Trimethyl orthoformate

Trimethyl orthoformate
Names
Preferred IUPAC name
Trimethoxymethane
Other names
2-Methoxyacetaldehyde dimethyl acetal
Methoxymethylal
Methyl orthoformate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.224
EC Number
  • 205-745-7
UNII
  • InChI=1S/C4H10O3/c1-5-4(6-2)7-3/h4H,1-3H3
  • O(C)C(OC)OC
Properties
C4H10O3
Molar mass 106.121 g·mol−1
Appearance Colorless liquid
Odor pungent
Density 0.9676 g/cm3
Melting point −53 °C (−63 °F; 220 K)
Boiling point 100.6 °C (213.1 °F; 373.8 K)
Solubility soluble in ethanol, diethyl ether
Vapor pressure 1 kPa at 7 °C
1.3773
Hazards
GHS labelling:
Danger
H225, H315, H319, H335
P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501
Flash point 13 °C (55 °F; 286 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Trimethyl orthoformate (TMOF) is the organic compound with the formula HC(OCH3)3. A colorless liquid, it is the simplest orthoester. It is a reagent used in organic synthesis for the formation of methyl ethers. The product of reaction of an aldehyde with trimethyl orthoformate is an acetal. In general cases, these acetals can be deprotected back to the aldehyde by using hydrochloric acid.