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Dimethoxymethane

Dimethoxymethane Structure
CAS No.
109-87-5
Chemical Name:
Dimethoxymethane
Synonyms
METHYLAL;FORMALDEHYDE DIMETHYL ACETAL;1,1-DIMETHOXYMETHANE;FORMAL;Methyl formal;methanal,dimethylacetal;Metylal;Anesthenyl;(CH3O)2CH2;dioxapentane
CBNumber:
CB9223477
Molecular Formula:
C3H8O2
Molecular Weight:
76.09
MOL File:
109-87-5.mol
MSDS File:
SDS
Modify Date:
2024/7/24 17:31:20

Dimethoxymethane Properties

Melting point -105 °C
Boiling point 41-43 °C
Density 0.860 g/mL at 20 °C(lit.)
vapor density 2.6 (vs air)
vapor pressure 6.38 psi ( 20 °C)
refractive index n20/D 1.354
Flash point -18 °C
storage temp. Store at <= 20°C.
solubility 32.3 g/100 mL (16°C)
form Liquid
pka 3.1[at 20 ℃]
color Clear colorless
Odor Mild, ethereal; chloroform-like.
PH pH (12.5vol % , 25℃) : 4.5~6.6
explosive limit 1.6-17.6%(V)
Water Solubility 32.3 g/100 mL (16 ºC)
Sensitive Moisture Sensitive
Merck 14,6012
BRN 1697025
Henry's Law Constant (x 10-4 atm?m3/mol): 1.73 at 25 °C (Hine and Mookerjee, 1975)
Exposure limits NIOSH REL: TWA 1,000 ppm (3,100 mg/m3), IDLH 2,200 ppm; OSHA PEL: TWA 1,000 ppm; ACGIH TLV: TWA 1,000 ppm (adopted).
Dielectric constant 2.7(20℃)
Stability Stable. Extremely flammable. Readily forms explosive mixtures with air. Note low flash point and wide explosive limits. Incompatible with strong oxidizing agents, strong acids. May form explosive peroxides upon exposure to air.
LogP 0
CAS DataBase Reference 109-87-5(CAS DataBase Reference)
NIST Chemistry Reference Methane, dimethoxy-(109-87-5)
EPA Substance Registry System Dimethoxymethane (109-87-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02
Signal word  Danger
Hazard statements  H225
Precautionary statements  P210-P233-P240-P241-P242-P243
Hazard Codes  F,Xi
Risk Statements  11-19-36-36/37/38
Safety Statements  16-26-33-7/9-37/39
RIDADR  UN 1234 3/PG 2
OEB A
OEL TWA: 1000 ppm (3100 mg/m3)
WGK Germany  1
RTECS  PA8750000
21
Autoignition Temperature 459 °F
TSCA  Yes
HS Code  2911 00 00
HazardClass  3
PackingGroup  II
Toxicity LD50 orally in Rabbit: 6653 mg/kg
IDLA 2,200 ppm [10% LEL]
NFPA 704
3
1 1

Dimethoxymethane price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D134651 Dimethoxymethane ReagentPlus?, 99% 109-87-5 1L ₹3593.9 2022-06-14 Buy
Sigma-Aldrich(India) D134651 Dimethoxymethane ReagentPlus?, 99% 109-87-5 100ML ₹5131.05 2022-06-14 Buy
Sigma-Aldrich(India) D134651 Dimethoxymethane ReagentPlus?, 99% 109-87-5 2.5L ₹10056.43 2022-06-14 Buy
Sigma-Aldrich(India) 88789 Formaldehyde dimethyl acetal analytical standard 109-87-5 1ML ₹4026.9 2022-06-14 Buy
Sigma-Aldrich(India) 88789 Formaldehyde dimethyl acetal analytical standard 109-87-5 5ML ₹15891.1 2022-06-14 Buy
Product number Packaging Price Buy
D134651 1L ₹3593.9 Buy
D134651 100ML ₹5131.05 Buy
D134651 2.5L ₹10056.43 Buy
88789 1ML ₹4026.9 Buy
88789 5ML ₹15891.1 Buy

