Product Name

  • Name

    Trimethoxymethane

  • EINECS 205-745-7
  • CAS No. 149-73-5
  • Article Data40
  • CAS DataBase
  • Density 0.93 g/cm3
  • Solubility water: 10 g/L (hydrolysis)
  • Melting Point -53 °C
  • Formula C4H10O3
  • Boiling Point 104 °C at 760 mmHg
  • Molecular Weight 106.122
  • Flash Point 15.6 °C
  • Transport Information UN 3272 3/PG 2
  • Appearance Colorless transparent liquid
  • Safety 9-16-26-29
  • Risk Codes 11-36
  • Molecular Structure Molecular Structure of 149-73-5 (Trimethoxymethane)
  • Hazard Symbols FlammableF,IrritantXi
  • Synonyms Methyl orthoformate;Orthoformic acid trimethyl ester;Orthoformic acid methyl ester;Orthomravencan methylnaty;Methylester kyseliny orthomravenci;
  • PSA 27.69000
  • LogP 0.20920

Synthetic route

methanol
67-56-1

methanol

Bromoform
75-25-2

Bromoform

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With sodium at 30℃; for 4h;100%
Bromoform
75-25-2

Bromoform

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);100%
With methanol; sodium at 30℃; for 4h; Product distribution; electrolysis (Pt-anode, Cu-Zn (60:40) cathode, 220 mA/cm2 constant current); reaction with NaBr/CH3OH;100%
methanol
67-56-1

methanol

formimidomethylester hydrochloride
15755-09-6

formimidomethylester hydrochloride

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
at 40 - 45℃; for 5h; Temperature; Large scale;95%
With benzene
Dimethyl ether
115-10-6

Dimethyl ether

Methyl formate
107-31-3

Methyl formate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With boron trifluoride In Hexadecane at 110℃; for 12h; Autoclave;90%
methanol
67-56-1

methanol

hydrogen cyanide
74-90-8

hydrogen cyanide

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
Stage #1: methanol; hydrogen cyanide With hydrogenchloride In cyclohexane; water at -15 - 35℃; Large scale;
Stage #2: In cyclohexane; water at 50 - 60℃; for 24h; pH=3 - 4; Solvent; Large scale;
89.7%
Stage #1: hydrogen cyanide With hydrogenchloride In methanol; mineral oil at -10 - 30℃; for 2.33333h; Large scale;
Stage #2: methanol In mineral oil at 32 - 55℃; for 4h; Concentration; Temperature; Large scale;
87.5%
With hydrogenchloride
1'-naphthacetophenone
941-98-0

1'-naphthacetophenone

A

Bromoform
75-25-2

Bromoform

B

methyl 1-naphthoate
2459-24-7

methyl 1-naphthoate

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A n/a
B 88%
C n/a
1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

A

Bromoform
75-25-2

Bromoform

B

methyl 4-methoxybenzoate
121-98-2

methyl 4-methoxybenzoate

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A n/a
B 85%
C n/a
para-methylacetophenone
122-00-9

para-methylacetophenone

A

4-methyl-benzoic acid methyl ester
99-75-2

4-methyl-benzoic acid methyl ester

B

Bromoform
75-25-2

Bromoform

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A 83%
B n/a
C n/a
methanol
67-56-1

methanol

acetophenone
98-86-2

acetophenone

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With sodium bromide at 30℃; Product distribution; Mechanism; electrolysis; other electrolytes, electrodes, other substrates;A 74%
B n/a
With sodium bromide at 30℃; electrolysis: Pt anode, brass cathode;A 74%
B n/a
acetophenone
98-86-2

acetophenone

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

Bromoform
75-25-2

Bromoform

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; for 4h; Product distribution; Mechanism; electrolysis (Pt-anode, Cu-Zn (60:40) cathode, 220 mA/cm2 constant current); other electrolyte, other electrolyte-to-substrate ratio, other material of electrodes;A 74%
B n/a
C 15%
With methanol; sodium bromide at 30℃; for 4h; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A 74%
B n/a
C n/a
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

