English Name: Triethoxymethane, Triethyl orthoformate, 1,1',1''-(methylidynetris(oxy))tris - Ethane, orthoformic acid triethyl ester, etc.
Molecular Weight: 148.2
EINECS No.: 204 - 550 - 4
Physical and Chemical Properties
Appearance: Colorless transparent liquid.
Odor: Pungent odor, ether - like smell, short - lasting fragrance.
Melting Point: < - 18 °C
Boiling Point: 143 °C (102 kPa)
Relative Density: 0.8909 (20/4 °C)
Refractive Index: nD(25 °C)=1.3900
Flash Point: 27 °C
Solubility: Slightly soluble in water, miscible with ethanol and ether.
Toxicity and Safety
Toxicity: Low toxicity, the oral LD₅₀ for rats is 7.06 g/kg.
Safety Terms: Keep away from fire sources (S16); In case of contact with eyes, rinse immediately with plenty of water and seek medical advice (S26); Wear appropriate gloves and goggles or face shield (S37/39).
Risk Terms: Flammable (R10); Irritating to eyes and skin (R36/38).
Uses
Pharmaceutical Field: Widely used in the synthesis of drugs such as chloroquine, quinpiperine, norfloxacin, and ciprofloxacin.
Pesticide Field: Used in the production of pesticides such as azoxystrobin, pyrazophos, pyrazosulfuron - ethyl, and amitraz.
Dye Field: It is an intermediate of acrylic fibers and methylene - type dyes, and can be used to synthesize cyanine dyes. It can also be used as an anti - halation material in photographic chemicals and color film and other photosensitive materials.
Other Aspects: It is a commonly used alkylation reagent and formylation reagent in chemical laboratories, and can also be used in organic synthesis. It can also be used in coordination chemistry to convert metal hydrate complexes into corresponding ethanol complexes.
Preparation Methods
Sodium Ethoxide Method: Using sodium ethoxide and chloroform as raw materials, reacting at 60 - 65 °C to generate a crude product of triethyl orthoformate, which is then refined by distillation to obtain the finished product. The reaction equation is 3C₂H₅ONa+CHCl₃→CH(OC₂H₅)₃ + 3NaCl.
Ethanol Method: Using ethanol and sodium hydroxide instead of sodium ethoxide, adopting solid - liquid phase transfer catalysis, and the catalyst is PTC.
Benzoyl Chloride Method: Using benzoyl chloride, formamide and absolute ethanol as raw materials, under the action of a catalyst, a mixture of triethyl orthoformate, benzoic acid and ammonium chloride is generated, and the finished product is obtained after separation.
Packaging and Storage
Packaging: Usually packed in 180 - kg or 200 - kg barrels.
Storage: Should be stored in a cool and ventilated warehouse, away from fire sources and heat sources, keep the container sealed, and strictly prevent contact with water.