Dimethoxymethane Chemical Properties,Uses,Production

Chemical Properties

Dimethoxymethane, also called methylal, is a colorless flammable liquid with a low boiling point, low viscosity and excellent dissolving power. It is stable in the presence of alkalis and mild acids, and to high temperatures and pressures. It differs from other ethers in that it forms only minute omounts of peroxides. It will dissolve such synthetic resins as nitrocellulose, cellulose acetate and propionate, ethyl cellulose, vinyl, "Epons" and polystyrene, and also many of the natural gums and waxes. Methylal as a latent solvent is activated by the addition of esters, ketones or alcohols. Its evaporation rate, twice that of acetone, places this ether in a class with such solvents as acetone, methyl acetate and ethyl acetate in resin formulations.

Physical properties

Dimethoxymethane appears as a clear colorless liquid with a pungent, chloroform-like odor. Flash point 0°F. Boiling point 42.3°C. Density 0.864 g / cm3 at 68°F (20°C). Vapors heavier than air.

Uses

Dimethoxymethane (Methylal) is a valuable extraction solvent for pharmaceutical products and a stable, inexpensive solvent for Grignard reactions. Methylal is stable under alkaline and mild acidic conditions. Its dissolving ability is stronger than ether, acetone, and methanol and azeotrope can dissolve nitrocellulose with high nitrogen content. Dimethoxymethane is mainly used in the production of anion-exchange resins, and also as solvents and special fuels.

Definition

ChEBI: Dimethoxymethane is an acetal that is the dimethyl acetal derivative of formaldehyde. It is an acetal and a diether. It derives from a methanediol.

Preparation

Dimethoxymethane synthesis is based on the liquid-phase acetalization reaction of methanol and formaldehyde. It can be manufactured by oxidation of methanol or by the reaction of formaldehyde with methanol. In aqueous acid, it is hydrolyzed back to formaldehyde and methanol.
Reaction mechanisms and catalysis in the one-step synthesis of methylal via methanol oxidation
Novel Porous Iron Molybdate Catalysts for Synthesis of Dimethoxymethane from Methanol: Metal Organic Frameworks as Precursors

Application

Dimethoxymethane is a versatile chemical with applications in many industries such as paints, perfume, resins, pharmacy, paint strippers, protective coatings, and fuel additives.
It may be used in the synthesis of methoxymethyl (MOM) ethers.
It may also be used as an external cross-linker to form microporous polymers.
Reaction solvent or an extraction solvent manufacturing pharmaceuticals, aerosols, paints, varnishes and cleanings.
Production of ion exchange resins, polyacetal as a chain length regulator.
Glue Formulations fragrances and pesticides.
Fuel Additive for smoke reduction.
Blowing agent for PU Foams.

General Description

Dimethoxymethane (DMM, methylal) is a biodegradable dimethyl acetal. It can be synthesized by acid catalyzed condensation of formaldehyde with methanol. It is amphiphilic in nature with low viscosity, surface tension and boiling point. It is a flammable, highly volatile solvent with good dissolving power. DMM is considered as a potential alternative fuel and fuel additive due to its high oxygen content and its ability to enhance the combustion characteristics of diesel and petrol. Its thermal diffusivity has been determined by photoacoustic method. Analysis of the molecular structure of DMM by electron diffraction technique shows that it has C2 symmetry with a gauche-gauche conformation.

Air & Water Reactions

Highly flammable. Water soluble.

Reactivity Profile

Dimethoxymethane, an acetal, is incompatible with strong oxidizing agents and acids . Breaks down to formaldehyde and methanol in acidic solutions. A very dangerous fire hazard when exposed to heat, flame or oxidizing agents. May ignite or explode if heated with oxygen [Lewis].

Health Hazard

VAPOR: Irritating to eyes, nose and throat. Harmful if inhaled. LIQUID: Irritating to skin and eyes. Harmful if swallowed.

