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79522 Aldrich

tert-Butyl P,P-dimethylphosphonoacetate

≥97.0% (GC)

Synonym: tert-Butyl ((oxo)dimethoxyphosphino)acetate, tert-Butyl (dimethoxyphosphinyl)acetate, Dimethyl (tert-butoxycarbonyl)methylphosphonate

  • CAS Number 62327-21-3

  • Linear Formula (CH3O)2P(O)CH2COOC(CH3)3

  • Molecular Weight 224.19

  •  Beilstein Registry Number 4861886

  •  MDL number MFCD00042939

  •  PubChem Substance ID 57652799

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Horner-Wadsworth-Emmons Reagents, Olefination, Synthetic Reagents More...
InChI Key   SAZYDWOWLRDDRQ-UHFFFAOYSA-N
assay   ≥97.0% (GC)
refractive index   n20/D 1.434
bp   86-87 °C/0.02 mmHg(lit.)
density   1.131 g/mL at 20 °C(lit.)

Description

Other Notes

Horner-Wittig reagent giving preferentially (E)-α,β-unsat. esters which are mildly saponified with acid. Synthesis of derivatives by reductive alkylation

Packaging

25, 100 mL in glass bottle

Application

Reactant for:
• Preparation of phosphonate terminated PPH dendrimers as anti-HIV-1 agents
• Preparation of monodehydro diketopiperazines from ketoacyl amino acid amides via acid-catalyzed cyclization
• Preparation of α,β-unsaturated esters for use in the guanidine-catalyzed oxa-Michael addition
• Preparation of myxopyronin B and desmethyl myxopyronin B analogs, with antibacterial activity and inhibitory activity against bacterial RNA polymerase
• Allylation and subsequent ring-closing metathesis in presence of Grubbs′ catalyst or intramolecular rhodium-catalyzed cyclopropanation reactions

Price and Availability


Cross-Coupling Guide
Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
230 °F
Flash Point(C) 
110 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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