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640522 Sigma-Aldrich

Diethyl 3-butenylphosphonate

95%

Synonym: P-3-Buten-1-yl-phosphonic acid diethyl ester

  • CAS Number 15916-48-0

  • Linear Formula CH2=CHCH2CH2PO(OCH2CH3)2

  • Molecular Weight 192.19

  •  MDL number MFCD06200726

  •  PubChem Substance ID 24883099

  •  NACRES NA.22

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Horner-Wadsworth-Emmons Reagents, Olefination, Synthetic Reagents More...
Quality Level   100
assay   95%
reaction suitability   reaction type: C-C Bond Formation
bp   55 °C/0.55 mmHg (lit.)
density   1.005 g/mL at 25 °C (lit.)
SMILES string   CCOP(=O)(CCC=C)OCC
InChI   1S/C8H17O3P/c1-4-7-8-12(9,10-5-2)11-6-3/h4H,1,5-8H2,2-3H3
InChI key   NUDGAPYPOAQVLP-UHFFFAOYSA-N

Description

Application

Reactant for synthesis of:
• Bicyclo[3.3.1]alkenone framework compounds by gold-catalyzed Diels-Alder reactions
• Antiviral C-5-substituted pyrimidine acyclic nucleoside phosphonates selected as human thymidylate kinase substrates
• Antimalarials via halogenation of di-Et butenylphosphonate
• Bisphosphonate enynes

Reactant for:
• Remote supramolecular control of catalyst selectivity in hydroformlyation of alkenes
• Intermolecular metal-catalyzed carbenoid cyclopropanations
• Chemoenzymatic synthesis of phosphic derivatives of carbohydrates

Packaging

1, 10 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2810 6.1 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
222.1 °F - closed cup
Flash Point(C) 
105.6 °C - closed cup
Protocols & Articles
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