Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate under 8 Torr; Heating; | A 71% B n/a |
tri-n-butyl phosphite
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate under 8 Torr; Heating; | 71% |
Conditions | Yield |
---|---|
With potassium phosphate; tetrahexylammonium chloride; phosphorus trichloride In dichloromethane at 20℃; for 3h; | 69% |
With sodium hexachloroplatinate; phosphan at 24.9℃; Rate constant; Kinetics; also in the presence of LiCl, HCl, H2O, LiBr, NaI; var. conc. of reactants; | |
With ammonia; Petroleum ether; phosphorus trichloride |
diethyl ester of 2-phenylethynylphosphonous acid
butan-1-ol
A
tri-n-butyl phosphite
B
phenylacetylene
Conditions | Yield |
---|---|
With C4H9ONa Product distribution; Heating; oth. alcohols; | A 63% B n/a |
S,S-diethyl-N-diethylamidodithiophosphite
butan-1-ol
A
triethyl trithiophosphite
B
tri-n-butyl phosphite
Conditions | Yield |
---|---|
at 160℃; for 8h; Product distribution; Mechanism; | A 36% B 40% |
S,S-diethyl-N-diethylamidodithiophosphite
butan-1-ol
A
triethyl trithiophosphite
B
tri-n-butyl phosphite
C
diethylamine
D
ethanethiol
Conditions | Yield |
---|---|
at 160℃; for 8h; | A 36% B 40% C n/a D n/a |
pyridine
butyl dichlorophosphite
butan-1-ol
tri-n-butyl phosphite
Conditions | Yield |
---|---|
With benzene |
butyl dichlorophosphite
sodium butanolate
A
dibutyl chlorophosphite
B
tri-n-butyl phosphite
Conditions | Yield |
---|---|
With diethyl ether; phosphorus trichloride |
dibutyl phosphonite
tri-n-butyl phosphite
Conditions | Yield |
---|---|
boron trifluoride diethyl etherate at 100 - 160℃; decomposition; |
dibutyl hydrogen phosphite
A
tri-n-butyl phosphite
B
diphosphorous acid tetrabutyl ester
C
n-butyl pyrophosphate
D
O,O'-dibutyl-phosphoric O,O'-dibutyl-phosphorous anhydride
Conditions | Yield |
---|---|
With sodium perchlorate In acetonitrile electrochemical oxidation, 2.4 A h; Pt anode, Ni cathode; Ag/AgNO3 reference electrode; Title compound not separated from byproducts; |
pyridine
diethyl ether
butan-1-ol
phosphorus trichloride
tri-n-butyl phosphite
Conditions | Yield |
---|---|
at -10℃; |
tri-n-butyl phosphite
Conditions | Yield |
---|---|
With diethyl ether; phosphorus trichloride |
diphosphorous acid tetrabutyl ester
A
tri-n-butyl phosphite
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 64 percent / BF3*Et2O / diethyl ether / Ambient temperature 2: 71 percent / fluoroboron etherate / 8 Torr / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 68 percent / sodium / diethyl ether / 0.5 h / 0 °C 2: 71 percent / fluoroboron etherate / 8 Torr / Heating View Scheme |
Conditions | Yield |
---|---|
In toluene Kinetics; Soln. is prepared by injecting the ligand into serum-capped cell (under N2) containing the thermostated soln. of the complex.; UV-spectroscopy.; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium 2: boron trifluoride diethyl etherate / 8 Torr / Heating View Scheme |
diphosphorous acid tetrabutyl ester
tri-n-butyl phosphite
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: boron trifluoride diethyl etherate / diethyl ether / 20 °C 2: boron trifluoride diethyl etherate / 8 Torr / Heating View Scheme |
Conditions | Yield |
---|---|
at 118℃; for 6h; | 100% |
tri-n-butyl phosphite
1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene
C36H69O9P3
Conditions | Yield |
