 52843-90-0

phosphorus trichloride

triisopropyl phosphite
116-17-6

triisopropyl phosphite

Conditions
ConditionsYield
at 22 - 23℃;
triethylamine
121-44-8

triethylamine

isopropyl alcohol
67-63-0

isopropyl alcohol

phosphorus trichloride
7719-12-2, 52843-90-0

phosphorus trichloride

petroleum ether

petroleum ether

triisopropyl phosphite
116-17-6

triisopropyl phosphite

isopropyl alcohol
67-63-0

isopropyl alcohol

O,O'-diisopropyl N,N-diisopropylphosphoramidite
211055-34-4

O,O'-diisopropyl N,N-diisopropylphosphoramidite

triisopropyl phosphite
116-17-6

triisopropyl phosphite

Conditions
ConditionsYield
With N,N-dimethylbenzylammonium fluoride In acetonitrile at 20℃; Kinetics; Further Variations:; Reagents;
diisopropyl phosphorochloridite
41662-51-5

diisopropyl phosphorochloridite

triisopropyl phosphite
116-17-6

triisopropyl phosphite

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: 64 percent / 0 °C
View Scheme
Fe2(η-Cp)(CO)2(P(OPr-i)3)

Fe2(η-Cp)(CO)2(P(OPr-i)3)

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

{(C5H5)Fe(CO)P(OCH3)3}2

{(C5H5)Fe(CO)P(OCH3)3}2

B

triisopropyl phosphite
116-17-6

triisopropyl phosphite

Conditions
ConditionsYield
In cyclohexane byproducts: CO; Irradiation (UV/VIS); irradn. of Fe complex and phosphite ligand in cyclohexane at room temp.; not isolated, detected by IR;
triisopropyl phosphite
116-17-6

triisopropyl phosphite

triisopropyl phosphate
513-02-0

triisopropyl phosphate

Conditions
ConditionsYield
With water; 7,7',8,8'-tetracyanoquinodimethane In acetonitrile at 25℃; Rate constant;100%
With water; 7,7',8,8'-tetracyanoquinodimethane In acetonitrile100%
With 1-methyl-3-(4-((2,4,6-triisopropylphenyl)tellanyl)benzyl)-1H-imidazol-3-ium hexafluorophosphate; Rose Bengal lactone at 15℃; for 2.5h; Irradiation; Ionic liquid;99%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

allyl bromide
106-95-6

allyl bromide

Diisopropyl allylphosphonate
1067-70-5

Diisopropyl allylphosphonate

Conditions
ConditionsYield
With 2,6-di-tert-butyl-4-methyl-phenol at 115℃; for 16h;100%
for 16h; Heating;95%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

methyl iodide
74-88-4

methyl iodide

diisopropyl methanephosphonate
1445-75-6

diisopropyl methanephosphonate

Conditions
ConditionsYield
at 60 - 100℃; for 1h; Inert atmosphere;100%
at 100℃; for 1h; Inert atmosphere;100%
In neat (no solvent) at 100℃; for 0.138833h; Arbuzov Reaction; Flow reactor;99%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

methyl [(diisopropoxy)phosphinyl]dithioformate
92659-86-4

methyl [(diisopropoxy)phosphinyl]dithioformate

triisopropyloxyphosphoranylidene methylsulfanyl diisopropylmethylphosphonate
128396-05-4

triisopropyloxyphosphoranylidene methylsulfanyl diisopropylmethylphosphonate

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃;100%
In tetrahydrofuran at 0 - 20℃;100 % Spectr.
triisopropyl phosphite
116-17-6

triisopropyl phosphite

N-phthaloylglycine chloride
6780-38-7

N-phthaloylglycine chloride

diisopropyl phthalylglycylphosphonate
129034-54-4

diisopropyl phthalylglycylphosphonate

Conditions
ConditionsYield
100%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

benzalacetophenone
94-41-7

benzalacetophenone

diisopropyl 3-oxo-1,3-diphenylpropylphosphonate

diisopropyl 3-oxo-1,3-diphenylpropylphosphonate

Conditions
ConditionsYield
With acetic acid100%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

3,3,3-Trifluoro-2-[(E)-4-methoxy-benzenesulfonylimino]-propionic acid methyl ester

3,3,3-Trifluoro-2-[(E)-4-methoxy-benzenesulfonylimino]-propionic acid methyl ester

