Trimethyl orthoformate
ALDRICH/305472 - anhydrous, 99.8%
Synonym: TMOF; Trimethoxymethane
CAS Number: 149-73-5
Empirical Formula (Hill Notation): C4H10O3
Molecular Weight: 106.12
EC Number: 205-745-7
MDL Number: MFCD00008483
Linear Formula: CH(OCH3)3
Product Type: Chemical
| assay | 99.8% |
| bp | 101-102 °C (lit.) |
| density | 0.97 g/mL at 25 °C (lit.) |
| evapn. residue | <0.0005% |
| expl. lim. | 5.1 % |
| form | liquid |
| grade | anhydrous |
| impurities | <0.002% water |
| <0.005% water (100 mL pkg) | |
| InChI | 1S/C4H10O3/c1-5-4(6-2)7-3 |
| InChI key | PYOKUURKVVELLB-UHFFFAOYSA |
| Quality Level | 200  |
| refractive index | n |
| SMILES string | COC(OC)OC |
| vapor density | 3.67 (vs air) |
| vapor pressure | 23.5 mmHg ( 20 °C) |
| 40 mmHg ( 30 °C) | |
| 57 mmHg ( 40 °C) |
| Application: | Trimethyl orthoformate can be used: • To convert sulfonic acids to methyl esters. • To convert 2-acylcyclohexanones to the corresponding acetal derivatives. • To mediate Pinacol reaction of various 1,2-diols with tin(IV) chloride without the formation of water. • To synthesize 1-substituted-1H-1,2,3,4-tetrazoles via a three-component condensation with amine and sodium azide catalyzed by indium triflate under solvent-free conditions. • For the N-methylation of amines in the presence of sulfuric acid. |
| General description: | Trimethyl orthoformate is a commonly used reagent in organic synthesis for the preparation of useful building blocks. It is also used to introduce the protecting group for aldehydes by the preparation of acetals. Acetals can be deprotected back to the aldehyde by using acid catalysts. |
| Packaging: | 1, 2 L in Sure/Seal™ |
| Packaging: | 100 mL in Sure/Seal™ |
| Symbol |   GHS02,GHS07 |
| Signal word | Danger |
| Hazard statements | H225 - H319 |
| Precautionary statements | P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338 |
| Hazard Codes | F,Xi |
| Risk Statements | 11-36 |
| Safety Statements | 9-16-26 |
| RIDADR | UN 3272 3 / PGII |
| WGK Germany | WGK 1 |
| Flash Point(F) | 55.4 °F - closed cup |
| Flash Point(C) | 13 °C - closed cup |
| Purity | 99.8% |
| bp | 101-102 °C (lit.) |
| Density | 0.97 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| UNSPSC | 12352112 |