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149-73-5 - Trimethyl orthoformate, 99% - Methyl orthoformate - Orthoformic acid trimethyl ester - A13760 - Alfa Aesar

A13760 Trimethyl orthoformate, 99%

CAS-Nummer
149-73-5
Synonyme
Methyl orthoformate
Orthoformic acid trimethyl ester

Größe Preis ($) Menge Verfügbarkeit
100ml 22,40
500ml 43,60
2500ml 140,00
Zum Warenkorb hinzufügen Zur Angebotsanfrage hinzufügen Artikel anzeigen

Trimethyl orthoformate, 99%

MDL
MFCD00008483
EINECS
205-745-7

Chemische Eigenschaften

Formel
HC(OCH3)3
Molmasse
106.12
Schmelzpunkt
-53°
Siedepunkt
101-102°
Flammpunkt
15°(59°F)
Dichte
0.968
Brechungsindex
1.3790
Sensitivität
Moisture Sensitive
Löslichkeit
Miscible with ether, alcohol and benzene.

Anwendungen

Trimethyl orthoformate is used as a protecting group for aldehydes in organic synthesis, as an additive in polyurethane coatings and as a dehydrating agent in the preparation of surface modified colloidal silica nanoparticles. It is also used as a chemical intermediate in the preparation of vitamin B1 and sulfa drugs. It acts as an effective solvent for thallium(III) nitrate-mediated oxidations. Furthermore. It is utilized for the synthesis of chromone from keto-hydroxy naphthol in the presence of trimethylamine.

Bemerkungen

Moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with acids and strong oxidizing agents.

Literaturverweise

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).

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).

For further reactions of alkyl orthoformates, see Triethyl­ orthoformate, A13587.

Nemeth, I.; Kiss-Szikszai, A.; Illyes, T. Z.; Mandi, A.; Komaromi, I.; Kurtan, T.; Antus, S. Oxidative Rearrangement of Flavanones with Thallium(III) Nitrate, Lead Tetraacetate and Hypervalent Iodines in Trimethyl Orthoformate and Perchloric or Sulfuric Acid. Z. Naturforsch. B Chem. Sci. 2012, 67B (12), 1289-1296.

Pospech, J.; Lennox, A. J.; Beller, M. Rhodium-catalysed alkoxylation/acetalization of diazo compounds: one-step synthesis of highly functionalised quaternary carbon centres. Chem. Commun. 2015, 51 (77), 14505-14508.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H225-H315-H319-H335

Highly flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Sicherheitshinweise: P260-P201-P280a-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves and eye/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Merck
14,6884
Beilstein
969215
Gefahrenklasse
3
Verpackungsgruppe
II
Harmonized Tariff Code
2915.90
TSCA
Yes
RTECS
RM6650000

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