Product Name

  • Name

    Dimethoxymethane

  • EINECS 203-714-2
  • CAS No. 109-87-5
  • Article Data229
  • CAS DataBase
  • Density 0.86 g/cm3
  • Solubility 32.3 g/100 mL (16 °C) in water
  • Melting Point -105 °C
  • Formula C3H8O2
  • Boiling Point 45.238 °C at 760 mmHg
  • Molecular Weight 76.0953
  • Flash Point -18 °C
  • Transport Information UN 1234 3/PG 2
  • Appearance colorless transparent liquid
  • Safety 16-26-33-7/9-37/39
  • Risk Codes 11-19-36-36/37/38
  • Molecular Structure Molecular Structure of 109-87-5 (Dimethoxymethane)
  • Hazard Symbols FlammableF,IrritantXi
  • Synonyms 2,4-Dioxapentane;Anesthenyl;Bis(methoxy)methane;Dimethoxymethane;Dimethyl formal;Formal;Formaldehyde dimethyl acetal;Formaldehyde methyl ketal;Methoxymethyl methylether;Methylal;Methylene dimethyl ether;
  • PSA 18.46000
  • LogP 0.23670

Synthetic route

methanol
67-56-1

methanol

formaldehyd
50-00-0

formaldehyd

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

Methyl formate
107-31-3

Methyl formate

Conditions
ConditionsYield
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;
methanol
67-56-1

methanol

formaldehyd
50-00-0

formaldehyd

Dimethoxymethane
109-87-5

Dimethoxymethane

Conditions
ConditionsYield
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
22106-70-3

1-(methoxymethyl)-2-pyrrolidinone

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

A

1-(chloromethyl)pyrrolidin-2-one
31282-95-8

1-(chloromethyl)pyrrolidin-2-one

B

Dimethoxymethane
109-87-5

Dimethoxymethane

Conditions
ConditionsYield
Heating;A 96%
B n/a
dimethyldimethoxysilan
1112-39-6

dimethyldimethoxysilan

2,2-dimethyl-[1,3,2]dioxasilinane
14879-83-5

2,2-dimethyl-[1,3,2]dioxasilinane

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

2,2,4,4,6-Pentamethyl-1,3-dioxa-2-silacyclohexane
77181-39-6

2,2,4,4,6-Pentamethyl-1,3-dioxa-2-silacyclohexane

Conditions
ConditionsYield
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%
methanol
67-56-1

methanol

phenylacetylene
536-74-3

phenylacetylene

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

Dimethoxymethane
109-87-5

Dimethoxymethane

Conditions
ConditionsYield
With bis-[(trifluoroacetoxy)iodo]benzene at 60℃; for 15h; Time; Reagent/catalyst; Concentration; Temperature; Sealed tube;A 82%
B n/a
Dimethyl ether
115-10-6

Dimethyl ether

A

methanol
67-56-1

methanol

B

formaldehyd
50-00-0

formaldehyd

C

Dimethoxymethane
109-87-5

Dimethoxymethane

D

Methyl formate
107-31-3

Methyl formate

Conditions
ConditionsYield
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
67-56-1

methanol

dichloromethane
75-09-2

dichloromethane

carbon monoxide
201230-82-2

carbon monoxide

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

acetic acid methyl ester
79-20-9

acetic acid methyl ester

C

methyl methoxyacetate
6290-49-9

methyl methoxyacetate

D

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
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
2949-92-0

methanethiosulfonic acid S-methyl ester

A

formic acid
64-18-6

formic acid

B

methanesulfonic acid
75-75-2

methanesulfonic acid

C

Dimethoxymethane
109-87-5

Dimethoxymethane

D

Methyl formate
107-31-3

Methyl formate

Conditions
ConditionsYield
With oxygen In methanol Irradiation;A n/a
B 72%
C n/a
D n/a
4-octyl-1,3-dioxane
23433-02-5

