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Cas Database

1809-19-4

1809-19-4

Identification

  • Product Name:Dibutyl phosphite

  • CAS Number: 1809-19-4

  • EINECS:217-316-1

  • Molecular Weight:194.211

  • Molecular Formula: C8H19O3P

  • HS Code:29209090

  • Mol File:1809-19-4.mol

Synonyms:Dibutylhydrogen phosphite;Dibutyl phosphonate;NSC 2668;Phosphorous acid, dibutyl ester;Butylphosphite ((C4H9O)2(HO)P) (6CI,7CI);Butyl alcohol, hydrogen phosphite;Butylphosphonate ((BuO)2HPO);Butyl phosphonate ((C4H9O)2HPO);Di-n-butylhydrogen phosphite;Di-n-butyl phosphite;Dibutoxyphosphine oxide;Dibutyl phosphite;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn

  • Hazard Codes:Xn

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH318 Causes serious eye damage H412 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

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  • Manufacture/Brand:Usbiological
  • Product Description:Dibutyl Phosphite
  • Packaging:5ml
  • Price:$ 305
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Dibutyl phosphite
  • Packaging:25ml
  • Price:$ 60
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  • Manufacture/Brand:TRC
  • Product Description:Dibutyl phosphite
  • Packaging:5ml
  • Price:$ 45
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Dibutyl Phosphite >95.0%(GC)
  • Packaging:25g
  • Price:$ 43
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Di-n-butylphosphite, 96%
  • Packaging:250g
  • Price:$ 115
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  • Manufacture/Brand:Strem Chemicals
  • Product Description:Di-n-butylphosphite, 96%
  • Packaging:50g
  • Price:$ 28
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Dibutyl phosphite 96%
  • Packaging:100ml
  • Price:$ 41.5
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Dibutyl phosphite 96%
  • Packaging:500ml
  • Price:$ 109
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:Dibutyl Phosphite
  • Packaging:50 g
  • Price:$ 80
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:Dibutyl Phosphite
  • Packaging:25 g
  • Price:$ 50
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Relevant articles and documentsAll total 42 Articles be found

Trialkyl Phosphite Addition to the Bis(benzene)-iron(II) and -ruthenium(II) Dications: Catalysed Hydrolysis to Dialkyl Phosphites

Sweigart, Dwight A.

, p. 1159 - 1160 (1980)

Phosphite addition to 2+ (M = Fe,Ru) yields cyclohexadienyl phosphonium and phosphonate adducts that catalyse the conversion of excess of phosphite into HP(O)(OR)2 and RP(O)(OR)2.

Stability of phosphite coordinated to ruthenium(II) in aqueous media

Truzzi, Daniela R.,Franco, Douglas W.

, p. 238 - 244 (2014)

Changes in the reactivity of phosphorus(III) esters, which are promoted by coordination to the ruthenium(II) metal centre, were the focus of this study. Nuclear magnetic resonance data, which were acquired as a function of time, suggest that the phosphite coordination to the ruthenium(II) centre stabilises these molecules in terms of hydrolysis. This stabilisation is greater when the coordination occurs to the trans-[Ru(H2O)(NH3) 4]2+ rather than to the trans-[Ru(NO)(NH3) 4]3+ fragment, and these results are interpreted considering the 4dπ(RuII) → 3dπ(P(III)) back-bonding interactions. The correlation between the data on alkyl phosphite hydrolysis constants in trans-[Ru(NO)(NH3)4P(III)]n + (P(III) = P(OEt)3, P(O)(OEt)2, P(O iPr)3 and P(OBu)3) complexes and the δ13C data show that the hydrolysis of phosphites that are coordinated to Ru(II) preferably occurs via the Michaelis-Arbuzov mechanism. Only the nitrosyl complex, where P(III) = P(OMe)3, did not exhibit this correlation, which suggests that the hydrolysis likely occurs via the Aksnes mechanism in this case.

