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Key Documents

68572

Sigma-Aldrich

Dibutyl phosphate

≥97.0% (T)

Synonyme(s) :

Phosphoric acid dibutyl ester

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About This Item

Formule linéaire :
(CH3CH2CH2CH2O)2P(O)OH
Numéro CAS:
Poids moléculaire :
210.21
Numéro Beilstein :
607224
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Pureté

≥97.0% (T)

Forme

liquid

Densité

1.06 g/mL at 20 °C (lit.)

Chaîne SMILES 

CCCCOP(O)(=O)OCCCC

InChI

1S/C8H19O4P/c1-3-5-7-11-13(9,10)12-8-6-4-2/h3-8H2,1-2H3,(H,9,10)

Clé InChI

JYFHYPJRHGVZDY-UHFFFAOYSA-N

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Description générale

Dibutyl phosphate, also known as Phosphoric acid dibutyl ester, is an organophosphate compound with a long alkyl chain that is commonly used as an organocatalyst for polymer synthesis via ring-opening polymerization of cyclic esters and to catalyzed transesterification reactions.

Application

Dibutyl phosphate can be used as a reactant to synthesize:
  • Glycosyl phosphates by using 1,2-orthoesters.
  • 2-Aminophosphatesvia catalyst-free regioselective and enantiospecific SN2-type ring opening reaction with aziridines.
It can also be used as a catalyst to synthesize polyesters via ring-opening polymerization.

Caractéristiques et avantages

  • Inherently biodegradable
  • Stable in neutral, acidic, or alkaline solutions

Pictogrammes

Health hazardCorrosion

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Carc. 2 - Eye Dam. 1 - Skin Corr. 1B

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

352.4 °F - closed cup

Point d'éclair (°C)

178 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

S Maji et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 64(4), 972-976 (2006-02-21)
The fluorescence of Tb(3+) is sensitized by complexation with dibutylphosphate (DBP) and tri-n-butylphosphate (TBP). The excitation maximum for the Tb(3+)-DBP complex occurs at 218.5 nm, while that for the Tb(3+)-TBP complex is observed at 228.0 nm. Both complexes yield Tb(3+)
Y Nishimura et al.
Journal of biochemistry, 118(1), 46-55 (1995-07-01)
Organophosphate compounds are known to cause a selective increase of beta-glucuronidase activity in rat serum. Previous data suggested that increase of serum beta-glucuronidase activity was well correlated with decrease of that activity in rat liver microsomal fraction, thereby, suggesting a
[Determination of mono- and di-N-butylphosphoric acids in their mixture using 2 indicators].
F A Bogdanov et al.
Gigiena i sanitariia, (4)(4), 63-65 (1990-04-01)
Neal B Gallagher et al.
Applied spectroscopy, 60(7), 713-722 (2006-07-21)
Multivariate curve resolution (MCR) is a powerful technique for extracting chemical information from measured spectra of complex mixtures. A modified MCR technique that utilized both measured and second-derivative spectra to account for observed sample-to-sample variability attributable to changes in soil
Liqin Hu et al.
Chemosphere, 233, 724-732 (2019-06-15)
Organophosphate flame retardants and plasticizers (OPFRs) are widely additives in consumer products and building materials. They are frequently detected in environmental media, including indoor air, water, soil, and dust. To provide a low-cost and multi-target tool for monitoring individual exposure

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