4-octyl-1,3-dioxane

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

undecane-1,3-diol
6071-32-5

undecane-1,3-diol

Conditions
ConditionsYield
With methanol; sulfuric acid Heating;A n/a
B 70%
methanol
67-56-1

methanol

1,2-dibromomethane
74-95-3

1,2-dibromomethane

Dimethoxymethane
109-87-5

Dimethoxymethane

Conditions
ConditionsYield
With 4-vinylpyridine at 125℃; under 6000.6 Torr; for 2h;58%
methanol
67-56-1

methanol

Dimethoxymethane
109-87-5

Dimethoxymethane

Conditions
ConditionsYield
With oxygen at 139.84℃; under 760.051 Torr; Reagent/catalyst; Temperature; Time; Inert atmosphere;50%
With V(V) complex at 140℃; under 760.051 Torr; for 4h; Catalytic behavior; Temperature; Sealed tube; chemoselective reaction;9%
With oxygen; Mo12V3W1.2Cu1.2Sb0.5Ox at 200 - 350℃; Product distribution / selectivity; Gas phase;1.6%
methanol
67-56-1

methanol

Methyl formate
107-31-3

Methyl formate

Dimethoxymethane
109-87-5

Dimethoxymethane

Conditions
ConditionsYield
With cobalt(II) tetrafluoroborate hexahydrate; hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 80℃; under 60006 Torr; for 22h; Catalytic behavior; Reagent/catalyst; Schlenk technique; Autoclave;41%
methanol
67-56-1

methanol

chloroprene
126-99-8

chloroprene

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

2-chloro-3,3-dimethoxyprop-1-ene
16906-18-6

2-chloro-3,3-dimethoxyprop-1-ene

C

methoxymethanol
4461-52-3

methoxymethanol

D

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

Conditions
ConditionsYield
With ozone at -78℃; Further byproducts given;A 24 % Spectr.
B 40%
C 75 % Spectr.
D n/a
trans-4-tert-butylcyclohexanol
21862-63-5

trans-4-tert-butylcyclohexanol

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

bis(4-tert-butylcyclohexyloxy)methane

bis(4-tert-butylcyclohexyloxy)methane

C

trans-4-tert-butyl-O-(methoxymethyl)cyclohexanol
89726-87-4

trans-4-tert-butyl-O-(methoxymethyl)cyclohexanol

Conditions
ConditionsYield
Stage #1: chloromethyl methyl ether With 1H-imidazole In d7-N,N-dimethylformamide for 0.166667h;
Stage #2: trans-4-tert-butylcyclohexanol for 24h;
A n/a
B n/a
C 40%
methanol
67-56-1

methanol

2-chloro-3-methylbutadiene
1809-02-5

2-chloro-3-methylbutadiene

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

acetic acid methyl ester
79-20-9

acetic acid methyl ester

C

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

D

2-Chlor-3,3-dimethoxy-1-buten
108365-85-1

2-Chlor-3,3-dimethoxy-1-buten

Conditions
ConditionsYield
With ozone at -78℃; Further byproducts given. Yields of byproduct given;A n/a
B n/a
C n/a
D 39%
methanol
67-56-1

methanol

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

Methyl formate
107-31-3

Methyl formate

Conditions
ConditionsYield
With PHTHALIMAX S4 vanadia-titania catalyst; oxygen at 139.84℃; under 760.051 Torr; Inert atmosphere;A 38%
B n/a
at 150℃; for 18h; Product distribution;A 0.72 mmol
B 2.24 mmol
chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II) at 20℃; Product distribution; Further Variations:; Catalysts; Electrolysis;
methanol
67-56-1

methanol

A

formaldehyd
50-00-0

formaldehyd

B

Dimethoxymethane
109-87-5

Dimethoxymethane

C

Dimethyl ether
115-10-6

Dimethyl ether

Conditions
ConditionsYield
With oxygen at 169.84℃; under 760.051 Torr; Inert atmosphere;A n/a
B 30%
C n/a
With titanium(IV) oxide at 275℃;A 49 %Chromat.
B 7 %Chromat.
C 44 %Chromat.
With oxygen at 249.84℃; for 1.16667h; chemoselective reaction;
methanol
67-56-1

