305472

Trimethylorthoformiat

anhydrous, 99.8%

• Synonym(e): Trimethyl-orthoformiat
• Lineare Formel: CH(OCH₃)₃
• CAS-Nummer: 149-73-5
• Molekulargewicht: 106.12
• Beilstein: 969215
• EG-Nummer: 205-745-7
• MDL-Nummer: MFCD00008483
• UNSPSC-Code: 12352112
• eCl@ss: 39021015
• PubChem Substanz-ID: 24858434
• NACRES: NA.22

Eigenschaften

• Qualität: anhydrous
• Qualitätsniveau: 200
• Dampfdichte: 3.67 (vs air)
• Dampfdruck: 23.5 mmHg ( 20 °C); 40 mmHg ( 30 °C); 57 mmHg ( 40 °C)
• Assay: 99.8%
• Form: liquid
• Expl.-Gr.: 5.1 %
• Verunreinigungen: <0.002% water; <0.005% water (100 mL pkg)
• Abdampfrückstand: <0.0005%
• Brechungsindex: n20/D 1.379 (lit.)
• bp: 101-102 °C (lit.)
• Dichte: 0.97 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: ether
• SMILES String: COC(OC)OC
• InChI: 1S/C4H10O3/c1-5-4(6-2)7-3/h4H,1-3H3
• InChIKey: PYOKUURKVVELLB-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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.

Sicherheitshinweise

• Piktogramme: GHS02,GHS07
• Signalwort: Danger
• H-Sätze: H225,H319,H335
• P-Sätze: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 1
• Flammpunkt (°F): 55.4 °F - closed cup
• Flammpunkt (°C): 13 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter