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tert-Butyl P,P-dimethylphosphonoacetate_Molecular_structure_CAS_62327-21-3)
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tert-Butyl P,P-dimethylphosphonoacetate

Catalog No. 79522 Name Sigma Aldrich
CAS Number 62327-21-3 Website http://www.sigmaaldrich.com
M. F. C8H17O5P Telephone 1-800-521-8956
M. W. 224.191341 Fax
Purity ≥97.0% (GC) Email
Storage Chembase ID: 152135

SYNONYMS

Title
P,P-二甲基膦酰乙酸叔丁酯
IUPAC name
tert-butyl 2-(dimethoxyphosphoryl)acetate
IUPAC Traditional name
tert-butyl 2-(dimethoxyphosphoryl)acetate
Synonyms
tert-Butyl ((oxo)dimethoxyphosphino)acetate
Dimethyl (tert-butoxycarbonyl)methylphosphonate
tert-Butyl (dimethoxyphosphinyl)acetate
(叔丁氧羰基)甲基膦酸二甲酯

DATABASE IDS

PubChem SID 24887464
Beilstein Number 4861886
CAS Number 62327-21-3
MDL Number MFCD00042939

PROPERTIES

Purity ≥97.0% (GC)
Linear Formula (CH3O)2P(O)CH2COOC(CH3)3
Boiling Point 86-87 °C/0.02 mmHg(lit.)
Density 1.131 g/mL at 20 °C(lit.)
Flash Point 110 °C
Flash Point 230 °F
Refractive Index n20/D 1.434
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H315-H319-H335
European Hazard Symbols Irritant Irritant (Xi)
MSDS Link Download
Personal Protective Equipment Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
GHS Precautionary statements P261-P305 + P351 + P338
Risk Statements 36/37/38
Safety Statements 26
German water hazard class 3

DETAILS

Description (English)
Other Notes
Horner-Wittig reagent giving preferentially (E)-α,β-unsat. esters which are mildly saponified with acid6,7,8. Synthesis of derivatives by reductive alkylation9
Packaging
25, 100 mL in glass bottle
Application
Reactant for:
• Preparation of phosphonate terminated PPH dendrimers as anti-HIV-1 agents1
• Preparation of monodehydro diketopiperazines from ketoacyl amino acid amides via acid-catalyzed cyclization2
• Preparation of α,β-unsaturated esters for use in the guanidine-catalyzed oxa-Michael addition3
• Preparation of myxopyronin B and desmethyl myxopyronin B analogs, with antibacterial activity and inhibitory activity against bacterial RNA polymerase4
• Allylation and subsequent ring-closing metathesis in presence of Grubbs′ catalyst or intramolecular rhodium-catalyzed cyclopropanation reactions5
Description (简体中文)
Other Notes
Horner-Wittig 试剂,优先生成 (E)-α,β-不饱和酯,这种酯可与酸发生轻度皂化反应6,7,8。也可用于通过还原烷基化反应合成衍生物9
包装
25, 100 mL in glass bottle
Application
Reactant for:
• Preparation of phosphonate terminated PPH dendrimers as anti-HIV-1 agents1
• Preparation of monodehydro diketopiperazines from ketoacyl amino acid amides via acid-catalyzed cyclization2
• Preparation of α,β-unsaturated esters for use in the guanidine-catalyzed oxa-Michael addition3
• Preparation of myxopyronin B and desmethyl myxopyronin B analogs, with antibacterial activity and inhibitory activity against bacterial RNA polymerase4
• Allylation and subsequent ring-closing metathesis in presence of Grubbs′ catalyst or intramolecular rhodium-catalyzed cyclopropanation reactions5

REFERENCES