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Trimethyl orthoformate, 99%, Thermo Scientific Chemicals
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Catalog number A13760.0F
also known as A13760-0F
Price (USD)/ Each
230.65
Online exclusive
256.00 Save 25.35 (10%)
-
Quantity:
2500 mL
Price (USD)/ Each
230.65
Online exclusive
256.00 Save 25.35 (10%)
Trimethyl orthoformate, 99%, Thermo Scientific Chemicals
Catalog numberA13760.0F
Price (USD)/ Each
230.65
Online exclusive
256.00 Save 25.35 (10%)
-
Chemical Identifiers
CAS149-73-5
IUPAC Nametrimethoxymethane
Molecular FormulaC4H10O3
InChI KeyPYOKUURKVVELLB-UHFFFAOYSA-N
SMILESCOC(OC)OC
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Specifications
Specification Sheet
Specification SheetAssay (GC)≥98.5%
Appearance (Color)Clear colorless
FormLiquid
Refractive Index1.3775-1.3805 @ 20?C
Identification (FTIR)Conforms
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
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.
Solubility
Miscible with ether, alcohol and benzene.
Notes
Moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with acids and strong oxidizing agents.
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.
Solubility
Miscible with ether, alcohol and benzene.
Notes
Moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with acids and strong oxidizing agents.
RUO – Research Use Only
General References:
- 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.