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Methyl formate

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Name

Methyl formate

EINECS 203-481-7
CAS No. 107-31-3 Density 0.92 g/cm3
PSA 26.30000 LogP 0.42510
Solubility 300 g/L (20 °C) Melting Point -100 °C
Formula C2H4O2 Boiling Point 26 °C at 760 mmHg
Molecular Weight 60.0526 Flash Point ?16°F
Transport Information UN 1243 3/PG 1 Appearance colourless liquid
Safety 9-16-24-26-33 Risk Codes 12-20/22-36/37
Molecular Structure Molecular Structure of 107-31-3 (Methyl formate) Hazard Symbols HighlyF+,HarmfulXn
Synonyms

Methanoicacid methyl ester;Methyl methanoate;Formiate de methyle;Methylformiaat;Methylformiat;

Article Data 567

Methyl formate Synthetic route

109-87-5

Dimethoxymethane

A

115-10-6

Dimethyl ether

B

107-31-3

Methyl formate

Conditions
ConditionsYield
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;
201230-82-2

carbon monoxide

A

67-56-1

methanol

B

64-17-5

ethanol

C

107-31-3

Methyl formate

D

107-21-1

ethylene glycol

Conditions
ConditionsYield
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;
67-56-1

methanol

96-26-4

dihydroxyacetone

107-31-3

Methyl formate

Conditions
ConditionsYield
With Cu/Al2O3; dihydrogen peroxide In chloroform at 50℃; for 24h; Reagent/catalyst; Solvent;84%
67-56-1

methanol

64-18-6

formic acid

107-31-3

Methyl formate

Conditions
ConditionsYield
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%
67-56-1

methanol

201230-82-2

carbon monoxide

A

50-00-0

formaldehyd

B

64-17-5

ethanol

C

107-31-3

Methyl formate

Conditions
ConditionsYield
With hydrogen In N,N-dimethyl-formamide at 160℃; under 30003 Torr; for 8h; Inert atmosphere; Autoclave;
67-56-1

methanol

201230-82-2

carbon monoxide

A

50-00-0

formaldehyd

B

107-31-3

Methyl formate

C

124-38-9

carbon dioxide

Conditions
ConditionsYield
With hydrogen In N,N-dimethyl-formamide at 160℃; under 30003 Torr; for 8h; Inert atmosphere; Autoclave;
67-56-1

methanol

124-38-9

carbon dioxide

107-31-3

Methyl formate

Conditions
ConditionsYield
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;
79-22-1

methyl chloroformate

107-31-3

Methyl formate

Conditions
ConditionsYield
With ammonium chloride; lithium hexamethyldisilazane In tetrahydrofuran; ethyl acetate91%
115-10-6

Dimethyl ether

201230-82-2

carbon monoxide

A

67-56-1

methanol

B

107-31-3

Methyl formate

C

79-20-9

acetic acid methyl ester

D

64-19-7

acetic acid

Conditions
ConditionsYield
With 25 wt.percent Heteropoly acids supported on SBA-15 In ethanol at 200℃; under 11251.1 Torr; for 1.5h;
67-56-1

methanol

50-00-0

formaldehyd

107-31-3

Methyl formate

Conditions
ConditionsYield
With oxygen In water at 20℃; Reagent/catalyst; Irradiation;16%

Methyl formate Chemical Properties

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

Methyl formate Toxicity Data With Reference

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,

Methyl formate Consensus Reports

Reported in EPA TSCA Inventory.

Methyl formate Safety Profile

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:HighlyF+; HarmfulXn
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.

Methyl formate Standards and Recommendations

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 Specification

 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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