methanol
67-56-1

methanol

A

2-methoxy-1,3-dioxolane
19693-75-5

2-methoxy-1,3-dioxolane

B

4-methoxy-1,3-dioxolane
109620-95-3

4-methoxy-1,3-dioxolane

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With tris (2,4-dibromophenyl)amine; sodium methylate; lithium perchlorate at 40℃; electrochem. oxidation;A 70.8%
B 4.4%
C 7%
With potassium hydroxide; tris (2,4-dibromophenyl)amine; lithium perchlorate at 40℃; electrochem. oxidation;A 55.8%
B 7.9%
C 17.7%
trifluoromethan
75-46-7

trifluoromethan

sodium methylate
124-41-4

sodium methylate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
In diethylene glycol dimethyl ether at 120℃; under 2585.81 Torr; for 24h; Solvent;70%
methanol
67-56-1

methanol

chloroform
67-66-3

chloroform

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With sodium hydroxide; 1,8-bis(dimethylamino)-1,6-dioxaoctane In dichloromethane67%
With sodium hydroxide; 1,2-bis-(2-dimethylamino-ethoxy)-ethane In dichloromethane Product distribution; other phase-transfer catalysts, other alcohols;67%
With sodium
3-methyl-butan-2-one
563-80-4

3-methyl-butan-2-one

A

Bromoform
75-25-2

Bromoform

B

Methyl isobutyrate
547-63-7

Methyl isobutyrate

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A n/a
B 67%
C n/a
hexyl-methyl-ketone
111-13-7

hexyl-methyl-ketone

A

Bromoform
75-25-2

Bromoform

B

2,2-dimethoxy-3-octanol
19841-72-6

2,2-dimethoxy-3-octanol

C

methyl heptanoate
106-73-0

methyl heptanoate

D

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A n/a
B 29%
C 62%
D n/a
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A n/a
B 29%
C 62%
D n/a
1-Phenylbut-1-en-3-one
122-57-6

1-Phenylbut-1-en-3-one

A

Bromoform
75-25-2

Bromoform

B

methyl cinnamate
103-26-4

methyl cinnamate

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A n/a
B 61%
C n/a
methanol
67-56-1

methanol

(methoxymethylidene)dimethylammonium methyl sulfate
21511-55-7, 34643-89-5

(methoxymethylidene)dimethylammonium methyl sulfate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With Methyl formate 1) 16h, 2) 4h, 40 deg C;50%
methanol
67-56-1

methanol

trifluoromethan
75-46-7

trifluoromethan

A

sodium formate
141-53-7

sodium formate

B

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With sodium hydroxide at 120℃; under 2585.81 Torr; for 24h;A 35%
B 15%
Chlorodifluoromethane
75-45-6

Chlorodifluoromethane

sodium methylate
124-41-4

sodium methylate

A

difluoromethyl methyl ether
359-15-9

difluoromethyl methyl ether

B

trimethyl orthoformate
149-73-5

trimethyl orthoformate

methanol
67-56-1

methanol

dimethoxycarbene
40480-72-6

dimethoxycarbene

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
In acetonitrile at 20℃; Rate constant;
methanol
67-56-1

methanol

3,3-dimethoxydiazirine
114980-39-1

3,3-dimethoxydiazirine

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
at 11.6℃; Thermodynamic data; ΔH;
In pentane at 20℃; Rate constant; Irradiation; primary kinetic isotope effect;
3,3-dimethoxydiazirine
114980-39-1

3,3-dimethoxydiazirine

A

1,1,2,2-tetramethoxyethylene
1069-12-1

1,1,2,2-tetramethoxyethylene

B

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol In pentane at 25℃; Product distribution; thermal decomposition also in presence of water (methanol absent);
Methyl formate
107-31-3

Methyl formate

3,3-dimethyl-2-butanone dimethyl ketal
62038-48-6

3,3-dimethyl-2-butanone dimethyl ketal

A

3,3-dimethyl-butan-2-one
75-97-8

3,3-dimethyl-butan-2-one

B

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With hydrogenchloride In methanol at 25℃; Equilibrium constant;
Methyl formate
107-31-3

Methyl formate

A

methoxyoxirane
57346-02-8

methoxyoxirane

B

Methoxyacetone
5878-19-3

Methoxyacetone

C

2,4-dimethoxy-1,3-dioxacyclopentane

2,4-dimethoxy-1,3-dioxacyclopentane

D

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
at -15 - 20℃; for 1.5h; Irradiation; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;
chloroform
67-66-3

chloroform

sodium methylate
124-41-4

sodium methylate

A

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

B

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With N,N-dimethyl-formamide In methanolA 48 % Chromat.
B 38 % Chromat.
chloroform
67-66-3

chloroform

sodium methylate
124-41-4

sodium methylate

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

B

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
A 91 % Chromat.
B 3 % Chromat.
chloroform
67-66-3

chloroform

sodium methylate
124-41-4

sodium methylate

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

carbon monoxide
201230-82-2

carbon monoxide

B

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
for 0.5h; Mechanism; methanol presence;
N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