Synthesis and characterization of new symmetrical bisphosphonates

Marques Rodrigues, Janaina,DaCosta, Joao Batista Neves

, p. 137 - 149 (2002)

In order to search for new chelating agents, widely employed methodologies in the chemistry of organophosphorus compounds such as the Michaelis-Arbuzov and Michaelis-Becker reactions were used to synthesize new bisphosphonates in high yields. The importance of the synthesis of these compounds resides in their potential capability of complexing different metals, all the more so because bisphosphonates have been widely employed in the diagnosis and therapy of several bone diseases, such as osteoporosis and hypercalcemia, as extracting agents for alkaline, alkaline earth, and transition metals, and also as reaction catalysts. All bisphosphonates synthesized were characterized by IR, 1H-NMR, 13C-NMR, 31P-NMR, and mass spectroscopy.

Method for preparing phosphite diester by transesterification

-

Paragraph 0023, (2020/01/25)

The invention discloses a method for preparing phosphite diester by transesterification. Dimethyl phosphite and monohydric alcohol which are used as raw materials are stirred, reacted and rectified under the action of a basic catalyst to prepare the phosphite diester, so the problems of high deice requirements and large amount of acid-containing three wastes in the process of producing the phosphite diester by reacting phosphorus trichloride with alcohol are avoided. The method has the advantages of low raw material toxicity, simple process, mild reaction conditions, low device requirements, low pollution, high raw material conversion rate, high product selectivity, stable supply of the raw materials, provision of the phosphite diester used for fine chemical engineering or medical intermediates by dimethyl phosphite production enterprises, high added values of the product, and provision of a new way for the synthesis of the phosphite diester.

METHOD FOR PRODUCING ORGANOPHOSPHORUS COMPOUND

-

Paragraph 0086; 0094, (2020/05/02)

PROBLEM TO BE SOLVED: To provide a method for producing an organophosphorus compound which has excellent energy efficiency without containing a halogenated alkyl or a by-product derived from a halogenated alkyl. SOLUTION: There is provided a method for producing an organophosphorus compound by reacting a trivalent organophosphorus compound represented by the following general formula (1) in the presence of a super strong acid and/or at least one acid catalyst containing a solid superstrong acid catalyst to generate a pentavalent organophosphorus compound represented by the following general formula. (where Z1 represents OR2 or R2; Z2 represents OR3 or R3; R1, R2 and R3 represent an alkyl group, an alkenyl group or the like; when R2 and R3 are an alkyl group or the like, R2 and R3 may be bonded to each other to form a cyclic structure; and R1 may be a hydrogen atom.) SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

Water determines the products: An unexpected Br?nsted acid-catalyzed PO-R cleavage of P(iii) esters selectively producing P(O)-H and P(O)-R compounds

Li, Chunya,Wang, Qi,Zhang, Jian-Qiu,Ye, Jingjing,Xie, Ju,Xu, Qing,Han, Li-Biao

supporting information, p. 2916 - 2922 (2019/06/18)

Water is found able to determine the selectivity of Br?nsted acid-catalyzed C-O cleavage reactions of trialkyl phosphites: with water, the reaction quickly takes place at room temperature to afford quantitative yields of H-phosphonates; without water, the reaction selectively affords alkylphosphonates in high yields, providing a novel halide-free alternative to the famous Michaelis-Arbuzov reaction. This method is general as it can be readily extended to phosphonites and phosphinites and a large scale reaction with much lower loading of the catalyst, enabling a simple, efficient, and practical preparation of the corresponding organophosphorus compounds. Experimental findings in control reactions and substrate extension as well as preliminary theoretical calculation of the possible transition states all suggest that the monomolecular mechanism is preferred.

Synthesis of phosphonates in a continuous flow manner

Tóth, Nóra,Tajti, ádám,Ladányi-Pára, Katalin,Bálint, Erika,Keglevich, Gy?rgy

, p. 285 - 286 (2019/03/11)

The synthesis of dialkyl H-phosphonates and α-aminophosphonates was studied in a continuous flow microwave reactor. Depending on the conditions, the alcoholysis of dialkyl H-phosphonates could be fine-tuned towards the mixed and the fully transesterified products. The continuous flow synthesis of α-aryl-α-aminophosphonates was elaborated utilizing the aza-Pudovik reaction of imines and dialkyl H-phosphonates, as well as the by the Kabachnik-Fields condensation of primary amines, benzaldehyde and > P(O)H reagents.

