Trimethylphosphonoacetat
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- CAS-Nr.
- 5927-18-4
- Bezeichnung:
- Trimethylphosphonoacetat
- Englisch Name:
- Trimethyl phosphonoacetate
- Synonyma:
- TMPA;METHYL DIMETHYLPHOSPHONOACETATE;Methyl (dimethoxyphosphoryl)acetate;NSC 84262;TriMethyl phosphonoacetat;TRIMETHYL PHOPHONOACETATE;trimethylacetyl phosphate;Trimethylphosphoroacetate;TRIMETHYL PHOSPHONACETATE;RIMETHYL PHOSPHONOACETATE
- CBNumber:
- CB6726270
- Summenformel:
- C5H11O5P
- Molgewicht:
- 182.11
- MOL-Datei:
- 5927-18-4.mol
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Trimethylphosphonoacetat Eigenschaften
- Schmelzpunkt:
- 242 °C
- Siedepunkt:
- 118 °C0.85 mm Hg(lit.)
- Dichte
- 1.125 g/mL at 25 °C(lit.)
- Brechungsindex
- n20/D 1.437(lit.)
- Flammpunkt:
- >230 °F
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- Aggregatzustand
- Liquid
- Wichte
- approximate 1.265ｇ/ml (20℃)
- Farbe
- Clear colorless to light yellow
- Wasserl?slichkeit
- Slightly miscible with water.
- BRN
- 1865177
- InChI
- 1S/C5H11O5P/c1-8-5(6)4-11(7,9-2)10-3/h4H2,1-3H3
- InChIKey
- SIGOIUCRXKUEIG-UHFFFAOYSA-N
- SMILES
- COC(=O)CP(=O)(OC)OC
- LogP
- -0.680 (est)
- CAS Datenbank
- 5927-18-4(CAS DataBase Reference)
- NIST chemische Informationen
- Trimethyl phosphonoacetate(5927-18-4)
- EPA chemische Informationen
- Acetic acid, (dimethoxyphosphinyl)-, methyl ester (5927-18-4)
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| S-S?tze: |
23-24/25 |
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| WGK Germany |
3 |
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| F |
9 |
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| TSCA |
TSCA listed |
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| HS Code |
29310095 |
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| Speicherklasse |
10 - Combustible liquids |
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| Bildanzeige (GHS) |
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| Alarmwort |
Warnung
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| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H227 |
Combustible liquid |
Flammable liquids |
Category 4 |
Warnung |
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P210, P280, P370+P378, P403+P235,P501 |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
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P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
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P264, P280, P305+P351+P338,P337+P313P |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
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| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen. |
| P405 |
Unter Verschluss aufbewahren. |
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Trimethylphosphonoacetat Chemische Eigenschaften,Einsatz,Produktion Methoden
S-S?tze Betriebsanweisung:
S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
clear colorless to light yellow liquid
Verwenden
Trimethyl phosphonoacetate is used in the preparation of sarin A by intramolecular Mannich-type reactions. It is involved in the Horner-Wadsworth-Emmons olefination with aldehydes and ketones to give acrylic esters. It is also involved in oxa-Michael reactions, prenylation of oxindoles and heterocyclization reactions.
Application
Trimethyl phosphonoacetate is an important Wittig-horner reagent, which can be used to manufacture important intermediates of natural compounds such as vitamins, drugs, insect pheromones, etc.
Reactant involved in:
Intramolecular Mannich-type reactions to produce the sarain A diazatricyclic core
Organocatalytic oxa-Michael reactions
Prenylation and geranylation of oxindoles
Intramolecular Horner-Wadsworth-Emmons reactions
Olefin cross-metathesis / heterocyclization
Synthese
The trimethyl phosphonoacetate is prepared from trimethyl phosphite and methyl chloroacetate through Michael Arbuzov rearrangement reaction. The synthetic method satisfies the chemical equations that CH2ClCOOH + CH3OH → CH5ClO2 + H2O, CH5ClO2 + C3H9O3P → C5H11O5P + CH3Cl.
Trimethylphosphonoacetat Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Trimethylphosphonoacetat Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 401)Lieferanten
5927-18-4(Trimethylphosphonoacetat)Verwandte Suche:
- TriMethyl phosphonoacetate, 98% 25GR
- Dimethylphosphonoacetic Acid Methyl Ester
Methyl Dimethylphosphonoacetate
Phosphonoacetic Acid Trimethyl Ester
- TriMethyl phosphonoacetat
- Aceticacid, 2-(diMethoxyphosphinyl)-, Methyl ester
- Dibenzyloxyphosphoiyl three Methyl acetate
- (Carboxymethyl)phosphonic acid trimethyl ester
- Dimethyl methoxycarbonylmethylphosphonate~Phosphonoacetic acid trimethyl ester
- trimethylacetyl phosphate
- TRIMETHYL PHOPHONOACETATE
- Dimethyl (methoxycarbonyl)methylphosphonate, 98 %
- (Dimethoxyphosphinyl)acetic acid methyl
- 2-(Dimethoxyphosphinyl)acetic acid methyl
- Dimethoxyphosphinylacetic acid methyl
- Methoxycarbonylmethylphosphonic acid dimethyl ester
- (Dimethoxy-phosphoryl)-aceticacidmethylester
- Trimethylphosphonoacetate,98%
- TriMethyl phosphonoacetate, 98% 100GR
- NSC 84262
- Dimethyl methoxycarbonylmethanephosphonate for synthesis
- (dimethoxyphosphinyl)-aceticacimethylester
- Trimethylphosphoroacetate
- (DIMETHOXYPHOSPHINYL)ACETIC ACID METHYL ESTER
- DIMETHYL METHOXYCARBONYLMETHANEPHOSPHONATE
- DIMETHYL (METHOXYCARBONYL)METHYLPHOSPHONATE
- DIMETHYLPHOSPHONOACETIC ACID METHYL ESTER
- ACETIC ACID, (DIMETHOXYPHOSPHINYL)-, METHYL ESTER
- PHOSPHONOACETIC ACID TRIMETHYL ESTER
- TRIMETHYL PHOSPHONACETATE
- TRIMETHYL PHOSPHONOACETATE
- Trimethylphosphonoyl acetate
- TrimethylPhosphonoacetate>
- Trimethyl phosphonoacetate, 98%, for synthesis
- Trimethyl phosphonylacetate
- RIMETHYL PHOSPHONOACETATE
- METHYL DIMETHYLPHOSPHONOACETATE
- Methyl (dimethoxyphosphoryl)acetate
- Phosphonyl acetate trimethyl ester
- Trimethyl phosphonoacetate, 97%
- Phosphoryl acetate trimethyl ester
- Triethyl phosphate acetate
- TMPA
- 5927-18-4
- CH3O2POCH2CO2CH3
- C5H11O5P
- Horner-Wadsworth-Emmons Reagents
- Olefination
- Synthetic Reagents
- Wittig & Horner-Emmons Reaction
- Horner-Emmons Reaction
- C-C Bond Formation
- Horner-Emmons Reaction
- Synthetic Organic Chemistry
- Wittig & Horner-Emmons Reaction
- C-C Bond Formation
- Horner-Wadsworth-Emmons Reagents
- Olefination
- 5927-18-4
