Details
Stereochemistry | ACHIRAL |
Molecular Formula | C8H19O4P |
Molecular Weight | 210.2078 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCOP(O)(=O)OCCCC
InChI
InChIKey=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)
Dibutyl phosphate is be used as a precursor for antistatics, a mold release agent in polyurethane applications, and a non-volatile acidic catalyst in organic media. It is also used in many industrial applications as a surfactant because of its exceptional properties of wetting, emulsification, lubrication, coupling activity and detergency. Biologically Dibutyl phosphate is used as a diagnostic urine marker for exposure to certain toxic alkyl-phosphate compounds found in insecticides and industrial lubricants.
Approval Year
PubMed
Title | Date | PubMed |
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Improved determination of tributyl phosphate degradation products (mono- and dibutyl phosphates) by ion chromatography. | 2001 Jun 22 |
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Products of pertechnetate radiolysis in highly alkaline solution: structure of TcO2 x xH2O. | 2002 Mar 1 |
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Disposal of spent tributylphosphate by gliding arc plasma. | 2003 Aug 29 |
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Dissociative electron attachment to phosphoric acid esters: the direct mechanism for single strand breaks in DNA. | 2006 Jul 7 |
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A newly synthesized macrocyclic dithioxamide receptor for phosphate sensing. | 2006 Jun 15 |
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[Production and characterization of a glass-ceramic biomaterial and in vitro and in vivo evaluation of its biological effects]. | 2007 Aug-Oct |
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Solubility and stability of cytochrome c in hydrated ionic liquids: effect of oxo acid residues and kosmotropicity. | 2007 Jul |
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A pulse radiolysis investigation of the reactions of tributyl phosphate with the radical products of aqueous nitric acid irradiation. | 2008 Jul 17 |
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Determination of dialkyl phosphate metabolites of organophosphorus pesticides in human urine by automated solid-phase extraction, derivatization, and gas chromatography-mass spectrometry. | 2008 Nov-Dec |
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Determination of dialkyl phosphates as breakdown products of organophosphorus insecticides in fruit juices by HPTLC with fluorescence detection. | 2009 May-Jun |
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Quantification of two urinary metabolites of organophosphorus flame retardants by solid-phase extraction and gas chromatography-tandem mass spectrometry. | 2009 Oct |
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1H NMR-based metabonomic investigation of tributyl phosphate exposure in rats. | 2010 Nov 10 |
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Affinities of organophosphate flame retardants to tumor suppressor gene p53: an integrated in vitro and in silico study. | 2015 Jan 22 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8537326
Curator's Comment: referenced study was conducted in rat
Male Sprague Dawley rats were fasted for 24 hours and killed by decapitation 60 minutes after the injection of 1 mmol/ kg dibutyl phosphate dissolved in 1 ml/kg of corn oil. Livers were rapidly excised and processed to produce microsomal and lysosomal fractions. Analysis of beta-glucuronidase from the Golgi and lysosomal fractions imply that microsomal beta-glucuronidase undergoes extensive modification of the oligosaccharide moieties by terminal glycosyltransferases at the trans-Golgi when it is destined for secretion into serum in response to treatment with an organophosphate compound.
Route of Administration:
Parenteral
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DTXSID3040728
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107-66-4
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203-509-8
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0072NN74TN
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SUBSTANCE RECORD