ChemicalBook > CAS DataBase List > Trimethoxymethane

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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.00885
Product name
Trimethyl orthoformate
Purity
for synthesis
Packaging
250ML
Price
$39
Updated
2024/03/01
Sigma-Aldrich
Product number
8.00885
Product name
Trimethyl orthoformate
Purity
for synthesis
Packaging
1L
Price
$93.8
Updated
2024/03/01
Sigma-Aldrich
Product number
108456
Product name
Trimethyl orthoformate
Purity
99%
Packaging
500ml
Price
$116
Updated
2024/03/01
Sigma-Aldrich
Product number
108456
Product name
Trimethyl orthoformate
Purity
99%
Packaging
20l
Price
$1220
Updated
2024/03/01
TCI Chemical
Product number
O0068
Product name
Trimethyl Orthoformate
Purity
>98.0%(GC)
Packaging
25mL
Price
$19
Updated
2024/03/01
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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

Sodium Chloroform Sodium hydroxide

Preparation Products

6-bromoquinolin-4(3H)-one 6-BROMO-4-CHLOROQUINOLINE 5,6-DIHYDRO-4-METHOXY-2H-PYRAN 4-TRIFLUOROMETHYL-N-METHYLANILINE 97 Pipemidic acid Methyl methanesulfonate 3-METHOXY-N-METHYLANILINE N-METHYL-P-ANISIDINE ETHYL 5-AMINO-1-PYRIDIN-2-YL-1H-PYRAZOLE-4-CARBOXYLATE N-Boc-5,6,7,8-tetrahydro-3-methoxy-[1,2,4]triazolo[4,3-A]pyrazine ,98% 4,7-DIMETHOXY-1,10-PHENANTHROLINE, 97%
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Trimethoxymethane Suppliers

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View Lastest Price from Trimethoxymethane manufacturers

Ningxia Jinhua Chemical Co.,Ltd
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
Hebei Weibang Biotechnology Co., Ltd
Product
Trimethoxymethane 149-73-5
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-11-20
Hebei Chuanghai Biotechnology Co,.LTD
Product
Trimethyl Orthoformate 149-73-5
Price
US $5.70/kg
Min. Order
10kg
Purity
99%
Supply Ability
10000kg
Release date
2024-08-21

149-73-5, TrimethoxymethaneRelated Search:

Methyl acetate 5-Chlorovaleric acid Pralmorelin Methyl anthranilate 4-(Diethylamino)salicylaldehyde Trimethyl phosphate Trimethyl phosphonoacetate METSULFURON METHYL Methylparaben Kresoxim-methyl Trimethyl borate Methyl benzoate Methyl salicylate Diphenolic acid Methyl carbamate Methyl formate Thiophanate-methyl Tribenuron methyl

  • orthoformicacidmethylester
  • Thrimethyl orthoformate
  • TRIMETHYL ORTHOFORMATE, ANHYDROUS, 99.8%
  • TrimethylOrthoFormate(Tmof)
  • Trimethylorthoformate, 98+%
  • METHYLFORMIAT-ORTHO
  • Trimethylorthoformiat
  • TRIMETHYL ORTHOFORMATE 98.5%
  • TRIMETHYL ORTHOFORMATE 99%
  • Trimethyl orthoformate anhydrous
  • TRIMETHYLORTHOFORMATE pure
  • Orthoformic acid trimethyl
  • Trimethyl orthoformate,99%
  • Trimethyl orthoformate,Trimethoxymethane
  • Trimethyl orthoforma
  • Trimethyl orthoformate, anhydrous, AcroSeal, 99+%
  • Methyl orthoformate trimethoxymethane
  • TriMethyl orthoforMate, 99% 100GR
  • TriMethyl orthoforMate, 99% 500GR
  • Methyl Orthoformate Orthoformic Acid Trimethyl Ester Trimethoxymethane
  • TriMethyl orthoforMate, 99+%, anhydrous, AcroSeal
  • TRIMETHYL ORTHOFORMATE FOR SYNTHESIS
  • methylesterkyselinyorthomravenci(czech)
  • Orthoformic acid methyl ester
  • Trimethyl ester
  • TRIMETHYL ORTHOFORMATE(TMOL)
  • TriMethyl orthoforMate, 99%, SpcDry, Water≤50 ppM (by K.F.), SpcSeal
  • TriMethyl orthoforMate, 99%, SpcDry, with Molecular sieves, Water≤50 ppM (by K.F.), SpcSeal
  • Orthomravencan methylnaty
  • orthomravencanmethylnaty
  • orthomravencanmethylnaty(czech)
  • trimethoxy-methan
  • Trimethylester kyseliny orthomravenci
  • trimethylesterkyselinyorthomravenci
  • trimethyl-formate
  • Trimethylorthofomate
  • METHYL ORTHOFORMATE
  • TMOF
  • ORTHOFORMIC ACID TRIMETHYL ESTER
  • TRIMETHYL-O-FORMATE
  • TRIMETHYL ORTHOFORMATE
  • TRIMETHOXYMETHANE
  • CH(OCH3)3
  • Methane,trimethoxy-
  • Methoxymethylal
  • Methylester kyseliny orthomravenci
  • methylesterkyselinyorthomravenci
  • Trimethoxymethane | TMOF
  • TrimethylOrthoformate&gt
  • TMOF，Trimethoxymethane
  • TRIMETHYL ORTHOFORMATE / 149-73-5
  • Trimethoxymethane ISO 9001：2015 REACH
  • tmof trimethyl orthoformate
  • Orthoformicacidetrimethyl ester
  • 149-73-5
  • 49-73-5
  • 149-73-0
  • HCOCH33