---|---|
at 130℃; for 16.5h; | 100% |
tri-n-butyl phosphite
tricarbonyl[1-6-η-7-tri(nbutoxy)phosphoniocyclohepta-1,3,5-triene] chromium tetrafluoroborate
Conditions | Yield |
---|---|
In dichloromethane org. compd. addn. dropwise to Cr-compd. suspn., pptn. on slow diethyl ether addn.; ppt. filtration off, washing (diethyl ether); elem. anal.; | 100% |
In acetone Kinetics; excess org. compd. addn. to Cr-compd. soln. at const. temp. (1, 5, 10, 15 and 20.5°C); stopped-flow UV spectroscopic monitoring; |
tri-n-butyl phosphite
2,3,4,5,6-pentabromobenzyl bromide
dibutyl pentabromobenzylphosphonate
Conditions | Yield |
---|---|
at 25 - 156℃; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
at 160℃; for 1.5h; Michaelis-Arbuzov Synthesis; | 99% |
at 150 - 160℃; |
tri-n-butyl phosphite
toluene-4-sulfonic acid
dibutyl hydrogen phosphite
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 24h; Ambient temperature; molar ratio 1:1; | 98% |
tri-n-butyl phosphite
Conditions | Yield |
---|---|
at 120℃; for 18h; Neat (no solvent); | 98% |
tri-n-butyl phosphite
Conditions | Yield |
---|---|
at 120℃; for 18h; Neat (no solvent); | 98% |
tri-n-butyl phosphite
octadecyl bromoacetate
octadecyl diethylphosphonoacetate
Conditions | Yield |
---|---|
at 100 - 150℃; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
Stage #1: Cyclohepta-1,3,5-triene With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 20℃; for 0.0833333h; Michaelis-Arbuzov Synthesis; Inert atmosphere; Stage #2: tri-n-butyl phosphite | 98% |
Conditions | Yield |
---|---|
at 120℃; for 16h; | 97% |
at 120℃; for 16h; | 97% |
tri-n-butyl phosphite
Chlorodiisopropylphosphane
1,1-dibutoxy-2,2-diisopropyldiphosphine 1-oxide
Conditions | Yield |
---|---|
With nickel dichloride at 150℃; for 0.5h; | 96% |
tri-n-butyl phosphite
Conditions | Yield |
---|---|
at 120℃; for 18h; | 96% |
Conditions | Yield |
---|---|
at 130℃; for 16.5h; | 96% |
tri-n-butyl phosphite
1-azido-1-deoxy-β-D-glucopyranoside tetraacetate
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl dibutyl phosphoramidate
Conditions | Yield |
---|---|
In dichloromethane at 20℃; Staudinger reaction; stereoselective reaction; | 96% |
In tetrahydrofuran at 25℃; for 24h; Staudinger Azide Reduction; chemoselective reaction; | 90% |
tri-n-butyl phosphite
3,5-di-tert-butyl-2-hydroxybenzaldehyde
malononitrile
Conditions | Yield |
---|---|
With silver In ethanol for 0.5h; Reflux; | 96% |
trimethyl phosphite
1,1,1-tri(hydroxymethyl)propane
tri-n-butyl phosphite
Dipentaerythritol
Conditions | Yield |
---|---|
Stage #1: 1,1,1-tri(hydroxymethyl)propane; tri-n-butyl phosphite; Dipentaerythritol With sulfuric acid at 85℃; for 5h; Inert atmosphere; Stage #2: trimethyl phosphite With 1-Bromopentane at 185℃; for 16h; | 95.6% |
Conditions | Yield |
---|---|
In dichloromethane at -40℃; | 95% |
Conditions | Yield |
---|---|
With iodine for 24h; Heating; | 95% |
With trifluorormethanesulfonic acid at 60℃; for 16h; Schlenk technique; Inert atmosphere; | 85% |
With trifluorormethanesulfonic acid at 60℃; for 16h; Inert atmosphere; |
tri-n-butyl phosphite
Hexafluoroacetone
2,2,2-Tributoxy-4,4,5,5-tetrakis-trifluoromethyl-2λ5-[1,3,2]dioxaphospholane
Conditions | Yield |
---|---|
at 25℃; for 96h; sealed tube; | 95% |
tri-n-butyl phosphite
E-3-bromo-1-propenyl t-butyl sulfone