A

tertamethylammonium iodide
75-58-1

tertamethylammonium iodide

B

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

C

methyl iodide
74-88-4

methyl iodide

D

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With iodine Product distribution;A 12.8 g
B 5.2 g
C 1.4 g
D 6.7 g
methanol
67-56-1

methanol

Chlorodifluoromethane
75-45-6

Chlorodifluoromethane

A

difluoromethyl methyl ether
359-15-9

difluoromethyl methyl ether

B

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With sodium methylate at 25℃; for 2h; Product distribution; Further Variations:; Temperatures; Reagents;
furfural
98-01-1

furfural

trimethyl orthoformate
149-73-5

trimethyl orthoformate

2-furaldehyde dimethyl acetal
1453-62-9

2-furaldehyde dimethyl acetal

Conditions
ConditionsYield
With Yb(III)-coordinated adamantane-based porous polymer In methanol at 20℃; for 12h; Catalytic behavior; Reagent/catalyst;100%
indium(III) triflate In dichloromethane at 20℃; for 0.0833333h;99%
With cerium triflate In methanol at 20℃; for 0.0333333h;99%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

4-(dimethoxymethyl)phenol
59276-27-6

4-(dimethoxymethyl)phenol

Conditions
ConditionsYield
With lithium tetrafluoroborate In methanol for 0.333333h; Heating;100%
With Decaborane In methanol at 20℃; for 0.0666667h;85%
With methanol; tetra-N-butylammonium tribromide at 20℃; for 2h;25%
salicylaldehyde
90-02-8

salicylaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

2-(dimethoxymethyl)phenol
24396-24-5

2-(dimethoxymethyl)phenol

Conditions
ConditionsYield
With lithium tetrafluoroborate In methanol for 0.666667h; Heating;100%
With Decaborane In methanol at 20℃; for 0.0666667h;99%
With triethylamine In methanol; tetrachloromethane at 0 - 20℃; for 3h;86%
acetophenone
98-86-2

acetophenone

trimethyl orthoformate
149-73-5

trimethyl orthoformate

acetophenone dimethyl acetal
4316-35-2

acetophenone dimethyl acetal

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol Heating;100%
With lithium tetrafluoroborate In methanol for 5h; Heating;99%
With cerium triflate In methanol at 20℃; for 0.5h;98%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

3-methoxy-but-2-enoic acid ethyl ester
3510-99-4

3-methoxy-but-2-enoic acid ethyl ester

Conditions
ConditionsYield
With hydrogenchloride In methanol100%
With hydrogenchloride In methanol100%
Stage #1: ethyl acetoacetate; trimethyl orthoformate With sulfuric acid at 20℃; for 18h;
Stage #2: With potassium carbonate for 0.5h;
38%
Stage #1: ethyl acetoacetate; trimethyl orthoformate With sulfuric acid at 20℃; for 18h;
Stage #2: With potassium carbonate for 0.5h;
38%
benzaldehyde
100-52-7

benzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With [Sc2(C4O4)3]n In tetrachloromethane at 60℃; for 1h;100%
With lithium tetrafluoroborate In methanol for 0.5h; Heating;100%
indium(III) triflate In dichloromethane at 20℃; for 0.0833333h;99%
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

1,1-dimethoxy-1-(4-bromophenyl)methane
24856-58-4

1,1-dimethoxy-1-(4-bromophenyl)methane

Conditions
ConditionsYield
Yb-Amberlyst XN-1010 In dichloromethane100%
With Yb(III)-coordinated adamantane-based porous polymer In methanol at 20℃; for 12h; Catalytic behavior; Reagent/catalyst;100%
With amberlyst-15 In acetonitrile for 2.5h; electroosmos;99.7%
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

