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Cas Database

102-85-2

102-85-2

Identification

  • Product Name:Phosphorous acid,tributyl ester

  • CAS Number: 102-85-2

  • EINECS:203-061-3

  • Molecular Weight:250.318

  • Molecular Formula: C12H27 O3 P

  • HS Code:29209085

  • Mol File:102-85-2.mol

Synonyms:1-Butanol,1,1',1''-phosphinidynetri- (6CI); Butyl phosphite, (BuO)3P (4CI); JP 304; NSC2675; Phosphorus tributoxide (P(OBu)3); Tri-n-butyl phosphite;Tributoxyphosphine; Tributyl phosphite

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Safety information and MSDS view more

  • Pictogram(s):

  • Hazard Codes:C

  • Signal Word:Warning

  • Hazard Statement:H319 Causes serious eye irritationH412 Harmful to aquatic life with long lasting effects

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
  • Product Description
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  • Price
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  • Manufacture/Brand:TRC
  • Product Description:Tributyl phosphite
  • Packaging:10g
  • Price:$ 45
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Tributyl Phosphite >95.0%(GC)
  • Packaging:25mL
  • Price:$ 21
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Tributyl Phosphite >95.0%(GC)
  • Packaging:500mL
  • Price:$ 82
  • Delivery:In stock
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Tri-n-butylphosphite, min. 94%
  • Packaging:250g
  • Price:$ 53
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Tri-n-butylphosphite, min. 94%
  • Packaging:1kg
  • Price:$ 158
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Tributyl phosphite 90%, technical grade
  • Packaging:250ml
  • Price:$ 42.5
  • Delivery:In stock
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  • Manufacture/Brand:Chem-Impex
  • Product Description:Tributylphosphite,≥93%(GC) ≥93%(GC)
  • Packaging:25ML
  • Price:$ 17.47
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  • Manufacture/Brand:Chem-Impex
  • Product Description:Tributylphosphite,93%(GC) 93%(GC)
  • Packaging:500ML
  • Price:$ 87.36
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:TRIBUTYL PHOSPHITE 95.00%
  • Packaging:250ML
  • Price:$ 4077.96
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:TRIBUTYL PHOSPHITE 95.00%
  • Packaging:25G
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Relevant articles and documentsAll total 11 Articles be found

Synthesis and reactivity of substituted α-carbonylphosphonites and their derivatives

Prishchenko, Andrey A.,Livantsov, Mikhail V.,Novikova, Olga P.,Livantsova, Ludmila I.,Petrosyan, Valery S.

, p. 352 - 372 (2012)

Convenient methods for the synthesis of functionalized organophosphorus compounds containing carbonyl groups as well as di- or trialkoxymethyl fragments attached to phosphorus, and their derivatives, starting from the available derivatives of trivalent phosphorus acids, are proposed, and some properties of the new functionalized organophosphorus compounds are presented. So, the alkylation and acylation reaction of (dialkoxymethyl) phosphonites and their analogs have been studied. It is found that the Arbuzov rearrangement of these compounds was accompanied by the phosphorus-carbon bond cleavage with unique retention of the three-coordinate phosphorus.

-

Gillis et al.

, p. 2999,3000 (1958)

-

Synthesis of tervalent phosphorus esters in biphasic system using potassium phosphate as unique solid base

Ilia, Gheorghe,Iliescu, Smaranda,Macarie, Lavinia,Popa, Adriana

, p. 360 - 364 (2008)

The synthesis of tervalent phosphorus esters continues to be a significant area of interest, much of it again directed toward the synthesis of phosphite ligands for metal-catalyzed reactions. Typically, they were obtained through esterification of the corresponding phosphorus chlorides with the appropriate alcohols in the presence of an amine. In this paper, we present a new method for the synthesis of tervalent phosphorus esters, not yet mentioned in the literature, when potassium phosphate, as a unique base, is used in liquid-solid system. Symmetrical and unsymmetrical phosphites were obtained with good yields (65%-80%) using this method. The compounds were characterized by 31P NMR spectroscopy.

Silver-Catalyzed Regioselective Phosphorylation of para-Quinone Methides with P(III)-Nucleophiles

Liu, Yu,Tang, Ke-Wen,Wong, Wai-Yeung,Xie, Jun,Xiong, Biquan,Xu, Shipan,Xu, Weifeng

, p. 14983 - 15003 (2021/11/12)

A simple and efficient method for the silver-catalyzed regioselective phosphorylation of para-quinone methides (p-QMs) with P(III)-nucleophiles (P(OR)3, ArP(OR)2, Ar2P-OR) has been established via Michaelis-Arbuzov-type reaction. A broad range of P(III)-nucleophiles and para-quinone methides are well tolerated under the mild conditions, giving the expected diarylmethyl-substituted organophosphorus compounds with good to excellent yields. Moreover, a series of corresponding enantiomers can be obtained by employing dialkyl arylphosphonite (ArP(OR)2) as substrates. The control experiments and 31P NMR tracking experiments were also performed to gain insights for the plausible reaction mechanism. This protocol may have significant implications for the formation of C(sp3)-P bonds in Michaelis-Arbuzov-type reactions.