3,3,3-trifluoro-2-(4-methoxy-benzenesulfonyl)-2-(triisopropoxy-λ5-phosphanylideneamino)-propionic acid methyl ester

3,3,3-trifluoro-2-(4-methoxy-benzenesulfonyl)-2-(triisopropoxy-λ5-phosphanylideneamino)-propionic acid methyl ester

Conditions
ConditionsYield
In benzene at 20℃; for 0.5h;100%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

HRh{(P(OCH3)2O)2H}2(CO)

HRh{(P(OCH3)2O)2H}2(CO)

HRh{(P(OCH3)2O)2H}2(P(OCH(CH3)2)3)

HRh{(P(OCH3)2O)2H}2(P(OCH(CH3)2)3)

Conditions
ConditionsYield
In diethyl ether byproducts: CO; (N2); stirring for 4 d at ambiente temp. overnight; evapn. to dryness; (31)C-, (31)P-NMR; IR;100%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

triisopropyl phosphite
116-17-6

triisopropyl phosphite

Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

3-cyclohexylimino-2-(diisopropoxy-phosphoryloxy)-acrylic acid ethyl ester
1146344-31-1

3-cyclohexylimino-2-(diisopropoxy-phosphoryloxy)-acrylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: Cyclohexyl isocyanide; Ethyl oxalyl chloride Nef reaction; Heating;
Stage #2: triisopropyl phosphite Perkow-type reaction;
100%
Stage #1: Cyclohexyl isocyanide; Ethyl oxalyl chloride Nef reaction; Heating;
Stage #2: triisopropyl phosphite Perkow reaction;
100%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

3-tert-butylimino-2-(diisopropoxy-phosphoryloxy)-acrylic acid ethyl ester
1146344-35-5

3-tert-butylimino-2-(diisopropoxy-phosphoryloxy)-acrylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: tert-butylisonitrile; Ethyl oxalyl chloride Nef reaction; Heating;
Stage #2: triisopropyl phosphite Perkow-type reaction;
100%
Stage #1: tert-butylisonitrile; Ethyl oxalyl chloride Nef reaction; Heating;
Stage #2: triisopropyl phosphite Perkow reaction;
100%
formyl azide

formyl azide

triisopropyl phosphite
116-17-6

triisopropyl phosphite

C10H22NO4P
1380235-06-2

C10H22NO4P

Conditions
ConditionsYield
In chloroform-d1 at -10 - 20℃; for 0.5h;100%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

5-bromo-1,3-xylene
556-96-7

5-bromo-1,3-xylene

C14H23O3P
1393678-00-6

C14H23O3P

Conditions
ConditionsYield
With nickel dibromide at 150℃; for 3h; Inert atmosphere;100%
bis(η3-allyl-μ-chloropalladium(II))

bis(η3-allyl-μ-chloropalladium(II))

triisopropyl phosphite
116-17-6

triisopropyl phosphite

Allyl ether
557-40-4

Allyl ether

Pd(η2:η2-diallyl ether){P(OiPr)3}

Pd(η2:η2-diallyl ether){P(OiPr)3}

Conditions
ConditionsYield
Stage #1: bis(η3-allyl-μ-chloropalladium(II)) With sodium cyclopentadienide In tetrahydrofuran at -20 - 20℃; for 1.5h; Inert atmosphere; Schlenk technique;
Stage #2: triisopropyl phosphite; Allyl ether In tetrahydrofuran at 20 - 80℃; for 6.5h; Inert atmosphere; Schlenk technique;
100%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

1-phenyl-2-bromoethane
103-63-9

1-phenyl-2-bromoethane

diisopropyl 2-phenylethylphosphonate
66325-70-0

diisopropyl 2-phenylethylphosphonate

Conditions
ConditionsYield
In neat (no solvent) at 120℃; for 24h; Sealed tube; Inert atmosphere;100%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

2-bromo-N-methoxy-N-methyl-acetamide
134833-83-3

2-bromo-N-methoxy-N-methyl-acetamide

C10H22NO5P

C10H22NO5P

Conditions
ConditionsYield
In neat (no solvent) at 120℃; for 24h;100%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

