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Basic Information
CAS No.: 149-73-5
Name: Trimethoxymethane
Molecular Structure:
Molecular Structure of 149-73-5 (Trimethoxymethane)
Formula: C4H10O3
Molecular Weight: 106.122
Synonyms: Methyl orthoformate;Orthoformic acid trimethyl ester;Orthoformic acid methyl ester;Orthomravencan methylnaty;Methylester kyseliny orthomravenci;
EINECS: 205-745-7
Density: 0.93 g/cm3
Melting Point: -53 °C
Boiling Point: 104 °C at 760 mmHg
Flash Point: 15.6 °C
Solubility: water: 10 g/L (hydrolysis)
Appearance: Colorless transparent liquid
Hazard Symbols: FlammableF,IrritantXi
Risk Codes: 11-36
Safety: 9-16-26-29
Transport Information: UN 3272 3/PG 2
PSA: 27.69000
LogP: 0.20920
Synthetic route
67-56-1

methanol

75-25-2

Bromoform

149-73-5

trimethyl orthoformate

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

Bromoform

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%
67-56-1

methanol

15755-09-6

formimidomethylester hydrochloride

149-73-5

trimethyl orthoformate

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

Dimethyl ether

107-31-3

Methyl formate

149-73-5

trimethyl orthoformate

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

methanol

74-90-8

hydrogen cyanide

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
941-98-0

1'-naphthacetophenone

A

75-25-2

Bromoform

B

2459-24-7

methyl 1-naphthoate

C

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
100-06-1

1-(4-methoxyphenyl)ethanone

A

75-25-2

Bromoform

B

121-98-2

methyl 4-methoxybenzoate

C

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
122-00-9

para-methylacetophenone

A

99-75-2

4-methyl-benzoic acid methyl ester

B

75-25-2

Bromoform

C

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
67-56-1

methanol

98-86-2

acetophenone

A

93-58-3

benzoic acid methyl ester

B

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
98-86-2

acetophenone

A

93-58-3

benzoic acid methyl ester

B

75-25-2

Bromoform

C

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
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Chemistry

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-  

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.
 

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

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.