methanol

A

formaldehyd
50-00-0

formaldehyd

B

Dimethoxymethane
109-87-5

Dimethoxymethane

Conditions
ConditionsYield
With oxygen at 159.84℃; under 760.051 Torr; Temperature; Inert atmosphere;A n/a
B 28%
With oxygen; iron(II) molybdate at 200 - 250℃; Product distribution / selectivity; Gas phase;A n/a
B 1.4%
molecular sieve at 230℃; Product distribution; Mechanism; other alcohols; other catalysts;
methanol
67-56-1

methanol

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

Dimethyl ether
115-10-6

Dimethyl ether

Conditions
ConditionsYield
With oxygen at 169.84℃; under 760.051 Torr; Reagent/catalyst; Temperature; Inert atmosphere;A 28%
B n/a
With oxygen; molybdenum(VI) oxide at 215℃; Product distribution; Investigation of methanol conversion in contact with MoO3 in a flow reactor in helium as a carrier gas. Investigation of the effect of the oxygen partial pressure in the reactive gas and reaction time in the absence of oxygen.;
With 2,6-di-tert-butyl-pyridine; H5PV2Mo10O40; oxygen; silica gel at 179.85℃; Product distribution; Further Variations:; Reagents;
methanol
67-56-1

methanol

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

Dimethyl ether
115-10-6

Dimethyl ether

C

Methyl formate
107-31-3

Methyl formate

Conditions
ConditionsYield
With oxygen at 159.84℃; under 760.051 Torr; Reagent/catalyst; Temperature; Inert atmosphere;A 28%
B n/a
C n/a
With PHTHALIMAX S4 vanadia-titania catalyst; oxygen at 159.84℃; under 760.051 Torr; Inert atmosphere;A 17%
B n/a
C n/a
With silicomolybdic acid at 170℃; for 1h; Product distribution; other reagents, other organic oxygen-containing compounds;
methanol
67-56-1

methanol

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

Methyl formate
107-31-3

Methyl formate

C

carbon dioxide
124-38-9

carbon dioxide

Conditions
ConditionsYield
With phosphotungstic acid; platinum In water at 20℃; Product distribution; electrocatalytic oxidation of methanol investigated;A n/a
B 26%
C n/a
With phosphotungstic acid; platinum In water at 20℃; electrocatalytic oxidation;A n/a
B 26%
C n/a
With helium; water; oxygen at 24.9℃; under 757.6 Torr; Product distribution; gas phase fuel cell; variation of pressures;
1-hexadecene ozonide
81618-17-9

1-hexadecene ozonide

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

n-pentadecanal
2765-11-9

n-pentadecanal

C

Methyl formate
107-31-3

Methyl formate

D

palmitic acid
1002-84-2

palmitic acid

E

pentadecanoic acid methyl ester
7132-64-1

pentadecanoic acid methyl ester

F

1,1-dimethoxy-pentadecane
52517-73-4

1,1-dimethoxy-pentadecane

Conditions
ConditionsYield
In methanol at 90℃; for 6h; Mechanism; Product distribution; Kinetics; other solvents; other objects of study: energy data, velocity constant;A 19.6%
B 8.8%
C 21.3%
D 20.3%
E 2.2%
F 14.1%
butyl-[1,2,4]trioxolane
767-09-9

butyl-[1,2,4]trioxolane

methanol
67-56-1

methanol

A

pentanal
110-62-3

pentanal

B

Dimethoxymethane
109-87-5

Dimethoxymethane

C

Methyl formate
107-31-3

Methyl formate

D

methyl valerate
624-24-8

methyl valerate

E

1,1-dimethoxy-pentane
26450-58-8

1,1-dimethoxy-pentane

F

valeric acid
109-52-4

valeric acid

Conditions
ConditionsYield
at 90℃; for 6h; Product distribution; Thermodynamic data; Rate constant; other temperature, ΔS (excit.), ΔG (excit.), ΔH (excit.);A 2.8%
B 18.3%
C 20.4%
D 3.7%
E 18.4%
F 15.9%
butyl-[1,2,4]trioxolane
767-09-9

