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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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Anticorrosive and antimicrobial efficiency of photopolymerizable phosphorus (meth) acrylate oligomers-based coating materials
Agata K, et al.
Progress in Organic Coatings, 187, 108141-108141 (2024)
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)
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
Effects of added dibutyl phosphate on the luminescent properties of europium tetrakis dibenzoylmethide triethylammonium
Ross F S, et al.
Journal of Luminescence, 158, 428-434 (2015)
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