trimethoxymethane

• ChemBase ID: 104754
• Molecular Formular: C4H10O3
• Molecular Mass: 106.1204
• Monoisotopic Mass: 106.06299418
• SMILES: COC(OC)OC
• Canonical SMILES: COC(OC)OC
• InChI: InChI=1S/C4H10O3/c1-5-4(6-2)7-3/h4H,1-3H3
• InChIKey: PYOKUURKVVELLB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trimethoxymethane
• IUPAC Traditional name: trimethyl orthoformate
• Synonyms: METHYL ORTHOFORMATE; Trimethoxymethane; Trimethyl orthoformate; 2-Methoxyacetaldehyde dimethyl acetal; Methoxymethylal; Methyl orthoformate; 1,1'1''-[Methylidyne tris(oxyl)]-tris[methanel]; TRIMETHYL ORTHOFORMATE; Orthoformic acid trimethyl ester; 三甲氧基甲烷; 三甲基原甲酸酯; 原甲酸三甲酯

Database IDs

• CAS Number: 149-73-5
• EC Number: 205-745-7
• MDL Number: MFCD00008483
• Beilstein Number: 969215
• Merck Index: 146884
• PubChem SID: 24858434; 162093096; 24846805
• PubChem CID: 9005
• Chemspider ID: 8655
• Wikipedia Title: Trimethyl_orthoformate

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.7434416
• LogD (pH = 7.4): 0.7434416
• Log P: 0.7434416
• Molar Refractivity: 25.3384 cm^3
• Polarizability: 10.241282 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colorless liquid
• Melting Point: -53 °C; -53 °C; -53°C
• Boiling Point: 101 - 102 °C at 1013 hPa; 101-102 °C(lit.); 101–102 °C; 101-102°C
• Flash Point: 13 °C (closed cup and DIN 51755); 13 °C; 13 °C; 15°C(59°F); 55.4 °F
• Density: 0.968; 0.97 g/mL; 0.97 g/mL at 25 °C(lit.); ca. .97 g/cm^3 at 20 °C
• Refractive Index: 1.3790; n20/D 1.379; n20/D 1.379(lit.)
• Vapor Pressure: 10 hPa at 7 °C; 23.5 mmHg ( 20 °C); 40 mmHg ( 30 °C); 57 mmHg ( 40 °C)
• Vapor Density: 3.67 (vs air)

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate
• Storage Warning: Moisture Sensitive
• RTECS: RM6650000
• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1993; 3272; UN3272
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2; II
• Australian Hazchem: 3YE
• Risk Statements: 11-36; 11-36/37/38; R:11-36; RPhrases R11 R36
• Safety Statements: 26-37-60; 9-16-26; S:9-16-26; S9 S16 S26
• EU Classification: F1
• EU Hazard Identification Number: 3B
• Emergency Response Guidebook(ERG) Number: 128
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• Explode Limits: 5.1 %
• GHS Hazard statements: H225-H315-H319-H335; H225-H319
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3272 3/PG 2

Product Information

• Purity: ≥98.0% (GC); ≥99.0% (GC); 98%; 99%; 99.8%
• Grade: anhydrous; puriss.; purum
• Evaporation Residue: <0.0005%
• Impurities: <0.002% water; <0.005% water(100 mL pkg)
• Linear Formula: CH(OCH3)3

DETAILS

MP Biomedicals - 02157078

1 ml = approx. 0.97 g

MP Biomedicals - 05211396

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 305472

Packaging
1, 2 L in Sure/Seal™
100 mL in Sure/Seal™

Sigma Aldrich - 108456

Packaging
20 L in steel drum
500 mL in glass bottle

REFERENCES

• For further reactions of alkyl orthoformates, see Triethyl orthoformate, A13587.
• Protects the cis-2,3-diol system of ribonucleosides as their methoxymethylene acetals (cyclic orthoformates), readily hydrolyzed by mild acid: Synthesis, 408 (1985).
• In the presence of HCl, is an alternative to formic acid in the synthesis of benzoxazoles from ortho-amino phenols: Org. Prep. Proced. Int., 22, 613 (1990).
• Reagent for the acid-catalyzed conversion of ketones to their methyl enol ethers in good yield: Synthesis, 38 (1974). For an example, see: Org. Synth. Coll., 8, 357 (1993).