8.00549

Triethylphosphite

for synthesis

• Synonym(s): Triethylphosphite
• Empirical Formula (Hill Notation): C₆H₁₅O₃P
• CAS Number: 122-52-1
• Molecular Weight: 166.16
• MDL number: MFCD00009084
• UNSPSC Code: 12352108
• EC Index Number: 204-552-5
• NACRES: NA.22

Properties

• vapor pressure: <6 hPa ( 20 °C)
• Quality Level: 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
• InChI: 1S/C6H15O3P/c1-4-7-10(8-5-2)9-6-3/h4-6H2,1-3H3
• InChI key: BDZBKCUKTQZUTL-UHFFFAOYSA-N

Description

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

Safety Information

• pictograms: GHS02,GHS07
• signalword: Warning
• hcodes: H226 - H302 - H317 - H412
• pcodes: P210 - P233 - P273 - P280 - P301 + P312 - P303 + P361 + P353
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 3 - Skin Sens. 1B
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 2
• flash_point_f: 129.2 °F - closed cup
• flash_point_c: 54 °C - closed cup