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| CAS No.: | 109-87-5 |
|---|---|
| Name: | Methane, dimethoxy- |
| Article Data: | 229 |
| Cas Database | |
| Molecular Structure: | |
|
|
|
| Formula: | C3H8O2 |
| Molecular Weight: | 76.0953 |
| Synonyms: | 2,4-Dioxapentane;Anesthenyl;Bis(methoxy)methane;Dimethoxymethane;Dimethyl formal;Formal;Formaldehyde dimethyl acetal;Formaldehyde methyl ketal;Methoxymethyl methylether;Methylal;Methylene dimethyl ether; |
| EINECS: | 203-714-2 |
| Density: | 0.86 g/cm3 |
| Melting Point: | -105 °C |
| Boiling Point: | 45.238 °C at 760 mmHg |
| Flash Point: | -18 °C |
| Solubility: | 32.3 g/100 mL (16 °C) in water |
| Appearance: | colorless transparent liquid |
| Hazard Symbols: |
 F, Xi
|
| Risk Codes: | 11-19-36-36/37/38 |
| Safety: | 16-26-33-7/9-37/39 |
| Transport Information: | UN 1234 3/PG 2 |
| PSA: | 18.46000 |
| LogP: | 0.23670 |
| Conditions | Yield |
|---|---|
| In water at 46 - 100℃; Acidic ion exchange resin; | A 98.2% B 0.6% |
| Katapak-catalyst In water at 46 - 100℃; Product distribution / selectivity; |
| Conditions | Yield |
|---|---|
| With sulfuric acid for 5h; Reagent/catalyst; Reflux; | 96% |
| ion exchange resin with sulphonic acid groups In water at 70℃; for 0.2h; Industry scale; | 95.9% |
| ion-exchange resines In water Product distribution; continuous apparatus (rectification of the formed methylal); |
1-(methoxymethyl)-2-pyrrolidinone
chloromethyl methyl ether
A
1-(chloromethyl)pyrrolidin-2-one
B
Dimethoxymethane
| Conditions | Yield |
|---|---|
| Heating; | A 96% B n/a |
dimethyldimethoxysilan
2,2-dimethyl-[1,3,2]dioxasilinane
A
Dimethoxymethane
B
2,2,4,4,6-Pentamethyl-1,3-dioxa-2-silacyclohexane
| Conditions | Yield |
|---|---|
| With tin(IV) chloride at 65℃; Product distribution; other reaction conditions; also with 1,3-dioxane and 4,4-dimethyl-1,3-dioxane; | A n/a B 94% |
| Conditions | Yield |
|---|---|
| With bis-[(trifluoroacetoxy)iodo]benzene at 60℃; for 15h; Time; Reagent/catalyst; Concentration; Temperature; Sealed tube; | A 82% B n/a |
Dimethyl ether
A
methanol
B
formaldehyd
C
Dimethoxymethane
D
Methyl formate
| Conditions | Yield |
|---|---|
| With nitrogen; oxygen at 239.84℃; Conversion of starting material; | A 19.4% B 79% C 0.1% D 1.6% |
| With nitrogen; oxygen at 199.84 - 259.84℃; Rate constant; | A 17.3% B 69.2% C 0% D 1.6% |
| With nitrogen; oxygen at 239.84℃; Conversion of starting material; | A 22.4% B 60.1% C 0% D 5% |
methanol
dichloromethane
carbon monoxide
A
Dimethoxymethane
B
acetic acid methyl ester
C
methyl methoxyacetate
D
malonic acid dimethyl ester
| Conditions | Yield |
|---|---|
| With Methyl formate; sodium methylate; Co2(CO)6{P(C4H9-n)3}2 at 80℃; under 11250.9 Torr; for 15h; electrolysis; | A 8% B n/a C 3% D 74.5% |
| With Methyl formate; sodium methylate; Co2(CO)6{P(C4H9-n)3}2 at 80℃; under 11250.9 Torr; for 15h; Product distribution; Mechanism; electrolysis, var. of catalyst, its reduction method, ratio; | A 8% B n/a C 3% D 74.5% |
| With sodium hydroxide; carbon-doped cobalt at 80℃; under 23560 Torr; for 1h; | A 1.2 % Chromat. B 7.5 % Chromat. C 1.9 % Chromat. D 28.8 % Chromat. |
methanethiosulfonic acid S-methyl ester
A
formic acid
B
methanesulfonic acid
C
Dimethoxymethane
D
Methyl formate
| Conditions | Yield |
|---|---|
| With oxygen In methanol Irradiation; | A n/a B 72% C n/a D n/a |