trimethyl orthoformate
149-73-5

trimethyl orthoformate

1,1-dimethoxy-1-(4-nitrophenyl)ethane
53577-98-3

1,1-dimethoxy-1-(4-nitrophenyl)ethane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol for 72h;100%
With toluene-4-sulfonic acid In methanol at 20℃;95%
With toluene-4-sulfonic acid In methanol at 20℃; for 48h;58%
trimethyl orthoformate
149-73-5

trimethyl orthoformate

(E/Z)-3,7-dimethyl-2,6-octadienal
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

citral dimethyl acetal
7549-37-3

citral dimethyl acetal

Conditions
ConditionsYield
With lithium tetrafluoroborate In methanol for 0.333333h; Heating;100%
With cerium triflate In methanol at 20℃; for 0.0833333h;99%
With cerium(III) chloride at 0℃; for 4h; Inert atmosphere;78%
With erbium(III) chloride In methanol
Octanal
124-13-0

Octanal

trimethyl orthoformate
149-73-5

trimethyl orthoformate

1,1-dimethoxyoctane
10022-28-3

1,1-dimethoxyoctane

Conditions
ConditionsYield
With lithium tetrafluoroborate In methanol for 0.5h; Heating;100%
With cerium triflate In methanol at 20℃; for 0.0166667h;95%
With Pd(PhCN)2(OTf)2 at 20℃; for 0.333333h; Inert atmosphere;90%
1,3-dithiol-2-thione
930-35-8

1,3-dithiol-2-thione

trimethyl orthoformate
149-73-5

trimethyl orthoformate

2-methylsulfanyl-2H-1,3-dithiole-2-ylium tetrafluoroborate

2-methylsulfanyl-2H-1,3-dithiole-2-ylium tetrafluoroborate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In chloroform100%
piperonal
120-57-0

piperonal

trimethyl orthoformate
149-73-5

trimethyl orthoformate

5-(dimethoxymethyl)benzo[d][1,3]dioxole
59259-90-4

5-(dimethoxymethyl)benzo[d][1,3]dioxole

Conditions
ConditionsYield
With lithium tetrafluoroborate In methanol for 0.833333h; Heating;100%
With Montmorillonite K 10 In methanol for 72h; Ambient temperature;99%
With camphorsulfonic acid In methanol at 20℃; for 60h; Inert atmosphere;99%
6-bromo-3,4-methylenedioxybenzaldehyde
15930-53-7

6-bromo-3,4-methylenedioxybenzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

6-bromobenzo-1,3-dioxole-5-carboxaldehyde dimethyl acetal
74879-22-4

6-bromobenzo-1,3-dioxole-5-carboxaldehyde dimethyl acetal

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol; benzene at 25℃; for 1h;100%
In methanol; benzene at 80℃; for 8h; Inert atmosphere; Schlenk technique;100%
With montmorillonite k-10 at 20℃; Inert atmosphere;98%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

trimethyl orthoformate
149-73-5

trimethyl orthoformate

ethyl (2E)-3-methoxy-2-butenoate
22157-27-3

ethyl (2E)-3-methoxy-2-butenoate

Conditions
ConditionsYield
With hydrogenchloride In methanol100%
With hydrogenchloride In methanol; water96%
acid93%
With sulfuric acid; calcium chloride at 0 - 25℃; Inert atmosphere;74%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

3,4,5-trimethoxybenzaldehyde dimethyl acetal
59276-37-8

3,4,5-trimethoxybenzaldehyde dimethyl acetal

Conditions
ConditionsYield
With montmorillonite K10 In methanol at 40℃; for 18h; Inert atmosphere;100%
With camphorsulfonic acid In methanol at 20℃; for 60h; Inert atmosphere;99%
Stage #1: 3,4,5-trimethoxy-benzaldehyde; trimethyl orthoformate With ammonium chloride In methanol for 3h; Inert atmosphere; Reflux;
Stage #2: With triethylamine In methanol at 20℃; for 0.0833333h;
99%
1,2,3,4-tetrahydronaphthalen-2-one
530-93-8