4-bromo-m-xylene
553-94-6

4-bromo-m-xylene

(2,5-dimethylphenyl)diisopropyl phosphonate

(2,5-dimethylphenyl)diisopropyl phosphonate

Conditions
ConditionsYield
With nickel dibromide at 150℃; for 3h; Inert atmosphere;100%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

tert-Butyl chloroacetate
107-59-5

tert-Butyl chloroacetate

tert-butyl 2-(diisopropoxyphosphoryl)acetate
103717-28-8

tert-butyl 2-(diisopropoxyphosphoryl)acetate

Conditions
ConditionsYield
In dichloromethane for 3h; Heating;100%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

methyl-4-(2-ethylbutoxy)-8-methylquinoline-2-carboxylate

methyl-4-(2-ethylbutoxy)-8-methylquinoline-2-carboxylate

methyl 8-((diisopropoxyphosphoryl)methyl)-4-(2-ethylbutoxy)quinoline-2-carboxylate

methyl 8-((diisopropoxyphosphoryl)methyl)-4-(2-ethylbutoxy)quinoline-2-carboxylate

Conditions
ConditionsYield
at 70℃; for 3h; Inert atmosphere;100%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

ethyl iodide
75-03-6

ethyl iodide

diisopropyl ethylphosphonate
1067-69-2

diisopropyl ethylphosphonate

Conditions
ConditionsYield
In neat (no solvent) at 150℃; for 0.138833h; Temperature; Arbuzov Reaction; Flow reactor;99%
at 160℃; for 12h;88%
1-iodo-butane
542-69-8

1-iodo-butane

triisopropyl phosphite
116-17-6

triisopropyl phosphite

diisopropyl n-butylphosphonate
52468-61-8

diisopropyl n-butylphosphonate

Conditions
ConditionsYield
In neat (no solvent) at 150℃; for 0.138833h; Arbuzov Reaction; Flow reactor;99%
for 0.0833333h; Michaelis-Arbuzov reaction; microwave irradiation;96%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

1-iodo-propane
107-08-4

1-iodo-propane

diisopropyl n-propylphosphonate
18812-55-0

diisopropyl n-propylphosphonate

Conditions
ConditionsYield
In neat (no solvent) at 150℃; for 0.138833h; Arbuzov Reaction; Flow reactor;99%
for 0.0833333h; Michaelis-Arbuzov reaction; microwave irradiation;98%
quinoline
91-22-5

quinoline

triisopropyl phosphite
116-17-6

triisopropyl phosphite

phenyl chloroformate
1885-14-9

phenyl chloroformate

2-(diisopropoxy-phosphoryl)-2H-quinoline-1-carboxylic acid phenyl ester

2-(diisopropoxy-phosphoryl)-2H-quinoline-1-carboxylic acid phenyl ester

Conditions
ConditionsYield
99%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

cis-[Pt(p-CH3C6H4)2(S(CH3)2)2]
64827-21-0, 84414-96-0

cis-[Pt(p-CH3C6H4)2(S(CH3)2)2]

benzene
71-43-2

benzene

cis-[Pt(p-MeC6H4)2(P(O(i)Pr)3)(SMe2)]

cis-[Pt(p-MeC6H4)2(P(O(i)Pr)3)(SMe2)]

cis-[Pt(p-MeC6H4)2(P(O(i)Pr)3)2]*0.5C6H6

cis-[Pt(p-MeC6H4)2(P(O(i)Pr)3)2]*0.5C6H6

Conditions
ConditionsYield
In benzene byproducts: S(CH3)2; addn. of a soln. of 2 equivs. phosphite in benzene to a soln. of platinum complex in benzene, stirring at room temp. for 1 h; evapn. in vac.; elem. anal.;A 0%
B 99%
bis[dimethyl(μ-dimethylsulfide)platinum(II)]

bis[dimethyl(μ-dimethylsulfide)platinum(II)]

triisopropyl phosphite
116-17-6

triisopropyl phosphite

benzene
71-43-2

benzene

cis-[PtMe2(P(O(i)Pr)3)2]*0.2benzene

cis-[PtMe2(P(O(i)Pr)3)2]*0.2benzene

Conditions
ConditionsYield
In benzene byproducts: S(CH3)2; addn. of a soln. of 4 equivs. phosphite in benzene to a soln. of platinum complex in benzene, stirring at room temp. for 1 h; evapn. in vac.; elem. anal.;99%
bis[dimethyl(μ-dimethylsulfide)platinum(II)]

bis[dimethyl(μ-dimethylsulfide)platinum(II)]

triisopropyl phosphite
116-17-6

triisopropyl phosphite

cis-[PtMe2(P(O(i)Pr)3)(SMe2)]
1052272-29-3

cis-[PtMe2(P(O(i)Pr)3)(SMe2)]

