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Merck

68572

Dibutyl phosphate

≥97.0% (T)

Synonyme(s) :

Phosphoric acid dibutyl ester

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A propos de cet article

Formule linéaire :
(CH3CH2CH2CH2O)2P(O)OH
Numéro CAS:
Poids moléculaire :
210.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-509-8
Beilstein/REAXYS Number:
607224
MDL number:
Assay:
≥97.0% (T)
Form:
liquid
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Quality Level

assay

≥97.0% (T)

form

liquid

density

1.06 g/mL at 20 °C (lit.)

functional group

phosphate

SMILES string

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)

InChI key

JYFHYPJRHGVZDY-UHFFFAOYSA-N

General description

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.

Features and Benefits

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


pictograms

Health hazardCorrosion

signalword

Danger

hcodes

Hazard Classifications

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

Classe de stockage

8A - Combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

352.4 °F - closed cup

flash_point_c

178 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter



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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
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
G K Hemakanthi De Alwis et al.
Journal of analytical toxicology, 32(9), 721-727 (2008-11-22)
Organophosphorus (OP) pesticides are highly toxic but used commonly worldwide, nevertheless. Their urinary dialkylphosphate (DAP) metabolites are widely used for exposure assessment of OP pesticides in humans. We previously developed an analytical method to measure urinary DAPs utilizing solid-phase extraction