149-73-5

Name	Trimethoxymethane
CAS	149-73-5
EINECS(EC#)	205-745-7
Molecular Formula	C4H10O3
MDL Number	MFCD00008483
Molecular Weight	106.12
MOL File	149-73-5.mol

Chemical Properties

Appearance	Colorless liquid
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 at RT.
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	149-73-5(EPA Substance)

Safety Data

Hazard Codes	F,Xi
Risk Statements	R11:Highly Flammable. R36:Irritating to the eyes. less more
Safety Statements	S9:Keep container in a well-ventilated place . S16:Keep away from sources of ignition-No smoking . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S29:Do not empty into drains . less more
RIDADR	UN 3272 3/PG 2
WGK Germany	1
RTECS	RM6650000
Autoignition Temperature	255 °C
TSCA	Yes
HazardClass	3
PackingGroup	II
HS Code	29159080
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. less more
Hazardous Substances Data	149-73-5(Hazardous Substances Data)
Toxicity	LD50 orally in Rabbit: 3130 mg/kg less more

Raw materials And Preparation Products

Hazard Information

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 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.

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

Flammability and Explosibility

Highlyflammable

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.

Material Safety Data Sheet(MSDS)

Spectrum Detail

Well-known Reagent Company Product Information

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