butyl-[1,2,4]trioxolane

A

formaldehyd
50-00-0

formaldehyd

B

pentanal
110-62-3

pentanal

C

Dimethoxymethane
109-87-5

Dimethoxymethane

D

Methyl formate
107-31-3

Methyl formate

E

1,1-dimethoxy-pentane
26450-58-8

1,1-dimethoxy-pentane

F

valeric acid
109-52-4

valeric acid

Conditions
ConditionsYield
In methanol at 90℃; for 6h; Mechanism; Product distribution;A 2.1%
B 2.8%
C 18.3%
D 20.4%
E 18.4%
F 15.9%
methanol
67-56-1

methanol

dichloromethane
75-09-2

dichloromethane

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

1-((2R,4S,5R)-4-Ethoxymethoxy-5-ethoxymethoxymethyl-tetrahydro-furan-2-yl)-5-trifluoromethyl-1H-pyrimidine-2,4-dione
93298-60-3

1-((2R,4S,5R)-4-Ethoxymethoxy-5-ethoxymethoxymethyl-tetrahydro-furan-2-yl)-5-trifluoromethyl-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With sodium hydroxide at 140℃;A n/a
B 19%
methanol
67-56-1

methanol

di-n-butyloxymethane
2568-90-3

di-n-butyloxymethane

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

1-butoxy-1-methoxymethane
76050-97-0

1-butoxy-1-methoxymethane

C

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
at 160 - 180℃; reagiert analog mit Decylalkohol;
methanol
67-56-1

methanol

formaldehyde-[bis-(2-methyl-butyl)-acetal]
412013-41-3

formaldehyde-[bis-(2-methyl-butyl)-acetal]

Dimethoxymethane
109-87-5

Dimethoxymethane

Conditions
ConditionsYield
With hydrogenchloride
methanol
67-56-1

methanol

dichloromethane
75-09-2

dichloromethane

Dimethoxymethane
109-87-5

Dimethoxymethane

Conditions
ConditionsYield
With sodium hydroxide at 100 - 125℃; unter Druck;
With sodium hydroxide at 100 - 125℃; unter Druck;
methanol
67-56-1

methanol

bis(bromomethyl) ether
4497-29-4

bis(bromomethyl) ether

Dimethoxymethane
109-87-5

Dimethoxymethane

methanol
67-56-1

methanol

Chloromethyl acetate
625-56-9

Chloromethyl acetate

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

acetic acid methyl ester
79-20-9

acetic acid methyl ester

Conditions
ConditionsYield
at 50℃;
Dimethoxymethane
109-87-5

Dimethoxymethane

2,2-Dimethyl-1,3-propanedithiol
53555-42-3

2,2-Dimethyl-1,3-propanedithiol

5,5-Dimethyl-1,3-dithiane
60311-39-9

5,5-Dimethyl-1,3-dithiane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate100%
With boron trifluoride diethyl etherate; acetic acid In chloroform for 0.5h; Heating;100%
88.7%
With trifluoroborane diethyl ether; acetic acid In chloroform
Dimethoxymethane
109-87-5

Dimethoxymethane

D,L-1,2,4-butanetriol
3068-00-6

D,L-1,2,4-butanetriol

(1,3-dioxan-4-yl)methanol
4728-06-7

(1,3-dioxan-4-yl)methanol

Conditions
ConditionsYield
100%
Dimethoxymethane
109-87-5

Dimethoxymethane

2,2-diethyl-1,3-propanedithiol
56472-17-4

2,2-diethyl-1,3-propanedithiol

5,5-Diethyl-1,3-dithiane
134434-07-4

5,5-Diethyl-1,3-dithiane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate100%
With boron trifluoride diethyl etherate; acetic acid In chloroform for 0.5h; Heating;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