[(E)-3-(2-Methyl-propane-2-sulfonyl)-allyl]-phosphonic acid dibutyl ester
Conditions | Yield |
---|---|
at 130℃; for 12h; Arbusov substitution; | 95% |
(1,5-cylooctadiene)di-iodoplatinum(II)
tri-n-butyl phosphite
cis-diiodobis(tri-n-butyl phosphite)platinum(II)
Conditions | Yield |
---|---|
In hexane (white spot N2); to the starting complex in hexane addn. of the phosphite (2,5 h); oil is dried under vac., chromy., elem. anal.; | 95% |
Conditions | Yield |
---|---|
In toluene at 100 - 105℃; Arbuzov Reaction; Inert atmosphere; | 95% |
tri-n-butyl phosphite
(4-chloro-benzylidene)-hydrazinecarboxylic acid ethyl ester
dimethyl acetylenedicarboxylate
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 24h; | 94% |
Conditions | Yield |
---|---|
Stage #1: Tosyl isocyanate; aniline In dichloromethane at 25℃; for 0.0833333h; Stage #2: tri-n-butyl phosphite With dimethyl acetylenedicarboxylate In dichloromethane at 25℃; for 2h; | 94% |
Conditions | Yield |
---|---|
With silver In ethanol for 0.25h; Reflux; | 94% |
Conditions | Yield |
---|---|
With lutidine; tellurium tetrachloride In dichloromethane for 1h; Ambient temperature; | 93% |
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine; tellurium tetrachloride In dichloromethane for 1h; -42 deg C, 5-10 min; room temp. 1 h; | 93% |
tri-n-butyl phosphite
4-bromo-trans-crotonic acid ethyl ester
Conditions | Yield |
---|---|
at 85 - 90℃; for 12h; | 93% |
IUPAC Name:Tributyl phosphite (102-85-2)
Synonyms: 1,1,1-Phosphinidynetri-1-butano ; Butyl phosphite ((C4H9O)3P) ; jp304 ; Phosphorus derivative ; Phosphorustributoxide(p(obu)3) ; Syn-O-Ad P-312 ; Tributoxyphosphine ; Tributylfosfit
Product Categories: Organic Building Blocks;Organic Phosphates/Phosphites;Phosphorus Compounds
CAS: 102-85-2
Molecular Formula :C12H27O3P
Molecular Weight: 250.31
Molecular Structure:
EINECS: 203-061-3
Mol File: 102-85-2.mol
Flash Point: 121.1 °C
Enthalpy of Vaporization: 48.57 kJ/mol
Melting point: -80 °C
Boiling Point: 268.1 °C at 760 mmHg
Vapour Pressure: 0.013 mmHg at 25°C
Density : 0.925 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.431(lit.)
BRN: 1703866
Appearance: Clear colorless liquid
Tributyl phosphite (102-85-2) is used as lubricants, preservatives, heat stabilizers of Intensifier.
1. | skn-rbt 10 mg/24H | JIHTAB Journal of Industrial Hygiene and Toxicology. 26 (1944),269. | ||
2. | eye-rbt 500 mg | AJOPAA American Journal of Ophthalmology. 29 (1946),1363. | ||
3. | orl-rat LD50:3000 mg/kg | JIHTAB Journal of Industrial Hygiene and Toxicology. 26 (1944),269. | ||
4. | skn-rbt LD50:2 g/kg | AIHAAP American Industrial Hygiene Association Journal. 34 (1973),286. |
Reported in EPA TSCA Inventory.
Hazard Codes C
Risk Statements 21-34
21:Tributyl phosphite (102-85-2) is harmful in contact with skin.
34: Tributyl phosphite (102-85-2) can causes burns.
Safety Statements 26-36/37/39-45
25: Avoid contact with eyes
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
RIDADR UN 3265 8/PG 3
WGK Germany 3
RTECS TH0875000
1.General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
2.Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam
3.Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
4.Storage: Store Tributyl phosphite (102-85-2) in a cool, dry place. Store in a tightly closed container.
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