Conditions | Yield |
---|---|
With titanium(IV) fluoride In chloroform-d1; dichloromethane at 24.84℃; for 48h; | |
With calcined hydrogen type ferrierite base having a silica-alumina ratio is 10: 1 at 150℃; under 15001.5 Torr; Reagent/catalyst; Temperature; Pressure; Inert atmosphere; | |
With MCC-22 at 90℃; under 750.075 Torr; Temperature; Pressure; Reagent/catalyst; Autoclave; Industrial scale; | |
With H-type MCM-22 In water at 90℃; under 750.075 Torr; Reagent/catalyst; Temperature; Pressure; |
carbon monoxide
A
methanol
B
ethanol
C
Methyl formate
D
ethylene glycol
Conditions | Yield |
---|---|
With hydrogen In various solvent(s) at 300℃; under 1471020 Torr; Further byproducts given; | |
With hydrogen; dicobalt octacarbonyl; dodecacarbonyl-triangulo-triruthenium; tris(1-methylethyl)phosphine In toluene at 270℃; under 1520000 Torr; for 1h; Yield given. Yields of byproduct given; | |
With 2-hydroxypyridin; hydrogen; acetylacetonatodicarbonylrhodium(l) In various solvent(s) at 230℃; under 1499480 Torr; for 4.5h; Further byproducts given. Title compound not separated from byproducts; | A 284 mmol B 191 mmol C 52 mmol D 1000 mmol |
With 1-(pyridine-2-yl)ethanol; hydrogen; acetylacetonatodicarbonylrhodium(l) In various solvent(s) at 230℃; under 1499480 Torr; for 4.5h; Further byproducts given. Title compound not separated from byproducts; | A 284 mmol B 191 mmol C 52 mmol D 1000 mmol |
With hydrogen; dodecacarbonyltetrarhodium(0) In tetrahydrofuran at 230℃; under 1800 Torr; for 1h; Yield given. Further byproducts given. Yields of byproduct given; |
Conditions | Yield |
---|---|
With Cu/Al2O3; dihydrogen peroxide In chloroform at 50℃; for 24h; Reagent/catalyst; Solvent; | 84% |
Conditions | Yield |
---|---|
With sulfuric acid In water for 4h; Reflux; | 80% |
With (triphenylphosphine)gold(I) chloride; oxygen; silver(I) triflimide In dichloromethane-d2 at 25℃; for 12h; | 55% |
methanol
carbon monoxide
A
formaldehyd
B
ethanol
C
Methyl formate
Conditions | Yield |
---|---|
With hydrogen In N,N-dimethyl-formamide at 160℃; under 30003 Torr; for 8h; Inert atmosphere; Autoclave; |
methanol
carbon monoxide
A
formaldehyd
B
Methyl formate
C
carbon dioxide
Conditions | Yield |
---|---|
With hydrogen In N,N-dimethyl-formamide at 160℃; under 30003 Torr; for 8h; Inert atmosphere; Autoclave; |
Conditions | Yield |
---|---|
Stage #1: carbon dioxide With phenylsilane In N,N-dimethyl acetamide at 50℃; under 22502.3 Torr; for 4h; pH=Ca. 1.2; Autoclave; Stage #2: methanol In N,N-dimethyl acetamide Pressure; Temperature; Reagent/catalyst; | 100% |
With hydrogen; HCO2Ru3(CO)10 at 125℃; under 12928.7 Torr; for 24h; Product distribution; other catalysts, various reaction conditions; | |
With hydrogen; HCO2Ru3(CO)10 at 125℃; under 12928.7 Torr; for 24h; Yield given; |
Conditions | Yield |
---|---|
With ammonium chloride; lithium hexamethyldisilazane In tetrahydrofuran; ethyl acetate | 91% |
Dimethyl ether
carbon monoxide
A
methanol
B
Methyl formate
C
acetic acid methyl ester
D
acetic acid
Conditions | Yield |
---|---|
With 25 wt.percent Heteropoly acids supported on SBA-15 In ethanol at 200℃; under 11251.1 Torr; for 1.5h; |
Conditions | Yield |
---|---|
With oxygen In water at 20℃; Reagent/catalyst; Irradiation; | 16% |
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% |
(formoxymethyl)dimethylmethoxysilane
A
Methyl formate
B
2,2,5,5-tetramethyl-1,4-dioxa-2,5-disilacyclohexane
Conditions | Yield |
---|---|
With tetrabutoxytitanium at 120℃; under 270.027 Torr; for 7h; Inert atmosphere; | A 55 mmol B 42% |
Conditions | Yield |
---|---|
With (PdO)n loaded on TiO2 In water at 20℃; Irradiation; Inert atmosphere; | A 6.1% B 6.7% |
Conditions | Yield |
---|---|
With sodium sulfide In benzene at 80℃; under 75006 Torr; for 1h; Product distribution; Further Variations:; Reagents; Solvents; Temperatures; Pressures; | 85% |
