Trimethoxymethane
- Product Name
- Trimethoxymethane
- CAS No.
- 149-73-5
- Chemical Name
- Trimethoxymethane
- Synonyms
- TRIMETHYL ORTHOFORMATE;TMOF;CH(OCH3)3;METHYL ORTHOFORMATE;Trimethyl ester;Thrimethyl orthoformate;orthoformicacidmethylester;Trimethyl orthoformate,99%;TrimethylOrthoFormate(Tmof);Orthoformic acid methyl ester
- CBNumber
- CB4853127
- Molecular Formula
- C4H10O3
- Formula Weight
- 106.12
- MOL File
- 149-73-5.mol
Trimethoxymethane Property
- 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.)
- Flash point:
- 60 °F
- storage temp.
- Store below +30°C.
- solubility
- Miscible with ether, alcohol and benzene.
- form
- Liquid
- color
- Clear colorless
- explosive limit
- 1.4-44.6%(V)
- Water Solubility
- 10 g/L (hydrolysis)
- Sensitive
- Moisture Sensitive
- Merck
- 14,6884
- BRN
- 969215
- InChIKey
- PYOKUURKVVELLB-UHFFFAOYSA-N
- LogP
- -0.03-0.09 at 20℃
- CAS DataBase Reference
- 149-73-5(CAS DataBase Reference)
- NIST Chemistry Reference
- Methane, trimethoxy-(149-73-5)
- EPA Substance Registry System
- Trimethoxymethane (149-73-5)
Safety
- 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 Temperature
- 255 °C
- TSCA
- Yes
- HazardClass
- 3
- PackingGroup
- II
- HS Code
- 29159080
- Hazardous Substances Data
- 149-73-5(Hazardous Substances Data)
- Toxicity
- LD50 orally in Rabbit: 3130 mg/kg
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H319Causes serious eye irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233Keep container tightly closed.
P240Ground/bond container and receiving equipment.
P241Use explosion-proof electrical/ventilating/lighting/…/equipment.
P242Use only non-sparking tools.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 8.00885
- Product name
- Trimethyl orthoformate
- Purity
- for synthesis
- Packaging
- 250ML
- Price
- $39
- Updated
- 2024/03/01
- Product number
- 8.00885
- Product name
- Trimethyl orthoformate
- Purity
- for synthesis
- Packaging
- 1L
- Price
- $93.8
- Updated
- 2024/03/01
- Product number
- 108456
- Product name
- Trimethyl orthoformate
- Purity
- 99%
- Packaging
- 500ml
- Price
- $116
- Updated
- 2024/03/01
- Product number
- 108456
- Product name
- Trimethyl orthoformate
- Purity
- 99%
- Packaging
- 20l
- Price
- $1220
- Updated
- 2024/03/01
- Product number
- O0068
- Product name
- Trimethyl Orthoformate
- Purity
- >98.0%(GC)
- Packaging
- 25mL
- Price
- $19
- Updated
- 2024/03/01
Trimethoxymethane Chemical Properties,Usage,Production
Description
Trimethyl 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 Properties
Colorless liquid. Slightly soluble in water, miscible with alcohol and oils.
Very diffusive, ethereal, pungent or nauseating odor, pleasant in dilution, slightly wineyfruity, Brandy-like.
Sweet taste in concentrations below 100 ppm.
Barely perceptible at 10 ppm.
Uses
Trimethyl 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.
Uses
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.
Uses
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.
Application
Trimethyl 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 Description
Trimethyl 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 Explosibility
Highly flammable
Safety Profile
A 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.
Synthesis
Trimethyl 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.
Precautions
Moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with acids and strong oxidizing agents.
References
Protection 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.
Trimethoxymethane Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Trimethoxymethane manufacturers
- Product
- Trimethyl Orthoformate 149-73-5
- Price
- US $0.00/Kg/Drum
- Min. Order
- 200KG
- Purity
- 99.4
- Supply Ability
- 1000kg
- Release date
- 2021-05-17
- Product
- Trimethyl Orthoformate 149-73-5
- Price
- US $5.70/kg
- Min. Order
- 10kg
- Purity
- 99%
- Supply Ability
- 10000kg
- Release date
- 2024-08-21
- Product
- Trimethyl Orthoformate (TMOF ) 149-73-5
- Price
- US $606.00/T
- Min. Order
- 1T
- Purity
- 99%
- Supply Ability
- 600T
- Release date
- 2020-10-22