8.00549

Triethylphosphite

for synthesis

• Sinónimos: Triethylphosphite
• Fórmula empírica (notación de Hill): C₆H₁₅O₃P
• Número CAS: 122-52-1
• Peso molecular: 166.16
• UNSPSC Code: 12352108
• EC Index Number: 204-552-5
• NACRES: NA.22
• MDL number: MFCD00009084

Propiedades

• vapor pressure: <6 hPa ( 20 °C)
• Quality Segment: 200
• assay: ≥97.0% (GC)
• form: liquid
• autoignition temp.: 250 °C
• potency: 2800 mg/kg LD₅₀, skin (Rabbit)
• expl. lim.: 3.75-42.5 % (v/v)
• bp: 156-158 °C/1013 hPa
• mp: -112 °C
• transition temp: flash point 52 °C
• density: 0.956 g/cm³ at 20 °C
• storage temp.: no temp limit
• SMILES string: P(OCC)(OCC)OCC
• InChI: 1S/C6H15O3P/c1-4-7-10(8-5-2)9-6-3/h4-6H2,1-3H3
• InChI key: BDZBKCUKTQZUTL-UHFFFAOYSA-N

Descripción

Application

• Mechanism of acylative oxidation-reduction-condensation reactions: Research details the use of triethylphosphite as a stoichiometric reductant in acylative oxidation-reduction-condensation reactions, utilizing benzoisothiazolones as oxidants. This study provides insights into the reaction mechanisms and potential applications in synthetic chemistry (Gangireddy et al., 2017).


• Synthesis and antitumor activity of oxazaphosphinane derivatives: A study on the efficient synthesis of novel oxazaphosphinane derivatives using triethylphosphite, exploring their antitumor activities. The research includes X-ray crystallography, DFT studies, and molecular docking to evaluate the potential medical applications (Bahadi et al., 2023).


• Reductive Ireland-Claisen Rearrangements: Triethylphosphite is highlighted in copper-catalyzed reductive Ireland-Claisen rearrangements of propargylic acrylates and allylic allenoates, demonstrating its role in facilitating complex molecular transformations in organic synthesis (Guo et al., 2022).


• Desulfurization under UV light: Triethylphosphite is used in the synthesis of deoxyglycosides through desulfurization processes under UV light, showcasing its utility in glycoscience and the development of new glycoconjugates for various applications (Ge et al., 2017).


• Detection and identification of volatile trialkylphosphites: A derivatization strategy employing triethylphosphite for the detection and identification of volatile trialkylphosphites using liquid chromatography-online solid phase extraction and offline nuclear magnetic resonance spectroscopy, highlighting its analytical applications (Mazumder et al., 2015).

Analysis Note

Assay (GC, area%): ≥ 97.0 % (a/a)
Density (d 20 °C/ 4 °C): 0.955 - 0.957
Identity (IR): passes test

Información de seguridad

• Pictogramas: GHS02,GHS07
• Palabra de advertencia: Warning
• Códigos de peligro: H226,H302,H317,H412
• Indicaciones de precaución: P210 - P233 - P273 - P280 - P301 + P312 - P303 + P361 + P353
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 3 - Skin Sens. 1B
• Clase de almacenamiento: 3 - Flammable liquids
• ¿Qué está pasando?: WGK 2
• Punto de inflamación (°F): 129.2 °F - closed cup
• Punto de inflamación (°C): 54 °C - closed cup