sodium methylate at 84 - 160℃; under 71257.1 - 112511 Torr; Product distribution / selectivity; | 52% |
potassium methanolate at 72 - 100℃; under 71257.1 - 94509.5 Torr; Product distribution / selectivity; | 47.6% |
Conditions | Yield |
---|---|
Cu(II)-TSM at 400℃; Product distribution; investigation of activities of various catalysts for the dehydrogenation; various temperatures; | A 80% B 6.7% |
With hydrogen at 230℃; under 760.051 Torr; | A n/a B 3.5% |
at 350℃; Leiten ueber MgO+CdO+Cr2O3; |
carbon monoxide
A
propan-1-ol
B
ethanol
C
Methyl formate
D
ethylene glycol
Conditions | Yield |
---|---|
With 2-hydroxypyridin; hydrogen; acetylacetonatodicarbonylrhodium(l) In various solvent(s) at 230℃; under 1499480 Torr; for 4.5h; Further byproducts given. Title compound not separated from byproducts; | A 121 mmol B 191 mmol C 52 mmol D 1000 mmol |
carbon monoxide
A
ethanol
B
Methyl formate
C
propyl methanoate
D
ethylene glycol
Conditions | Yield |
---|---|
With 2-hydroxypyridin; hydrogen; acetylacetonatodicarbonylrhodium(l) In various solvent(s) at 230℃; under 1499480 Torr; for 4.5h; Further byproducts given. Title compound not separated from byproducts; | A 191 mmol B 52 mmol C 29 mmol D 1000 mmol |
methanol
ethylene glycol
A
Dimethyl oxalate
B
glycolide
C
glycolic acid methyl ester
D
ethylene glycol monoformate
E
Methyl formate
F
ethylene glycol glycolate
G
oxalic acid
Conditions | Yield |
---|---|
Stage #1: methanol; ethylene glycol With oxygen at 90℃; under 3750.38 Torr; for 5h; Autoclave; Stage #2: glycolic acid ; magnesium glycolate In methanol at 80℃; for 2h; Autoclave; |
Conditions | Yield |
---|---|
With hydrogen-type ferrierite (Si/Al = 10) at 150℃; under 15001.5 Torr; Reagent/catalyst; Temperature; Pressure; | |
With oxygen In water at 30 - 150℃; Reagent/catalyst; Irradiation; |
methanol
formaldehyd
A
Dimethoxymethane
B
Dimethyl ether
C
Methyl formate
Conditions | Yield |
---|---|
With amberlyst-15; MCM-22 In water at 90℃; under 750.075 Torr; Reagent/catalyst; Temperature; Pressure; |
Conditions | Yield |
---|---|
With lithium tetrafluoroborate; carbonyl hydridoformate bis[2-(diisopropylphosphino)ethyl]amine iron(II) In ethyl acetate for 4.41667h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique; Sealed tube; Reflux; | 99% |
With oxygen at 249.84℃; for 2h; Reagent/catalyst; Temperature; Flow reactor; | 74% |
With oxygen at 80℃; Catalytic behavior; Temperature; Reagent/catalyst; Gas phase; | 62% |
Conditions | Yield |
---|---|
With nitrogen; oxygen at 240℃; Conversion of starting material; | A 14.72% B 84.96% C 0.26% |
With nitrogen; oxygen at 239.84℃; Conversion of starting material; | A 19.5% B 79.9% C 1.6% |
With nitrogen; oxygen at 239.84℃; Conversion of starting material; | A 22.1% B 76.3% C 1.5% |
Dimethoxymethane
A
methanol
B
Methyl formate
C
methoxymethyl formate
D
carbonic acid dimethyl ester
Conditions | Yield |
---|---|
With N-hydroxyphthalimide; oxygen; chlorobenzene; silica gel In acetonitrile under 60006 Torr; for 2h; Product distribution / selectivity; | |
With N-hydroxyphthalimide; oxygen; chlorobenzene; 2 molepercent solid CuO In acetonitrile under 60006 Torr; for 2h; Product distribution / selectivity; | |
With N-hydroxyphthalimide; oxygen; chlorobenzene; 2percentCuNi-org/SiO2 In acetonitrile at 100℃; under 30003 Torr; for 3h; Product distribution / selectivity; |
methanol
carbon monoxide
A
Methyl formate
B
carbon dioxide
C
carbonic acid dimethyl ester
Conditions | Yield |
---|---|
With oxygen at 119.84℃; under 760.051 Torr; Reagent/catalyst; Flow reactor; |
Conditions | Yield |
---|---|
With oxygen In water Reagent/catalyst; Irradiation; | 13.2% |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
With (PdO)n loaded on TiO2 In water Irradiation; Inert atmosphere; | A 6% B 6.4% |