2-(hydroxymethyl)butane-1,4-diol
6482-32-2

2-(hydroxymethyl)butane-1,4-diol

5-(2-hydroxyethyl)-1,3-dioxane
115430-92-7

5-(2-hydroxyethyl)-1,3-dioxane

Conditions
ConditionsYield
100%
Dimethoxymethane
109-87-5

Dimethoxymethane

3-Phenylpropenol
104-54-1

3-Phenylpropenol

γ-Phenyl-allylalkohol-methoxy-methylether
88738-40-3, 91970-13-7

γ-Phenyl-allylalkohol-methoxy-methylether

Conditions
ConditionsYield
With toluene-4-sulfonic acid; lithium bromide for 0.75h; Ambient temperature;100%
With 12-tungstophosphoric acid immobilized on [bmim][FeCl4] at 75 - 82℃; for 0.00555556h; Microwave irradiation;98%
With 1-butyl-3-methylimidazolium tetrachloroindate for 0.025h; Microwave irradiation; chemoselective reaction;97%
With tin(IV)octabromotetraphenylporphyrinato trifluoromethanesulfonate at 20℃; for 0.0833333h;95%
Dimethoxymethane
109-87-5

Dimethoxymethane

diethyl (2R,3R)-tartrate
87-91-2

diethyl (2R,3R)-tartrate

(+)-(2R,3R)-diethyl 2,3-bismethoxymethoxybutanedioate
100449-52-3

(+)-(2R,3R)-diethyl 2,3-bismethoxymethoxybutanedioate

Conditions
ConditionsYield
With phosphorus pentaoxide In chloroform for 2.5h; Ambient temperature;100%
With phosphorus pentoxide In dichloromethane for 5h; Ambient temperature;100%
With phosphorus pentoxide In chloroform for 2h; Alkylation;97%
With phosphorus pentoxide In dichloromethane96%
With phosphorus pentoxide In dichloromethane
Dimethoxymethane
109-87-5

Dimethoxymethane

1-Methylsulfanyl-4-phenyl-1-(toluene-4-sulfonyl)-butan-2-ol
107536-00-5

1-Methylsulfanyl-4-phenyl-1-(toluene-4-sulfonyl)-butan-2-ol

1-(2-Methoxymethoxy-1-methylsulfanyl-4-phenyl-butane-1-sulfonyl)-4-methyl-benzene
107536-02-7

1-(2-Methoxymethoxy-1-methylsulfanyl-4-phenyl-butane-1-sulfonyl)-4-methyl-benzene

Conditions
ConditionsYield
With phosphorus pentoxide In chloroform for 1h; Ambient temperature;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

2-Methylsulfanyl-1-phenyl-2-(toluene-4-sulfonyl)-ethanol
107536-13-0

2-Methylsulfanyl-1-phenyl-2-(toluene-4-sulfonyl)-ethanol

1-(2-Methoxymethoxy-1-methylsulfanyl-2-phenyl-ethanesulfonyl)-4-methyl-benzene
107536-05-0

1-(2-Methoxymethoxy-1-methylsulfanyl-2-phenyl-ethanesulfonyl)-4-methyl-benzene

Conditions
ConditionsYield
With phosphorus pentoxide In chloroform for 1h; Ambient temperature;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

2β-bromo-1α,3β-dihydroxycycloheptane
74676-69-0

2β-bromo-1α,3β-dihydroxycycloheptane

2β-bromo-1α,3β-bis(methoxymethoxy)-cycloheptane
74676-70-3

2β-bromo-1α,3β-bis(methoxymethoxy)-cycloheptane

Conditions
ConditionsYield
With phosphorus pentoxide In dichloromethane100%
Dimethoxymethane
109-87-5

Dimethoxymethane

2,3-Bis-methoxymethoxy-succinic acid diethyl ester
100449-52-3

2,3-Bis-methoxymethoxy-succinic acid diethyl ester

Conditions
ConditionsYield
With phosphorus pentoxide100%
Dimethoxymethane
109-87-5