Conditions
ConditionsYield
In benzene byproducts: S(CH3)2; addn. of a soln. of 2 equivs. phosphite in benzene to a soln. of platinum complex in benzene, stirring at room temp. for 1 h; evapn. in vac.; elem. anal.;99%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

[Pt(p-MeC6H4)(2-phenylpyridinate)(SMe2)]
1233573-31-3

[Pt(p-MeC6H4)(2-phenylpyridinate)(SMe2)]

[Pt(p-MeC6H4)(2-phenylpyridyl(-1H))(P(O(i-Pr))3)]
1338533-15-5

[Pt(p-MeC6H4)(2-phenylpyridyl(-1H))(P(O(i-Pr))3)]

Conditions
ConditionsYield
In acetone addn. of P(O(i-Pr))3 to soln. of Pt(p-MeC6H4)(C6H4C5H4N)(SMe2) in acetone, stirring for 1 h; removal of solvent under reduced pressure, trituration with cold acetone, drying under vac.; as oil;99%
In dichloromethane Kinetics; addn. of P(O(i-Pr))3 to soln. of Pt(p-MeC6H4)(C6H4C5H4N)(SMe2) in CH2Cl2at different temps. (5, 10, 15, 20, 25, 30 and 35°C), rapid stir ring; monitoring by UV;
triisopropyl phosphite
116-17-6

triisopropyl phosphite

4,4,4-trifluoro-3-(trifluoromethyl)-2-butenenitrile
61859-90-3

4,4,4-trifluoro-3-(trifluoromethyl)-2-butenenitrile

4,4,4-trifluoro-3-(trifluoromethyl)-2-(triisopropoxyphosphoranylidene)butanenitrile
1363721-11-2

4,4,4-trifluoro-3-(trifluoromethyl)-2-(triisopropoxyphosphoranylidene)butanenitrile

Conditions
ConditionsYield
In hexane at 20℃; for 168h; Inert atmosphere;99%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

methyl 4-iodobenzoate
619-44-3

methyl 4-iodobenzoate

diisopropyl (4-methoxycarbonylphenyl)phosphonate
1073561-84-8

diisopropyl (4-methoxycarbonylphenyl)phosphonate

Conditions
ConditionsYield
With tetrabutyl-ammonium chloride In N,N-dimethyl-formamide at 20℃; for 5h; Electrolysis; Inert atmosphere;99%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

1-bromomethyl-4-bromobenzene
589-15-1

1-bromomethyl-4-bromobenzene

diisopropyl (4-bromophenyl)methylphosphonate
50289-57-1

diisopropyl (4-bromophenyl)methylphosphonate

Conditions
ConditionsYield
at 165℃; for 2.5h; Michaelis-Arbuzov Synthesis; Inert atmosphere;99%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

diisopropyl (methoxycarbonylmethyl)phosphonate
72946-10-2

diisopropyl (methoxycarbonylmethyl)phosphonate

Conditions
ConditionsYield
In neat (no solvent) at 120 - 130℃; for 4h; Inert atmosphere; Schlenk technique; Glovebox;98%

triisopropyl phosphite Chemical Properties

Triisopropyl phosphitet is also called phosphorous acid tris(1-methylethyl) ester or triisopropoxyphosphine

Molecular Formula: C9H21O3P
Formula Weight: 208.24 
Boiling point : 63-64 °C  11 mm Hg(lit.) 
Density : 0.914  
Vapor pressure : <2 mm Hg ( 20 °C)
Refractive index : n20/D 1.411(lit.) 
Fp : 154 °F 
Water Solubility : Insoluble  
Sensitive : Moisture Sensitive  
BRN : 1701528
 

 

 

triisopropyl phosphite Safety Profile

Hazard Codes : T,F  
Risk Statements : 25-38-68  
Safety Statements : 37-46-45-36/37  
RIDADR : UN 3278 6.1/PG 3 
WGK Germany : 3 
RTECS : TH2800000 
F : 1-10  
Hazard Note : Toxic/Flammable/Moisture Sensitive/  
HazardClass : 3  
PackingGroup : III
 

 

triisopropyl phosphite Specification

FIRE FIGHTING MEASURES 
When triisopropyl phosphite is in any fire,please wear a self-contained breathing apparatus in pressure-demand, and full protective gear.It will burn if involved in a fire because it's combustible liquid.
Extinguishing Method:Use water spray, dry chemical, carbon dioxide, or chemical foam.
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