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CAS RN: 5927-18-4 | Product Number: P1265
Trimethyl Phosphonoacetate
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Purity: >96.0%(GC)
Synonyms:
- Dimethylphosphonoacetic Acid Methyl Ester
- Methyl Dimethylphosphonoacetate
- Phosphonoacetic Acid Trimethyl Ester
Product Documents:
| Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
|---|---|---|---|---|---|
| 25G |
$49.00
|
Contact Us | Contact Us | ≥40 |
|
| 250G |
$231.00
|
2 | 1 | 5 |
|
* Items in stock locally ship in 1-2 business days. Items from Japan stock are able to ship from a US warehouse within 2 weeks. Please contact TCI for lead times on items not in stock. Excludes regulated items and items that ship on ice.
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| Product Number | P1265 |
| Purity / Analysis Method | >96.0%(GC) |
| Molecular Formula / Molecular Weight | C__5H__1__1O__5P = 182.11 |
| Physical State (20 deg.C) | Liquid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| CAS RN | 5927-18-4 |
| Reaxys Registry Number | 1865177 |
| PubChem Substance ID | 87575359 |
| SDBS (AIST Spectral DB) | 13802 |
| MDL Number | MFCD00008452 |
Specifications
| Appearance | Colorless to Almost colorless clear liquid |
| Purity(GC) | min. 96.0 % |
Properties (reference)
| Boiling Point | 108 °C/3 mmHg |
| Flash point | 70 °C |
| Specific Gravity (20/20) | 1.27 |
| Refractive Index | 1.44 |
GHS
| Pictogram |
|
| Signal Word | Warning |
| Hazard Statements | H315 : Causes skin irritation. H319 : Causes serious eye irritation. H227 : Combustible liquid. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P302 + P352 : IF ON SKIN: Wash with plenty of soap and water. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P362 : Take off contaminated clothing and wash before reuse. P403 + P235 : Store in a well-ventilated place. Keep cool. |
Related Laws:
Transport Information:
| HS Number | 2931.90.9052 |
Application
TCI Practical Example: Horner-Wadsworth-Emmons Reaction Using Trimethyl Phosphonoacetate
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Used Chemicals
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Procedure
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Sodium hydride (60%, 243 mg, 6.1 mmol) was added to dehydrated THF (20 mL) and stirred in an ice bath. Then, trimethyl phosphonoacetate (1.02 g, 5.6 mmol) was added dropwise to the suspension and the mixture was stirred for 3 h at the same temperature. p-Anisaldehyde (635 mg, 4.66 mmol) was added and the mixture was stirred for 4 h at room temperature. The mixture was diluted with diethyl ether (20 mL) and washed with brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (hexane:ethyl acetate = 4:1) to afford ethyl 4-methoxycinnamate (780 mg, 87% yield) as a white solid.
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Experimenter’s Comments
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The reaction solution was monitored by UPLC.
THF was dehydrated with molecular sieves 4A before use.
In this reaction, only E-olefin was afforded.
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Analytical Data
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Ethyl 4-Methoxycinnamate
1H NMR (400 MHz, CDCl3); δ 7.67 (d, J = 16.0 Hz, 1H), 7.48 (d, J = 8.8 Hz, 2H), 6.90 (d, J = 8.6 Hz, 2H), 6.31 (d, J = 16.0 Hz, 1H), 3.84 (s, 3H), 3.79 (s, 3H).
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Other References
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- Catalytic Asymmetric Cyclopropanation of Allylic Alcohols with Titanium-TADDOLate: Scope of the Cyclopropanation Reaction
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- Pd-Catalyzed Sequential C–C Bond Formation and Cleavage: Evidence for an Unexpected Generation of Arylpalladium(II) Species
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Specifications
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