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:
Molecular Weight:
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
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.
Features and Benefits
- Inherently biodegradable
- Stable in neutral, acidic, or alkaline solutions
signalword
Danger
hcodes
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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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)
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)