1,2,3,4-tetrahydronaphthalen-2-one

trimethyl orthoformate
149-73-5

trimethyl orthoformate

3-methoxy-1,2-dihydronaphthalene
40815-23-4

3-methoxy-1,2-dihydronaphthalene

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20 - 60℃; for 16h;100%
93%
With toluene-4-sulfonic acid for 8h; Ambient temperature;87%
In benzene1.15 g (75%)
acetophenone
98-86-2

acetophenone

trimethyl orthoformate
149-73-5

trimethyl orthoformate

benzeneacetic acid methyl ester
101-41-7

benzeneacetic acid methyl ester

Conditions
ConditionsYield
With lithium perchlorate; methyl iodide Ambient temperature; anodic oxidation at constant current;100%
With poly[4-(diacetoxyiodo)styrene]; sulfuric acid In acetonitrile at 60℃; for 0.5h;80%
With lead(IV) acetate; perchloric acid at 50℃; for 2h;46%
With LiCO4*H2O; methyl iodide Product distribution; Mechanism; Ambient temperature; anodic oxidation at constatnt current;
1-phenyl-propan-1-one
93-55-0

1-phenyl-propan-1-one

trimethyl orthoformate
149-73-5

trimethyl orthoformate

2-phenylpropionic acid methyl ester
31508-44-8

2-phenylpropionic acid methyl ester

Conditions
ConditionsYield
With lithium perchlorate; methyl iodide Ambient temperature; anodic oxidation at constant current;100%
With sulfuric acid; N-methyl-N-[3-(4-diacetoxyiodo)phenoxy-1-propyl]pyrrolidinium 4-methylbenzenesulfonate at 60℃; for 3h; Inert atmosphere;99%
With trifluorormethanesulfonic acid; [bis(acetoxy)iodo]benzene In methanol; Cyclooctan at 50℃; for 0.0335h;98%
ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

o-anisaldehyde dimethyl acetal
58378-33-9

o-anisaldehyde dimethyl acetal

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol at 32℃;100%
With camphor-10-sulfonic acid In methanol at 20℃; for 60h;100%
In methanol at 20℃; for 1h; Inert atmosphere;100%
ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

o-bromobenzaldehyde dimethyl acetal
35849-09-3

o-bromobenzaldehyde dimethyl acetal

Conditions
ConditionsYield
Stage #1: trimethyl orthoformate With montmorillonite K10 Clay at 20℃; for 0.333333h;
Stage #2: ortho-bromobenzaldehyde at 20℃;
100%
With toluene-4-sulfonic acid In methanol at 20℃; for 2h; Inert atmosphere;96%
With p-toluenesulfonic acid monohydrate In methanol at 100℃; for 12h; Inert atmosphere;95%
2-Bromo-2'-acetonaphthone
613-54-7

2-Bromo-2'-acetonaphthone

trimethyl orthoformate
149-73-5

trimethyl orthoformate

2-bromo-1,1-dimethoxy-1-(2-naphthyl)ethane
70891-59-7

2-bromo-1,1-dimethoxy-1-(2-naphthyl)ethane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol for 2h; Heating;100%
With hydrogenchloride In methanol for 24h; Ambient temperature;81%
With toluene-4-sulfonic acid In methanol for 3h; Yield given;
4'-Bromopropiophenone
10342-83-3

4'-Bromopropiophenone

trimethyl orthoformate
149-73-5

trimethyl orthoformate

methyl 2-(4-bromophenyl)propanoate
83636-46-8

methyl 2-(4-bromophenyl)propanoate

Conditions
ConditionsYield
With lithium perchlorate; methyl iodide Ambient temperature; anodic oxidation at constant current;100%
With trifluorormethanesulfonic acid; [bis(acetoxy)iodo]benzene at 20℃; for 24h;76%
With lead(IV) acetate; perchloric acid at 50℃; for 2h;65%
With lead(IV) acetate; perchloric acid at 50℃; for 2h; Yield given;
3,4-diformylfuran
7040-25-7

3,4-diformylfuran

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Furan-3,4-dicarboxaldehyde bis
77161-53-6

Furan-3,4-dicarboxaldehyde bis

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol at 35℃; for 20h;100%
4-Ethoxycarbonylmethyl-1,3-dithiole-2-thione
55436-24-3

4-Ethoxycarbonylmethyl-1,3-dithiole-2-thione

trimethyl orthoformate
149-73-5

trimethyl orthoformate

4-(ethoxycarbonylmethyl)-2-methylthio-1,3-dithiolium tetrafluoroborate

4-(ethoxycarbonylmethyl)-2-methylthio-1,3-dithiolium tetrafluoroborate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In chloroform100%
3,3-dimethyl acrylaldehyde
107-86-8