Catalytic Phosphite Hydrolysis under Neutral Reaction Conditions

Oberhauser, Werner,Manca, Gabriele

supporting information, p. 4824 - 4827 (2018/05/17)

Cationic phosphametallocene-based platinum(II) aqua complexes were used as efficient precatalysts for the hydrolysis of aromatic and aliphatic tertiary phosphites under neutral reaction conditions at room temperature, leading to the selective cleavage of one P-O bond of the phosphite. NMR labeling experiments combined with stoichiometric model reactions and theoretical density functional theory calculations, performed with the appropriate model compounds, shed light on the operative catalytic cycle, which comprises intramolecular water molecule transfer to the cis-coordinated phosphite molecule.

Process route upstream and downstream products

Process route

pyridine
110-86-1

pyridine

dibutyl chlorophosphite
4124-92-9

dibutyl chlorophosphite

acetic acid
64-19-7,77671-22-8

acetic acid

dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

acetic anhydride
108-24-7

acetic anhydride

Conditions
Conditions Yield
at -10 ℃;
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;
phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

sodium butanolate
2372-45-4

sodium butanolate

butan-1-ol
71-36-3

butan-1-ol

dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

Conditions
Conditions Yield
dibutyl phosphorobromidite
53764-94-6

dibutyl phosphorobromidite

butan-1-ol
71-36-3

butan-1-ol

1-bromo-butane
109-65-9

1-bromo-butane

dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

Conditions
Conditions Yield
butan-1-ol
71-36-3

butan-1-ol

dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

Conditions
Conditions Yield
With phosphorus trichloride; In dichloromethane; for 12.75h; Inert atmosphere; Cooling with ice;
95%
With phosphorus trichloride; In dichloromethane; for 0.166667h;
94%
With phosphorus trichloride; In dichloromethane; for 4h;
90%
With phosphorus trichloride; In n-Butyl chloride; at 70 ℃;
88.6%
With phosphorus trichloride; at 50 ℃; for 1h;
52%
With phosphorous; dihydrogen peroxide; copper dichloride; In benzene; at 30 - 35 ℃;
15%
With pyridine; diethyl ether; phosphorus trichloride;
With phosphorus trichloride;
With phosphorus trichloride;
With phosphorus trichloride;
With phosphorus trichloride;
With phosphorus trichloride; at 0 - 50 ℃; for 2h;
With phosphorus trichloride; In dichloromethane; at 5 ℃;
0.9%
With phosphorus trichloride;
<Pyrophosphorsaeure-bis-diethylamid>-bis-<phosphorigsaeure-dibutylester>-dianhydrid
4526-18-5

-bis--dianhydrid

dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

Conditions
Conditions Yield
With water;
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

Conditions
Conditions Yield
With trifluorormethanesulfonic acid; water; at 25 ℃; Sealed tube;
92%
With water; In tetrahydrofuran; for 12h; Inert atmosphere; Reflux;
85%
With water; [bis(η-benzene)iron(II)] hexafluorophosphate; In acetonitrile; at 25 ℃; Mechanism; Rate constant; var. of catalyst;
With [Pt(H2O)2(1,1'-bis(diphenylphosphanyl)octamethylferrocene)](trifluoromethylsulfonate)2; water; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Reagent/catalyst; chemoselective reaction; Catalytic behavior; Mechanism; Inert atmosphere; Schlenk technique; Sealed tube;
With trifluorormethanesulfonic acid; In water; at 25 ℃; for 0.5h; Inert atmosphere;
sodium dibutyl phosphite
2244-27-1

sodium dibutyl phosphite

dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen 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

sodium salt of dibutyl phosphate
16298-74-1

sodium salt of dibutyl phosphate

Conditions
Conditions Yield
With sodium perchlorate; In acetonitrile; Product distribution; Ambient temperature; object of study - electrochemical oxidation at platinum electrode;
50%
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

Conditions
Conditions Yield
In 1,2-dichloro-ethane; for 24h; Ambient temperature; molar ratio 1:1;
98%
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

butyl para-toluenesulfonate
778-28-9

butyl para-toluenesulfonate

Conditions
Conditions Yield
In methyl cyclohexane; for 24h; Product distribution; Heating; investigate effect of molar ratio, solvent and temperature;
72%

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