Dimethoxymethane

benzyl alcohol
100-51-6

benzyl alcohol

benzyl methoxymethyl ether
31600-55-2

benzyl methoxymethyl ether

Conditions
ConditionsYield
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide at 20℃; for 1h;100%
zirconium(IV) chloride at 20℃; for 1h;97%
With tin(IV)octabromotetraphenylporphyrinato trifluoromethanesulfonate at 20℃; for 0.0833333h;97%
Dimethoxymethane
109-87-5

Dimethoxymethane

diethyl (2R,3R)-tartrate
87-91-2

diethyl (2R,3R)-tartrate

trans-(4R,5R)-1,3-dioxolane-4,5-dicarboxylic acid diethyl ester
21154-13-2, 60077-28-3, 70561-17-0

trans-(4R,5R)-1,3-dioxolane-4,5-dicarboxylic acid diethyl ester

Conditions
ConditionsYield
With 3 A molecular sieve; Amberlyst 15 ion-exchange resin In ethyl acetate for 24h; Heating;100%
With boron trifluoride diethyl etherate In Isopropyl acetate100%
Dimethoxymethane
109-87-5

Dimethoxymethane

3-hydroxy-5-phenylisoxazole
939-05-9

3-hydroxy-5-phenylisoxazole

2-Methoxymethyl-5-phenyl-isoxazol-3-one

2-Methoxymethyl-5-phenyl-isoxazol-3-one

Conditions
ConditionsYield
With phosphorus pentoxide In dichloromethane at 20℃; for 2h;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

3,3'-Dimethyl-biphenyl-2,2'-dithiol
190841-64-6

3,3'-Dimethyl-biphenyl-2,2'-dithiol

4,8-Dimethyl-5,7-dithia-dibenzo[a,c]cycloheptene

4,8-Dimethyl-5,7-dithia-dibenzo[a,c]cycloheptene

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane for 12h; Ambient temperature;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

(1RS,2RS,3SR,4RS,5RS)-1-[(benzyloxy)methyl]-2-endo,4-endo-dibromo-8-oxabicyclo[3.2.1]oct-6-en-3-endo-ol

(1RS,2RS,3SR,4RS,5RS)-1-[(benzyloxy)methyl]-2-endo,4-endo-dibromo-8-oxabicyclo[3.2.1]oct-6-en-3-endo-ol

(1RS,2SR,3SR,4SR,5RS)-1-[(benzyloxy)methyl]-2-endo,4-endo-dibromo-3-(methoxymethoxy)-8-oxabicyclo[3.2.1]oct-6-ene

(1RS,2SR,3SR,4SR,5RS)-1-[(benzyloxy)methyl]-2-endo,4-endo-dibromo-3-(methoxymethoxy)-8-oxabicyclo[3.2.1]oct-6-ene

Conditions
ConditionsYield
With phosphorus pentoxide at 20℃; for 0.166667h;100%
With phosphorus pentoxide In dichloromethane at 20℃;89%
Dimethoxymethane
109-87-5

Dimethoxymethane

diethyl (2S,3S)-tartrate
13811-71-7

diethyl (2S,3S)-tartrate

diethyl (2S,3S)-2,3-di-O-methoxymethyl-tartrate
159593-22-3

diethyl (2S,3S)-2,3-di-O-methoxymethyl-tartrate

Conditions
ConditionsYield
With phosphorus pentoxide In dichloromethane100%
With phosphorus pentoxide In dichloromethane for 3h;100%
With phosphorus pentoxide In chloroform for 2h; Alkylation;84%
With phosphorus pentoxide In dichloromethane
With phosphorus pentoxide In dichloromethane at 0℃; for 10h; Inert atmosphere;
Dimethoxymethane
109-87-5

Dimethoxymethane

(1R,4S,5S,6S)-6-Hydroxy-4,5-bis-methoxymethoxy-6-triisopropylsilanyloxymethyl-cyclohex-2-ene-1,2-dicarboxylic acid dimethyl ester

(1R,4S,5S,6S)-6-Hydroxy-4,5-bis-methoxymethoxy-6-triisopropylsilanyloxymethyl-cyclohex-2-ene-1,2-dicarboxylic acid dimethyl ester

