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Sigma-Aldrich

Trimethyl orthoformate

99%

Synonym(s):

Trimethoxymethane

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About This Item

Linear Formula:
CH(OCH3)3
CAS Number:
149-73-5
Molecular Weight:
106.12
Beilstein:
969215
EC Number:
205-745-7
MDL number:
MFCD00008483
UNSPSC Code:
12352100
eCl@ss:
39021015
PubChem Substance ID:
24846805
NACRES:
NA.22

vapor density

3.67 (vs air)

Quality Level

200

vapor pressure

23.5 mmHg ( 20 °C)
40 mmHg ( 30 °C)
57 mmHg ( 40 °C)

Assay

99%

expl. lim.

5.1 %

refractive index

n20/D 1.379 (lit.)

bp

101-102 °C (lit.)

density

0.97 g/mL at 25 °C (lit.)

SMILES string

COC(OC)OC

InChI

1S/C4H10O3/c1-5-4(6-2)7-3/h4H,1-3H3

InChI key

PYOKUURKVVELLB-UHFFFAOYSA-N

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General description

Trimethyl orthoformate is an effective solvent for thallium(III) nitrate-mediated oxidations. It undergoes acid catalyzed reaction with 6-(N-D-ribitylanilino) uracils to form 8-demethyl-8-hydroxy-5-deazariboflavins.

Application

Trimethyl orthoformate was used as dehydrating agent in the preparation of surface-modified colloidal silica nanoparticles.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H319,H335

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

55.4 °F - closed cup

Flash Point(C)

13 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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P F Holmes et al.
Journal of biomedical materials research. Part A, 91(3), 824-833 (2008-12-04)
The synthesis of surface-modified silica nanoparticles, chemically grafted with acrylate and poly(ethylene glycol) (PEG) groups, and the ability of the resulting crosslinked coatings to inhibit protein adsorption and bacterial adhesion are explored. Water contact angles, nanoindentation, and atomic force microscopy
Tilman Läppchen et al.
EJNMMI physics, 7(1), 22-22 (2020-04-24)
For multicenter clinical studies, PET/CT and SPECT/CT scanners need to be validated to ensure comparability between various scanner types and brands. This validation is usually performed using hollow phantoms filled with radioactive liquids. In recent years, 3D printing technology has
Synthesis of 8-demethyl-8-hydroxy-5-deazariboflavins
Ashton WT and Brown RD
Journal of Heterocyclic Chemistry, 17(8), 1709-1712 (1980)
Thallium in organic synthesis. 43. Novel oxidative rearrangements with thallium (III) nitrate (TTN) in trimethyl orthoformate (TMOF).
Taylor EC, et al.
Journal of the American Chemical Society, 98(10), 3037-3038 (1976)
Stefan Oelmann et al.
Biomacromolecules, 20(1), 90-101 (2018-06-06)
A Passerini three-component polymerization was performed for the synthesis of amphiphilic star-shaped block copolymers with hydrophobic cores and hydrophilic coronae. The degree of polymerization of the hydrophobic core was varied from 5 to 10 repeating units, and the side chain
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