| Conditions | Yield |
|---|---|
| With methanol; sulfuric acid Heating; | A n/a B 70% |
| Conditions | Yield |
|---|---|
| With 4-vinylpyridine at 125℃; under 6000.6 Torr; for 2h; | 58% |
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The Dimethoxymethane , with cas registry number of 109-87-5, is a clear colorless flammable liquid with a chloroform-like odor and a pungent taste. Its IUPAC name and systematic name are called the same which is dimethoxymethane . The superlist names about this chemical include Dimethoxymethane ; Methane, dimethoxy- ; Methylal ; Methylal [UN1234] [Flammable liquid] ; UN1234 . This compound is soluble in three parts water and miscible with most common organic solvents. It is sensitive to moisture. May form explosive peroxides upon exposure to air. It is incompatible with strong oxidizing agents, strong acids. It should be stored at temp. 2-8°C.
Physical properties about Dimethoxymethane are:
(1) # of Rule of 5 Violations: 0 ; (2) ACD/BCF (pH 5.5): 1 ; (3) ACD/BCF (pH 7.4): 1 ; (4) ACD/KOC (pH 5.5): 17.09 ; (5) ACD/KOC (pH 7.4): 17.09 ; (6) #H bond acceptors: 2 ; (7) #H bond donors: 0 ; (8) #Freely Rotating Bonds: 2 ; (9) Polar Surface Area: 18.46 Å2 ; (10) Index of Refraction: 1.348 ; (11) Molar Refractivity: 19.43 cm3 ; (12) Molar Volume: 90.7 cm3 ; (13) Surface Tension: 19.5 dyne/cm ; (14) Density: 0.838 g/cm3 ; (15) Enthalpy of Vaporization: 27.72 kJ/mol ; (16) Boiling Point: 45.2 °C at 760 mmHg ; (17) Vapour Pressure: 365 mmHg at 25°C ; (18) Refractive index: n20/D 1.354.
Preparation of Dimethoxymethane:
there are two simple ways. One is it is prepared by oxidation of methanol . The other way is by the reaction of formaldehyde with methanol.
Uses information of Dimethoxymethane:
This chemical mainly used in organic synthesis. Here is an example, it can be used to prepared 1,3-dithia-5-cycloheptene with but-2c-ene-1,4-dithiol .
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This reaction just needs a reagent boron trifluoride . The yield is about 37%.
Safety information of Dimethoxymethane:
When you are using this chemical, please be cautious about it as the following:
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. A very dangerous fire hazard when exposed to heat, flame, or oxidizers. 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.
You can still convert the following datas into molecular structure:
(1) SMILES:COCOC;
(2) InChI:InChI=1/C3H8O2/c1-4-3-5-2/h3H2,1-2H3;
(3) InChIKey:NKDDWNXOKDWJAK-UHFFFAOYAE
The toxicity data of Dimethoxymethane is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LC50 | inhalation | 57gm/m3/7H (57000mg/m3) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 259, 1986. | |
| rabbit | LD | skin | > 16mL/kg (16mL/kg) | SENSE ORGANS AND SPECIAL SENSES: IRITIS: EYE LIVER: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | National Technical Information Service. Vol. OTS0536049, |
| rabbit | LD50 | oral | 5708mg/kg (5708mg/kg) | Proceedings of the Society for Experimental Biology and Medicine. Vol. 29, Pg. 730, 1932. | |
| rat | LC50 | inhalation | 15000ppm (15000ppm) | Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 73, 1974. | |
| rat | LDLo | intraperitoneal | 5gm/kg (5000mg/kg) | National Technical Information Service. Vol. OTS0524346, |