(3aS,4R,7S,7aS)-7-Methoxymethoxy-3a-triisopropylsilanyloxymethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-4,5-dicarboxylic acid dimethyl ester

(3aS,4R,7S,7aS)-7-Methoxymethoxy-3a-triisopropylsilanyloxymethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-4,5-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With phosphorus pentoxide at 0℃; Condensation; Cyclization;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

C28H25NO8
347377-80-4

C28H25NO8

C29H25NO8
347377-82-6

C29H25NO8

Conditions
ConditionsYield
With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate at 0 - 20℃; for 12h;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

methyl (2R,3S)-2,3-dihydroxy-3-phenylpropanoate
122743-18-4

methyl (2R,3S)-2,3-dihydroxy-3-phenylpropanoate

(4R,5S)-5-Phenyl-[1,3]dioxolane-4-carboxylic acid methyl ester

(4R,5S)-5-Phenyl-[1,3]dioxolane-4-carboxylic acid methyl ester

Conditions
ConditionsYield
With phosphorus pentoxide In dichloromethane for 1h;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

(2R,3S)-2,3-Dihydroxy-butyric acid methyl ester
117406-91-4

(2R,3S)-2,3-Dihydroxy-butyric acid methyl ester

(4S,5R)-5-Methyl-[1,3]dioxolane-4-carboxylic acid methyl ester

(4S,5R)-5-Methyl-[1,3]dioxolane-4-carboxylic acid methyl ester

Conditions
ConditionsYield
With phosphorus pentoxide In dichloromethane for 1h;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

(R)-2,3-dihydroxy-2-methyl-propionic acid methyl ester
147501-89-1

(R)-2,3-dihydroxy-2-methyl-propionic acid methyl ester

(R)-4-Methyl-[1,3]dioxolane-4-carboxylic acid methyl ester

(R)-4-Methyl-[1,3]dioxolane-4-carboxylic acid methyl ester

Conditions
ConditionsYield
With phosphorus pentoxide In dichloromethane for 1h;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

(2R,3S)-4-Benzyloxy-2,3-dihydroxy-butyric acid methyl ester
401479-91-2

(2R,3S)-4-Benzyloxy-2,3-dihydroxy-butyric acid methyl ester

(4R,5S)-5-Benzyloxymethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

(4R,5S)-5-Benzyloxymethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

Conditions
ConditionsYield
With phosphorus pentoxide In dichloromethane for 1h;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

(-)-(2S)-5-benzenesulfonyl-1-tosyloxy-pent-3-ene-2-ol
435286-39-8

(-)-(2S)-5-benzenesulfonyl-1-tosyloxy-pent-3-ene-2-ol

(+)-(2S)-5-benzenesulfonyl-2-methoxymethoxy-1-tosyloxy-pent-3-ene
527729-31-3

(+)-(2S)-5-benzenesulfonyl-2-methoxymethoxy-1-tosyloxy-pent-3-ene

Conditions
ConditionsYield
With phosphorus pentoxide In chloroform at 20℃; for 1h;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

(2S)-2-hydroxy-1,4-bis<(methansulfonyl)oxy>butane
5055-10-7

(2S)-2-hydroxy-1,4-bis<(methansulfonyl)oxy>butane

(S)-1,4-di-O-mesyl-O-(methoxymethyl)-1,2,4-butanetriol
532983-45-2

(S)-1,4-di-O-mesyl-O-(methoxymethyl)-1,2,4-butanetriol

Conditions
ConditionsYield
With phosphorus pentoxide In chloroform at 20℃; for 0.75h;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

1-chloro-4-[(methoxymethoxy)methyl]benzene
1200-16-4

1-chloro-4-[(methoxymethoxy)methyl]benzene

Conditions
ConditionsYield
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide at 20℃; for 1.2h;100%
With zirconyl triflate at 20℃; for 0.166667h; neat (no solvent); chemoselective reaction;100%
With 12-tungstophosphoric acid immobilized on [bmim][FeCl4] at 75 - 82℃; for 0.00555556h; Microwave irradiation;98%
Dimethoxymethane
109-87-5