Molecular Structure of Methyl formate (CAS NO.107-31-3):
IUPAC Name: methyl formate
CAS No.: 107-31-3
EINECS: 203-481-7
Molecular Formula: C2H4O2
Molecular Weight: 60.05 g/mol
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 26.3 Å2
Index of Refraction: 1.328
Molar Refractivity: 13.24 cm3
Molar Volume: 65.2 cm3
Surface Tension: 21.3 dyne/cm
Enthalpy of Vaporization: 27.92 kJ/mol
Vapour Pressure: 732 mmHg at 25°C
Melting Point: -100 °C
Density: 0.92 g/cm3
Boiling Point: 26 °C at 760 mmHg
Product Categories: Refrigerants; Organics; Analytical Chemistry; Solvents for HPLC & Spectrophotometry; Solvents for Spectrophotometry; Fatty Acid Methyl Esters (GC Standard); Standard Materials for GC
The chemical synonymous: Formiate de methyle ; Formiatedemethyle ; Formiatedemethyle(French) ; Hcooch3 ; Methyl ester of formic acid ; Methyle(formiatede) ; Methyle(formiatede)(French) ; Methylester Kyseliny Mravenci
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | skin | > 20mL/kg (20mL/kg) | National Technical Information Service. Vol. OTS0556689, | |
mouse | LD50 | oral | 675mg/kg (675mg/kg) | National Technical Information Service. Vol. OTS0556689, | |
rabbit | LD50 | oral | 1622mg/kg (1622mg/kg) | Industrial Medicine and Surgery. Vol. 41, Pg. 31, 1972. | |
rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | National Technical Information Service. Vol. OTS0556797, | |
rat | LC50 | inhalation | 5200mg/m3/4H (5200mg/m3) | National Technical Information Service. Vol. OTS0556791, | |
rat | LD50 | oral | 475mg/kg (475mg/kg) | National Technical Information Service. Vol. OTS0556689, | |
rat | LD50 | skin | > 4gm/kg (4000mg/kg) | National Technical Information Service. Vol. OTS0556791, |
Reported in EPA TSCA Inventory.
Moderately toxic by ingestion. Inhalation of vapor can cause irritation to nasal passages and conjunctiva, optic neuritis, narcosis, retching, and death from pulmonary irritation. Industrial fatalities have occurred only with exposure to high concentrations. Flammable liquid. Very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. Explosive in the form of vapor when exposed to heat or flame. Reacts with methanol + sodium methoxide to form an explosive product. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:F+; Xn
Risk Statements:
R12 Extremely flammable.
R20/22 Harmful by inhalation and if swallowed.
R36/37 Irritating to eyes and respiratory system.
Safety Statements:
S9 Keep container in a well-ventilated place.
S16 Keep away from sources of ignition - No smoking.
S24 Avoid contact with skin.
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S33 Take precautionary measures against static discharges.
OSHA PEL: TWA 100 ppm; STEL 150 ppm
ACGIH TLV: TWA 100 ppm; STEL 150 ppm
DFG MAK: 50 ppm (120 mg/m3)
DOT Classification: 3; Label: Flammable Liquid
Methyl formate (CAS NO.107-31-3) is the methyl ester of formic acid. The simplest example of an ester, it is a clear liquid with an ethereal odor, high vapor pressure and low surface tension.In the laboratory, it can be produced by the condensation reaction of methanol and formic acid, as follows:
HCOOH + CH3OH → HCOOCH3 + H2O
Industrial Methyl formate , however, is usually produced by the combination of methanol and carbon monoxide (carbonylation) in the presence of a strong base, such as sodium methoxide:
CH3OH + CO → HCOOCH3
It is used primarily to manufacture formamide, dimethylformamide, and formic acid. Because of its high vapor pressure, it is used for quick-drying finishes. It is also used as an insecticide and to manufacture certain pharmaceuticals. Under the trademark Ecomate, it is now used a a blowing agent for foam insulation, as a replacement for CFC, HCFC, or HFCs, with zero ozone depletion potential and zero global warming potential.
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