Fire Hazard

FLAMMABLE. A very dangerous fire hazard when exposed to heat, flame, or oxidzers. Moderately explosive when exposed to heat or flame. May ignite or explode when heated with oxygen. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

Safety Profile

Moderately toxic by subcutaneous route. Mildly toxic by ingestion and inhalation. Can cause injury to lungs, liver, kidneys, and the heart. A narcotic and anesthetic in high concentrations.
Dimethoxymethane is considered to be of low hazard potential to humans given that no adverse effects or organ-specific toxicity were observed at inhalation exposures as high as 10 068 ppm (31 334 mg/m3) in rats, and considering the available information indicating a lack of genotoxic, mutagenic or developmental effects. As dimethoxymethane is considered to be of low hazard potential, the risk to human health is considered to be low.

Potential Exposure

Vapors may form explosive mixture with air. Methylal may be able to form unstable and explosive peroxides. Heating may cause explosion. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Hydrolyzes readily in presence of acids to generate aldehydes.

Shipping

UN1234 Methylal, Hazard Class: 3; Labels: 3-Flammable liquid

Purification Methods

It is a volatile flammable liquid which is soluble in three parts of H2O, and is readily hydrolysed by acids. Purify it by shaking with an equal volume of 20% aqueous NaOH, stand for 20minutes, dry over fused CaCl2, filter and fractionally distil it through an efficient column. Store it over molecular sieves. [Buchler et al. Org Synth Coll Vol III 469 1955, Rambaud & Besserre Bull Soc Chim Fr 45 1955, IR: Wilmshurst Can J Chem 36 285 1958, Beilstein 1 IV 3026.]

Waste Disposal

Concentrated waste containing no peroxides: discharge liquid at a controlled rate near a pilot flame. Concentrated waste containing peroxides: perforation of containers of the waste from a safe distance followed by open burning.

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DIMETHOXYMETHANE DIMETHYLFORMAL (CH3O)2CH2 2,4-Dioxapentane Anesthenyl bis(methoxy)methane dimethoxy-methan Dimethylacetal formaldehyde dioxapentane Formaldehyde methyl ketal formaldehydemethylketal Methane,dimethoxy- Methoxymethyl methyl ether Dimethylformal Formal Formaldehyde Dimethyl Acetal Methylal Methylene Glycol Dimethyl Ether FORMALDEHYDE DIMETHYL ACETAL FOR SYNTHES DiMethoxyMethane, 99.5+% 1LT DiMethoxyMethane, 99.5+% 2.5LT DiMethoxyMethane, 99.5+% 5ML Formaldehyde dimethyl acetal,Dimethoxymethane, Methylal Formaldehyde dimethyl acetal, synthesis grade ForMaldehyde diMethyl acetal for Grignard reactions, >=99.0% (GC) Two MethoxyMethane Dimethoxymethane ReagentPlus(R), 99% Formaldehyde dimethyl acetal absolute, over molecular sieve (H2O <=0.01%), >=99.0% (GC) METHYLENE DIMETHYLATE METHYLENE DIMETHYL ETHER METHYLENE GLYCOL DIMETHYL ETHER FORMALDEHYDE DIMETHYL methoxymethylmethylether Methylenedioxydimethane Metylal metylal(polish) formaldehyde dime. acetal Formaldehyde dimethyl acetal~Methylal METHYLAL(DIMETHOXYMETHANE) FORMALDEHYDE DIMETHYL ACETAL, STANDARDFOR GC DIMETHOXYMETHANE REAGENTPLUS(TM) 99% DIMETHOXYMETHANE, REAGENTPLUS, 99% FORMALDEHYDE DIME. ACETAL, ABS. OVER MOL .-SIEVE (H2O <0.01%) Dimethoxymethane, 99.5+% Dimethoxymethane, Methylal Dimethoxymethane > Dimethoxymethane ISO 9001:2015 REACH Dimethoxy methane, 99.7%+ Dimethoxymethane, Pure, Fisher Chemical METHYLAL For Synthesis methanal,dimethylacetal METHYLAL FORMALDEHYDE DIMETHYL ACETAL FORMAL Methyl formal 1,1-DIMETHOXYMETHANE Revefenacin Impurity 14 Raffinazine impurity 9 -oxirane]-3,17-dione Spiro[androsta-1,4-diene-6,2' 109-87-5 109875