79522

tert-Butyl P,P-dimethylphosphonoacetate

≥97.0% (GC)

• Synonym(s): tert-Butyl ((oxo)dimethoxyphosphino)acetate, tert-Butyl (dimethoxyphosphinyl)acetate, Dimethyl (tert-butoxycarbonyl)methylphosphonate
• Linear Formula: (CH₃O)₂P(O)CH₂COOC(CH₃)₃
• CAS Number: 62327-21-3
• Molecular Weight: 224.19
• Beilstein: 4861886
• MDL number: MFCD00042939
• UNSPSC Code: 12352108
• PubChem Substance ID: 57652799
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥97.0% (GC)
• form: liquid
• reaction suitability: reaction type: C-C Bond Formation
• refractive index: n20/D 1.434
• bp: 86-87 °C/0.02 mmHg (lit.)
• density: 1.131 g/mL at 20 °C (lit.)
• functional group: ester; phosphonate
• SMILES string: COP(=O)(CC(=O)OC(C)(C)C)OC
• InChI: 1S/C8H17O5P/c1-8(2,3)13-7(9)6-14(10,11-4)12-5/h6H2,1-5H3
• InChI key: SAZYDWOWLRDDRQ-UHFFFAOYSA-N

Description

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

Other Notes

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 230.0 °F - closed cup
• Flash Point(C): 110.0 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves