Trimethoxymethane
- CAS No.
- 149-73-5
- Chemical Name:
- Trimethoxymethane
- Synonyms
- TRIMETHYL ORTHOFORMATE;TMOF;CH(OCH3)3;METHYL ORTHOFORMATE;Trimethyl ester;Thrimethyl orthoformate;Trimethyl orthoformate,99%;orthoformicacidmethylester;TrimethylOrthoFormate(Tmof);Orthoformic acid methyl ester
- CBNumber:
- CB4853127
- Molecular Formula:
- C4H10O3
- Molecular Weight:
- 106.12
- MDL Number:
- MFCD00008483
- MOL File:
- 149-73-5.mol
- MSDS File:
- SDS
| 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 |
n |
| 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) |
| FDA UNII | XAM28819YJ |
| NIST Chemistry Reference | Methane, trimethoxy-(149-73-5) |
| EPA Substance Registry System | Trimethoxymethane (149-73-5) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS02,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H225-H319 | |||||||||
| Precautionary statements | P210-P233-P240-P241-P242-P305+P351+P338 | |||||||||
| 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 | |||||||||
| Toxicity | LD50 orally in Rabbit: 3130 mg/kg | |||||||||
| NFPA 704 |
|
Trimethoxymethane price More Price(34)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 8.00885 | Trimethyl orthoformate for synthesis | 149-73-5 | 250ML | $39 | 2024-03-01 | Buy |
| Sigma-Aldrich | 8.00885 | Trimethyl orthoformate for synthesis | 149-73-5 | 1L | $93.8 | 2024-03-01 | Buy |
| Sigma-Aldrich | 108456 | Trimethyl orthoformate 99% | 149-73-5 | 500ml | $116 | 2024-03-01 | Buy |
| Sigma-Aldrich | 108456 | Trimethyl orthoformate 99% | 149-73-5 | 20l | $1220 | 2024-03-01 | Buy |
| TCI Chemical | O0068 | Trimethyl Orthoformate >98.0%(GC) | 149-73-5 | 25mL | $19 | 2024-03-01 | Buy |
Trimethoxymethane Chemical Properties,Uses,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
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.
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.
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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| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| SIMAGCHEM CORP | +86-13806087780 | sale@simagchem.com | China | 17367 | 58 |
| Xiamen AmoyChem Co., Ltd | +86-592-6051114 +8618959220845 | sales@amoychem.com | China | 6387 | 58 |
| Ningxia Jinhua Chemical Co.,Ltd | 025-52279164 | info@nxjhchem.com | China | 79 | 58 |
| Apeloa Pharmaceutical Co., Ltd. | +86-0571-87635730 +8615858229168 | chem1022@hengdian-group.com | China | 1469 | 58 |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Hangzhou Bayee Chemical Co., Ltd. | 0086-571-86990109 | rachelhoo@bayeechem.com | China | 104 | 55 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21691 | 55 |
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | fandachem@gmail.com | China | 9348 | 55 |
| Anhui Royal Chemical Co., Ltd. | +86-25-86655873 +8613962173137 | marketing@royal-chem.com | China | 142 | 55 |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418679 +86-18949832763 | info@tnjchem.com | China | 2989 | 55 |
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View Lastest Price from Trimethoxymethane manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-04-24 | Trimethyl Orthoformate
149-73-5
|
US $0.00 / Kg/Drum | 200KG | 99.4 | 1000kg | Ningxia Jinhua Chemical Co.,Ltd | |
 |
2024-04-09 | Trimethyl Orthoformate (TMOF )
149-73-5
|
US $606.00 / T | 1T | 99% | 600T | Shandong Luning Pharmaceutical Co., Ltd. | |
 |
2024-01-08 | Trimethyl orthoformate
149-73-5
|
US $12.00 / mL | 1mL | 99% | 5000L | Wuhan Boyuan Import & Export Co., LTD |
-
- Trimethyl Orthoformate
149-73-5
- US $0.00 / Kg/Drum
- 99.4
- Ningxia Jinhua Chemical Co.,Ltd
-
- Trimethyl Orthoformate (TMOF )
149-73-5
- US $606.00 / T
- 99%
- Shandong Luning Pharmaceutical Co., Ltd.
-
- Trimethyl orthoformate
149-73-5
- US $12.00 / mL
- 99%
- Wuhan Boyuan Import & Export Co., LTD
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