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Sigma-Aldrich

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:
Molecular Weight:
210.21
Beilstein:
607224
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97.0% (T)

form

liquid

density

1.06 g/mL at 20 °C (lit.)

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

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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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

352.4 °F - closed cup

Flash Point(C)

178 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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