Dimethoxymethane

Ergosterol
57-87-4

Ergosterol

O-methoxymethyl-ergosterol
95307-27-0

O-methoxymethyl-ergosterol

Conditions
ConditionsYield
With phosphorus pentoxide100%
With phosphorus pentoxide at 20℃; for 1h;89%
Dimethoxymethane
109-87-5

Dimethoxymethane

ethyl 4,7-dihydro-4β,7β-ethano-2H-isoindole-1-carboxylate
200353-88-4

ethyl 4,7-dihydro-4β,7β-ethano-2H-isoindole-1-carboxylate

bis(3-ethoxycarbonyl-4,7-dihydro-4,7-ethano-2H-isoindol-1-yl)methane
663905-19-9

bis(3-ethoxycarbonyl-4,7-dihydro-4,7-ethano-2H-isoindol-1-yl)methane

Conditions
ConditionsYield
With sulfuric acid In dichloromethane; acetic acid at 20℃; for 1h;100%
1-(3-bromo-4-hydroxyphenyl)-acetone
655237-87-9

1-(3-bromo-4-hydroxyphenyl)-acetone

Dimethoxymethane
109-87-5

Dimethoxymethane

1-[3-bromo-4-(methoxymethoxy)phenyl]acetone
873804-36-5

1-[3-bromo-4-(methoxymethoxy)phenyl]acetone

Conditions
ConditionsYield
With phosphorus pentoxide In toluene at -5 - 5℃; for 17h; Product distribution / selectivity;100%
Dimethoxymethane
109-87-5

Dimethoxymethane

2,4,6-trihydroxyacetophenone
480-66-0

2,4,6-trihydroxyacetophenone

2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone
65490-09-7

2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone

Conditions
ConditionsYield
Stage #1: Dimethoxymethane With acetyl chloride; zinc dibromide In dichloromethane at 20 - 30℃; for 3.5h;
Stage #2: 2,4,6-trihydroxyacetophenone With N-ethyl-N,N-diisopropylamine In dichloromethane at 5 - 10℃;
100%
Stage #1: Dimethoxymethane With acetyl chloride; zinc dibromide at 20℃; for 2h; Inert atmosphere;
Stage #2: 2,4,6-trihydroxyacetophenone With diisopropylamine In dichloromethane for 3h; Inert atmosphere; Cooling with ice; regioselective reaction;
50%
Stage #1: Dimethoxymethane With acetyl chloride; zinc dibromide In dichloromethane at 20℃; for 3.5h;
Stage #2: 2,4,6-trihydroxyacetophenone With N-ethyl-N,N-diisopropylamine In dichloromethane at 5℃;
Dimethoxymethane
109-87-5

Dimethoxymethane

(2,6-dibromo-3,5-dihydroxyphenyl)(3,5-dichloro-2-hydroxy-6-methoxy-4-methylphenyl)methanone
1258391-68-2

(2,6-dibromo-3,5-dihydroxyphenyl)(3,5-dichloro-2-hydroxy-6-methoxy-4-methylphenyl)methanone

(2,6-dibromo-3,5-bis(methoxymethoxy)phenyl)(3,5-dichloro-2-hydroxy-6-methoxy-4-methylphenyl)methanone
1258391-78-4

(2,6-dibromo-3,5-bis(methoxymethoxy)phenyl)(3,5-dichloro-2-hydroxy-6-methoxy-4-methylphenyl)methanone

Conditions
ConditionsYield
With phosphorus pentoxide at 20℃; for 3h;100%

Dimethoxymethane Standards and Recommendations

OSHA PEL: TWA 1000 ppm
ACGIH TLV: TWA 1000 ppm
DFG MAK: 1000 ppm (3200 mg/m3)
DOT Classification:  3; Label: Flammable Liquid

Dimethoxymethane Analytical Methods

For occupational chemical analysis use NIOSH: Methylal, 1611.

Dimethoxymethane Specification

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 .

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,

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