ethyl (diethoxyphosphoryl)acetate
Triethyl phosphonoacetate
CAS: 867-13-0
Molecular Formula: C8H17O5P
ethyl (diethoxyphosphoryl)acetate - Names and Identifiers
ethyl (diethoxyphosphoryl)acetate - Physico-chemical Properties
| Molecular Formula | C8H17O5P |
| Molar Mass | 224.19 |
| Density | 1.13g/mLat 25°C(lit.) |
| Melting Point | -24°C |
| Boling Point | 142-145°C9mm Hg(lit.) |
| Flash Point | 165°C |
| Water Solubility | Slightly miscible with water. |
| Vapor Presure | 0.61Pa at 25℃ |
| Appearance | Liquid |
| Specific Gravity | 1.130 |
| Color | Clear |
| BRN | 1343714 |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Refractive Index | n20/D 1.431(lit.) |
ethyl (diethoxyphosphoryl)acetate - Risk and Safety
| Risk Codes | R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| UN IDs | UN 3082 9/PG 3 |
| WGK Germany | 3 |
| RTECS | AG9800000 |
| TSCA | Yes |
| HS Code | 29310095 |
| Hazard Note | Harmful |
| Hazard Class | 9 |
| Packing Group | III |
ethyl (diethoxyphosphoryl)acetate - Reference Information
| LogP | 1.13 at 30℃ |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | The organophosphorus compound triethyl phosphoryl acetate is an important class of chemicals that exhibit many excellent properties. The construction of phosphorus-carbon bond by Arbuzov reaction is an effective way to prepare hydrocarbyl phosphonate, hypophosphite and phosphine oxide. The Arbuzov reaction was first discovered by Michaelis in 1898, and was later developed by Arbuzov. The Arbuzov reaction is mainly based on the reaction of halogenated hydrocarbons and phosphate esters to prepare hydrocarbon-based phosphate esters. The difficulty of halogenated hydrocarbons in the Arbuzov reaction depends on two points: first, the degree of polarization of the carbon-halogen bond, the stronger the polarity, the easier it is, so RI>RBr>RCl; Second, the spatial barrier of the hydrocarbon group, the larger the barrier, the less easy it is to proceed. Arbuzov reaction is generally difficult to occur in aryl halides. Some chlorinated hydrocarbons have low activity, limited reaction temperature and long reaction time, which greatly limit the application of the reaction in organic synthesis. |
| Use | triethyl phosphoryl acetate is an important class of Wittig-horner reagents, it is used in the Horner-Wadsworth-Emmons reaction in the intramolecular Heck-type cyclization reaction and isomerization reaction, and is also an important intermediate for the manufacture of natural compounds such as vitamin compounds, drugs, insect pheromones and the like. for Horner-Wadsworth-Emmons reaction; For intra-molecular Heck-type cyclization reaction and isomerization reaction; For Tsuji-Trost-type reaction; For intra-molecular arynyl-ene reaction; for the synthesis of aldehydes for an important class of Wittig-horner reagents, can be used as plasticizers, fire retardant and extractant, etc., but also for the manufacture of vitamin compounds, drugs, important intermediates of natural compounds such as insect pheromones. |
| preparation | triethyl phosphoryl acetate was prepared as follows: a dry clean 170 coil was heated to °C, take compound 1 (boiling point at standard atmospheric pressure 142~145°C) 0.7g (eq.8.16mol) into flask A, add 4000g toluene to dilute, take 1937G (156.6 eq.11.66mol) of triethyl phosphite (boiling point at standard atmospheric pressure: 1.0°C) and place it in flask B. Add 3063G of toluene to dilute it, pump A (toluene solution of triethyl phosphoryl acetate):16.7g/min, pump B (toluene solution of triethyl phosphite):16.7g/min. The residence time was 15min And the reaction pressure was 0.5~2.0Mpa.. The discharge port is directly connected to the thin film evaporation device, the control pressure is 4~10 × 10<2>Pa, and the temperature is 105~115°C, finally, the product triethyl phosphoryl acetate (boiling point 129-131°C 800Pa) was obtained in 93% G, yield. |
| Application | triethyl phosphoryl acetate is widely used in agriculture, medicine, industry and so on. |
Last Update：2024-04-10 22:29:15
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View History
ethyl (diethoxyphosphoryl)acetate
EOS-60652
AMMONIUM SULFITE
SafinamideIntermediate 2
Butylperacetate
Pentane oil
FUNGUARD
RESORCINOL SOLUTION 100UG/ML IN METHANOL 5X1ML
EOS-60652
AMMONIUM SULFITE
SafinamideIntermediate 2
Butylperacetate
Pentane oil
FUNGUARD
RESORCINOL SOLUTION 100UG/ML IN METHANOL 5X1ML