Electrochemical Oxidation of Metal Dialkyl Phosphites and Their Reaction with Halogens

Romakhin,Zagumennov,Nikitin

, p. 1022 - 1026 (2007/10/03)

Electrochemical oxidation of sodium dialkyl phosphites with alkyl radicals of normal structure leads to formation of tetraalkyl pyrophosphites as the main products, while electrochemical oxidation of litium dialkyl phosphites and sodium salts with branched alkyl radicals yields tetraalkyl hypophosphates. The reaction of metal dialkyl phosphites with halogens leads to analogous results.

OXIDATIVE ALKOXYLATION OF PHOSPHINE IN ALCOHOLIC SOLUTIONS OF PLATINUM(IV) HALIDE COMPLEXES

Dorfman, Ya. A.,Levina, L. V.,Aibasov, E. Zh.

, p. 1847 - 1859 (2007/10/02)

Platinum(IV) halide complexes are shown for the first time to undergo fast reduction in alcohols (MeOH, EtOH, PrOH, BuOH, and i-AmOH) at 298-323 K under the action of PH3 to Pt(II)halide complexes with the highly selective formation of the corresponding trialkyl phosphites.The products of O-phosphorylation of the alcohols are studied by GLC and 31P NMR and IR spectroscopy.The intermediate compounds were studied by x-ray microanalyses and x-ray photoelectron and UV spectroscopy.The reaction is promoted by Pt(II) compounds and retarded by H2O and acids.The complex Pt(IV) chlorides are reduced more slowly than the mixed chloride bromide and especially chloride complexes.The kinetics and mechanism of this new reaction are discussed.

Process route upstream and downstream products

Process route

sodium butanolate
2372-45-4

sodium butanolate

dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

Conditions
Conditions Yield
With diethyl ether; phosphorus trichloride;
diethyl ester of 2-phenylethynylphosphonous acid
51104-80-4

diethyl ester of 2-phenylethynylphosphonous acid

butan-1-ol
71-36-3

butan-1-ol

tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

phenylacetylene
536-74-3

phenylacetylene

Conditions
Conditions Yield
With C4H9ONa; Product distribution; Heating; oth. alcohols;
63%
O,O-dibutyl (tributoxymethyl)phosphonate

O,O-dibutyl (tributoxymethyl)phosphonate

tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
Conditions Yield
With boron trifluoride diethyl etherate; under 8 Torr; Heating;
71%
S,S-diethyl-N-diethylamidodithiophosphite
42964-63-6

S,S-diethyl-N-diethylamidodithiophosphite

butan-1-ol
71-36-3

butan-1-ol

triethyl trithiophosphite
688-62-0

triethyl trithiophosphite

tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

diethylamine
109-89-7

diethylamine

ethanethiol
75-08-1

ethanethiol

Conditions
Conditions Yield
at 160 ℃; for 8h;
40%
36%
butan-1-ol
71-36-3

butan-1-ol

tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

Conditions
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;
With triethylamine; phosphorus trichloride; benzene;
With pyridine; phosphorus trichloride;
With 2,3-Dimethylaniline; n-butane; phosphorus trichloride;
With pyridine; diethyl ether; phosphorus trichloride;
With phosphorus trichloride; im kontinuierlichen Verfahren;
With ammonia; Petroleum ether; phosphorus trichloride;
With triethylamine; phosphorus trichloride; benzene;
With pyridine; phosphorus trichloride; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;
O,O-dibutyl (tributoxymethyl)phosphonate

O,O-dibutyl (tributoxymethyl)phosphonate

tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

Conditions
Conditions Yield
With boron trifluoride diethyl etherate; under 8 Torr; Heating;
71%
diphosphorous acid tetrabutyl ester
54305-86-1

diphosphorous acid tetrabutyl ester

tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

Conditions
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
With boron trifluoride diethyl etherate; In diethyl ether;
dibutyl hydrogen phosphite
109-47-7

dibutyl hydrogen phosphite

tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

Conditions
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
With boron trifluoride diethyl etherate; sodium; In diethyl ether;
diphosphorous acid tetrabutyl ester
54305-86-1

diphosphorous acid tetrabutyl ester

tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

Conditions
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
With boron trifluoride diethyl etherate; In diethyl ether;
dibutyl hydrogen phosphite
109-47-7

dibutyl hydrogen phosphite

tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

diphosphorous acid tetrabutyl ester
54305-86-1

diphosphorous acid tetrabutyl ester

n-butyl pyrophosphate
1474-75-5

n-butyl pyrophosphate

<i>O</i>,<i>O</i>'-dibutyl-phosphoric <i>O</i>,<i>O</i>'-dibutyl-phosphorous anhydride
682-23-5

O,O'-dibutyl-phosphoric O,O'-dibutyl-phosphorous anhydride

Conditions
Conditions Yield
With sodium perchlorate; In acetonitrile; Title compound not separated from byproducts; electrochemical oxidation, 2.4 A h; Pt anode, Ni cathode; Ag/AgNO3 reference electrode;

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