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Trimethoxymethane

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Products Intro: Product Name:Trimethyl Orthoformate ( TMOF )
CAS:149-73-5
Purity:0.99 Package:1kg,5kg,25kgs,200kgs;bulk
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Products Intro: Product Name:Trimethyl Orthoformate
CAS:149-73-5
Purity:99% Package:200 kilograms per barrel Remarks:Pharma Intermediate;Polyurethane
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CAS:149-73-5
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CAS:149-73-5
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Products Intro: Product Name:Trimethoxymethane
CAS:149-73-5
Purity:98%Min. Package:1G;1KG;100KG

Trimethoxymethane manufacturers

  • Trimethyl Orthoformate
  • Trimethyl Orthoformate pictures
  • $0.00 / 200Kg/Drum
  • 2024-04-25
  • CAS:149-73-5
  • Min. Order: 200KG
  • Purity: 99.4
  • Supply Ability: 1000kg

Related articles

  • What is Trimethyl orthoformate?
  • Trimethyl orthoformate (TMOF) is the organic compound with the formula HC(OCH?)?. A colorless liquid, it is the simplest ortho....
  • Dec 20,2021
Trimethoxymethane Basic information
Product Name:Trimethoxymethane
Synonyms:TRIMETHYL ORTHOFORMATE, ANHYDROUS, 99.8%;Trimethylorthoformate, 98+%;METHYLFORMIAT-ORTHO;Trimethylorthoformiat;TRIMETHYL ORTHOFORMATE 98.5%;TRIMETHYL ORTHOFORMATE 99%;Trimethyl orthoformate anhydrous;TRIMETHYLORTHOFORMATE pure
CAS:149-73-5
MF:C4H10O3
MW:106.12
EINECS:205-745-7
Product Categories:Orthoesters;Organic synthesis;straight chain compounds;149-73-5
Mol File:149-73-5.mol
Trimethoxymethane Structure
Trimethoxymethane Chemical Properties
Melting point -53 °C
Boiling point 101-102 °C(lit.)
density 0.97 g/mL at 25 °C(lit.)
vapor density 3.67 (vs air)
vapor pressure 23.5 mm Hg ( 20 °C)
refractive index n20/D 1.379(lit.)
Fp 60 °F
storage temp. Store below +30°C.
solubility Miscible with ether, alcohol and benzene.
form Liquid
color Clear colorless
explosive limit1.4-44.6%(V)
Water Solubility 10 g/L (hydrolysis)
Sensitive Moisture Sensitive
Merck 14,6884
BRN 969215
InChIKeyPYOKUURKVVELLB-UHFFFAOYSA-N
LogP-0.03-0.09 at 20℃
CAS DataBase Reference149-73-5(CAS DataBase Reference)
NIST Chemistry ReferenceMethane, trimethoxy-(149-73-5)
EPA Substance Registry SystemTrimethoxymethane (149-73-5)
Safety Information
Hazard Codes F,Xi
Risk Statements 11-36
Safety Statements 9-16-26-29
RIDADR UN 3272 3/PG 2
WGK Germany 1
RTECS RM6650000
Autoignition Temperature255 °C
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29159080
Hazardous Substances Data149-73-5(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 3130 mg/kg
MSDS Information
ProviderLanguage
Methyl orthoformate English
SigmaAldrich English
ACROS English
ALFA English
Trimethoxymethane Usage And Synthesis
DescriptionTrimethyl 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.
Chemical PropertiesColorless liquid
UsesTrimethyl 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.

UsesTrimethyl Orthoformate is the most simple orthoester. Used in organic synthesis as a reagent for introducing a protecting group for aldehydes and in the creation of methoxymethylene groups and heterocyclic ring systems.
UsesTrimethyl 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.
ApplicationTrimethyl orthoformate was used as dehydrating agent in the preparation of surface-modified colloidal silica nanoparticles.
MOM protection of Diols using Trimethyl Orthoformate
N-Formylation of Amino Acid Esters
General DescriptionTrimethyl 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.
Flammability and ExplosibilityHighly flammable
Safety ProfileA skin and eye irritant. A very dangerous fire hazard when exposed to heat or flame; can react with oxidizing materials. Hazardous to prepare. To fight fire, use CO2, fog, haze. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.
SynthesisTrimethyl orthoformate is prepared on an industrial scale by the methanolysis of hydrogen cyanide:
HCN + 3 HOCH3 → HC(OCH3)3 + NH3
Trimethyl orthoformate can also be prepared from the reaction between chloroform and sodium methoxide, an example of the Williamson ether synthesis.
PrecautionsMoisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with acids and strong oxidizing agents.
ReferencesProtection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
P. G. M. Wuts, in Greene's Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
A Facile Procedure for the Synthesis of N-Formyl Amino Acid Esters
T. Chancellor, C. Morton, Synthesis 1994, 10, 1023.
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