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Description Feedback
Triethyl orthoformate is an organic compound with the formula HC(OC2H5)3. It is a colorless volatile liquid. It is orthoester of formic acid. Commercially available, the industrial synthesis is from hydrogen cyanide and ethanol.
It may also be prepared from the reaction of sodium ethoxide and chloroform:
CHCl3 + 3 Na + 3 EtOH → HC(OEt)3 + 3⁄2 H2 + 3 NaCl
Triethyl orthoformate is used in the Bodroux-Chichibabin aldehyde synthesis, for example:
RMgBr + HC(OC2H5)3 → RC(H)(OC2H5)2 + MgBr(OC2H5) RC(H)(OC2H5)2 + H2O → RCHO + 2 C2H5OH
In coordination chemistry, it is used to convert metal aquo complexes to the corresponding ethanol complexes:
[Ni(H2O)6](BF4)2 + 6 HC(OC2H5)3 → [Ni(C2H5OH)6](BF4)2 + 6 HC(O)(OC2H5) + 6 HOC2H5

Properties Feedback
Appearance & Physical State:colorless liquid, with spicy odor
Density:0.891
Melting Point:-61ºC
Boiling Point:146ºC
Flash Point:30ºC
Refractive Index:1.39-1.392
Water Solubility:1.35 g/L
Stability:Stable under normal temperatures and pressures.
Storage Condition:Flammables area
Vapor Pressure:2.9 mm Hg ( 20 °C)
Vapor Density:5.11 (vs air)

Safety Info Feedback
Symbol:
GHS02
Sign:Warning
hazard declaration:H226
hazard declaration add:
waring notice:P210; P403 + P235
RTECS:RM6475000
Hazard Class:3
Safety Statements:S16-S26-S37/39
HS Code:2915130000
Packing Group:III
WGK Germany:1
RIDADR:UN 2524
Risk Statements:R10; R36/38
Hazard Codes:Xi

MSDS


Synthesis Route Total: 27 Synthesis Route
 
64-17-5
149-73-5
~98%
122-51-0
View Detail
 
64-17-5
67-66-3
~55%
122-51-0
View Detail

Precursor and Product