3,3-dimethyl acrylaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

3-methyl-but-2-enal dimethyl acetal
31525-65-2

3-methyl-but-2-enal dimethyl acetal

Conditions
ConditionsYield
With indium(III) triflate In methanol at 20℃; for 0.5h;100%
With ammonium nitrate In methanol for 8h; Ambient temperature;63%
(2,6,6-trimethyl-1-cyclohexen-1-yl)acetaldehyde
472-66-2

(2,6,6-trimethyl-1-cyclohexen-1-yl)acetaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Dimethoxy-2',2' ethyl-2 trimethyl-1,3,3 cyclohexene-1
86558-53-4

Dimethoxy-2',2' ethyl-2 trimethyl-1,3,3 cyclohexene-1

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol for 24h; Ambient temperature;100%
(2E,4S,5R)-4,6-diacetoxy-5-hydroxy-2(E)-hexenal
29581-05-3

(2E,4S,5R)-4,6-diacetoxy-5-hydroxy-2(E)-hexenal

trimethyl orthoformate
149-73-5

trimethyl orthoformate

(2E,4S,5R)-4,6-diacetoxy-5-hydroxy-2-hexenal dimethyl acetal
136011-37-5

(2E,4S,5R)-4,6-diacetoxy-5-hydroxy-2-hexenal dimethyl acetal

Conditions
ConditionsYield
With 3 A molecular sieve; toluene-4-sulfonic acid In methanol at 0℃; for 1h;100%
2-bromo-4,5-dimethoxybenzaldehyde
5392-10-9

2-bromo-4,5-dimethoxybenzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

2-bromo-4,5-dimethoxybenzaldehyde dimethyl acetal
70461-33-5

2-bromo-4,5-dimethoxybenzaldehyde dimethyl acetal

Conditions
ConditionsYield
Stage #1: 2-bromo-4,5-dimethoxybenzaldehyde; trimethyl orthoformate; toluene-4-sulfonic acid In methanol for 3h; Heating / reflux;
Stage #2: With sodium methylate In methanol
100%
With toluene-4-sulfonic acid In methanol for 3h; Reflux;100%
With toluene-4-sulfonic acid In methanol for 16h; Reflux; Inert atmosphere;100%

Trimethoxymethane Chemical Properties

Product Name: Trimethoxymethane
CAS No: 149-73-5
Formula: C4H10O3
Molecular Weight: 106.12
Appearance: Colorless liquid
mp : -53 °C 
bp : 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
Water Solubility : 10 g/L (hydrolysis)
Sensitive : Moisture Sensitive 
IUPAC: trimethoxymethane 
Product Categories: straight chain compounds;Orthoesters 
Synonyms: Methyl orthoformate ; Tmof ; Orthoformic acid trimethyl ester ; Trimethyl-o-formate ; Trimethoxymethane ; Ch(och3)3 ; Methane,trimethoxy-  

Trimethoxymethane Toxicity Data With Reference

Ingestion: The toxicological properties of this substance have not been fully investigated. Expected to be a low ingestion hazard. Causes gastrointestinal tract irritation.
Inhalation: Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Vapors may cause dizziness or suffocation.
Skin: Causes mild skin irritation.
Eyes: Causes moderate eye irritation. The toxicological properties of this material have not been fully investigated.
Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers.
 

Trimethoxymethane Safety Profile

Hazard Codes: IrritantXiFlammableF
Risk Statements: 11-36 
R11: Highly flammable
R36: Irritating to eyes
Safety Statements: 9-16-26-29 
S9: Keep container in a well-ventilated place 
S16: Keep away from sources of ignition
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S29:  Do not empty into drains
RIDADR: UN 3272 3/PG 2
WGK Germany: 1
RTECS: RM6650000
HazardClass: 3
PackingGroup: II
HS Code: 29159080

Trimethoxymethane Specification

Fire Fighting:Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Will burn if involved in a fire. Use water spray to keep fire-exposed containers cool. Containers may explode in the heat of a fire. Extinguishing media: For small fires, use dry chemical, carbon dioxide, water spray or alcohol-resistant foam. For large fires, use water spray, fog, or alcohol-resistant foam. Do NOT use water directly on fire. Use water spray to cool fire-exposed containers. Water may be ineffective. Do NOT use straight streams of water.
Personal Protection:Eyes: Wear chemical goggles. Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear a chemical apron. Wear appropriate protective clothing to prevent skin exposure.
 

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