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343560 Sigma-Aldrich

Diisopropyl (ethoxycarbonylmethyl)phosphonate

95%

Synonym: Ethyl (diisopropyl phosphono)acetate

  • CAS Number 24074-26-8

  • Linear Formula C2H5O2CCH2P(O)[OCH(CH3)2]2

  • Molecular Weight 252.24

  •  MDL number MFCD00075267

  •  PubChem Substance ID 24861175

  •  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%
refractive index   n20/D 1.427 (lit.)
bp   142-143 °C/11 mmHg (lit.)
density   1.06 g/mL at 25 °C (lit.)
SMILES string   CCOC(=O)CP(=O)(OC(C)C)OC(C)C
InChI   1S/C10H21O5P/c1-6-13-10(11)7-16(12,14-8(2)3)15-9(4)5/h8-9H,6-7H2,1-5H3
InChI key   YZEWJYIDAAGEHA-UHFFFAOYSA-N

Description

Application

Reactant for:
• Preparation of spiroimine ring fragment of spirolides via stereoselective intermolecular Diels-Alder and aza-Wittig cyclization
• Katsuki-Sharpless epoxidation reaction
• Preparation of nine-membered diallylic sulfonamides as chiral building blocks
• Alpha-phosphono lactams for subsequent Wadsworth-Emmons olefination, and Suzuki coupling reactions to yield diverse pyrrolidinone compounds
• Synthesis of galactosylceramide analog that induces Th1-biased responses in human (NKT) cells
• Stereoselective total synthesis of the ionophore antibiotic zincophorin (M144255)

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
235.4 °F - closed cup
Flash Point(C) 
113 °C - closed cup
Protocols & Articles
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