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Merck
CN

68572

Dibutyl phosphate

≥97.0% (T)

Synonym(s):

Phosphoric acid dibutyl ester

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About This Item

Linear Formula:
(CH3CH2CH2CH2O)2P(O)OH
CAS Number:
107-66-4
Molecular Weight:
210.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329760992
EC Number:
203-509-8
Beilstein/REAXYS Number:
607224
MDL number:
MFCD00015245

Key Documents

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Product Name

Dibutyl phosphate, ≥97.0% (T)

InChI key

JYFHYPJRHGVZDY-UHFFFAOYSA-N

InChI

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

SMILES string

CCCCOP(O)(=O)OCCCC

assay

≥97.0% (T)

form

liquid

density

1.06 g/mL at 20 °C (lit.)

functional group

phosphate

Quality Level

200

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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

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.

pictograms

Health hazardCorrosion
GHS08,GHS05

signalword

Danger

hcodes

H314,H351

Hazard Classifications

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

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN0703
BCCL7065
BCCM4690
BCCK8766
BCCJ4650

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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
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
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+)
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
Dibutyl phosphate catalyzed commercial relevant ring-opening polymerizations to bio-based polyesters
Jingjing L, et al.
European Polymer Journal, 113, 197-207 (2019)
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