Methyl formate

Base Information

• Chemical Name: Methyl formate
• CAS No.: 107-31-3
• Deprecated CAS: 1053659-55-4,1173023-73-8,1196157-81-9,1173023-73-8
• Molecular Formula: C2H4O2
• Molecular Weight: 60.0526
• Hs Code.: 2915 13 00
• European Community (EC) Number: 203-481-7
• ICSC Number: 0664
• UN Number: 1243
• UNII: 1MPH591FTG
• DSSTox Substance ID: DTXSID5025609
• Nikkaji Number: J4.064I
• Wikipedia: Methyl_formate
• Wikidata: Q422779
• Metabolomics Workbench ID: 130066
• ChEMBL ID: CHEMBL295026
• Mol file: 107-31-3.mol

Synonyms:methyl formate;methyl formate, 18O-methyl ester-labeled;methyl formate, formic-18O-acid-O-methyl-labeled;methyl formate, hydride

Chemical Property of Methyl formate

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 32.91 psi ( 55 °C)
• Melting Point: -100 °C
• Refractive Index: n20/D 1.343(lit.)
• Boiling Point: 26 °C at 760 mmHg
• Flash Point: ?16°F
• PSA: 26.30000
• Density: 0.92 g/cm³
• LogP: 0.42510
• Storage Temp.: Flammables area
• Solubility.: 300g/l
• Water Solubility.: 300 G/L (20 ºC)
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 60.021129366
• Heavy Atom Count: 4
• Complexity: 18
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Methyl Formate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F+,Xn
• Hazard Codes: F+,Xn
• Statements: 12-20/22-36/37
• Safety Statements: 9-16-24-26-33

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: COC=O
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and respiratory tract. The substance may cause effects on the central nervous system. Exposure far above the OEL could cause lowering of consciousness.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.
• Description: Methyl formate is the methyl ester form of formic acid.It has a rather pleasant odor. It is an aromatic compound found in apples (Neubeller and Buchloh, 1986), and was identified as a volatile constituent in brewed, roasted, and dried coffee (Lovell et al., 1980); it has also been detected in the volatiles of chicken, beef, and pork flavor (Shahidi et al., 1986). Methyl formate is used primarily to manufacture formamide, dimethylformamide, and formic acid. It is also used as a solvent for quick-drying finishes such as lacquers and in organic synthesis. Other uses include use as a larvicide for tobacco and food crops, in the manufacture of certain pharmaceuticals, and as a blowing agent for foam insulation. It was formerly used as a refrigerant for house appliances.
• Physical properties: Clear, colorless, mobile liquid with a pleasant, etheral odor. An odor threshold concentration of 130 ppmv was reported by Nagata and Takeuchi (1990).
• Uses: Methyl formate is used as a fumigant, as alarvicide for food crops, and as a solvent forcellulose acetate. Methyl formate is used primarily to manufacture formamide, dimethyl formamide, 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. Foam Supplies, Inc. has trademarked Ecomate, which is used as a blowing agent for foam insulation, as a replacement for CFC, HCFC, or HFCs, with zero ozone depletion potential and < 25 global warming potential. A historical use of methyl formate, which sometimes brings it attention, was in refrigeration. Before the introduction of less-toxic refrigerants, methyl formate was used as an alternative to sulfur dioxide in domestic refrigerators, such as some models of the famous GE Monitor Top. Owners of methyl formate refrigerators should keep in mind that, even though they operate below atmospheric pressure, if evidence of a leak develops, they should take measures to avoid exposure to the ether-smelling liquid and vapor. Fumigant and larvicide for tobacco and food crops. Fire hazard is avoided by use with CO2.

Technology Process of Methyl formate

There total 524 articles about Methyl formate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 44.0%

1-(2-methoxyvinyl)benzene (4747-15-3) + acenaphthene quinone (82-86-0) → 1,8-Naphthalic anhydride (81-84-5) + Methyl formate (107-31-3) + benzaldehyde (100-52-7)

Guidance literature:

With ozone; In dichloromethane; at -70 ℃; Mechanism; other vinyl ethers;

DOI:10.1021/jo00023a026

Reference yield: 20.4%

butyl-[1,2,4]trioxolane (767-09-9) + methanol (67-56-1) → pentanal (110-62-3) + Dimethoxymethane (109-87-5) + Methyl formate (107-31-3) + methyl valerate (624-24-8) + 1,1-dimethoxy-pentane (26450-58-8) + valeric acid (109-52-4)

Guidance literature:

at 90 ℃; for 6h; Product distribution; Thermodynamic data; Rate constant; other temperature, ΔS (excit.), ΔG (excit.), ΔH (excit.);

Reference yield: 19.6%

1-hexadecene ozonide (81618-17-9) → Dimethoxymethane (109-87-5) + n-pentadecanal (2765-11-9) + Methyl formate (107-31-3) + palmitic acid (1002-84-2) + pentadecanoic acid methyl ester (7132-64-1) + 1,1-dimethoxy-pentadecane (52517-73-4)

Guidance literature:

In methanol; at 90 ℃; for 6h; Mechanism; Product distribution; Kinetics; other solvents; other objects of study: energy data, velocity constant;

upstream raw materials:

succinic acid anhydride

Dichloromethyl methyl ether

(E)-3-Ureido-but-2-enoic acid ethyl ester

methanol

Downstream raw materials:

N-Formylpiperidine

N-Benzylpiperidine

piperazine-1-carbaldehyde

N,N'-diformylpiperazine

Refernces

• 1、 Kaminski, Piotr,Ziolek, Maria. "Surface and catalytic properties of Ce-, Zr-, Au-, Cu-modified SBA-15". . p. 249 - 262. Retrieved 2014.
• 2、 Shikada, Tsutomu,Yagita, Hiroshi,Fujimoto, Kaoru,Tominaga, Hiro-o. "VAPOR PHASE CARBONYLATION OF METHYL ACETATE, METHANOL, AND DIMETHYL ETHER WITH MOLYBDENUM-ACTIVE CARBON CATALYST". . p. 547 - 550. Retrieved 1985.
• 3、 Seki, Yasuhiro,Mizuno, Noritaka,Misono, Makoto. "Chemical species active for selective oxygenation of methane with hydrogen peroxide catalyzed by vanadium-containing compounds". . p. 1195 - 1196. Retrieved 1998.
• 4、 Murdanoto,Sakai,Sembiring,Tani,Kato. "Ester synthesis by NAD(+)-dependent dehydrogenation of hemiacetal: production of methyl formate by cells of methylotrophic yeasts.". . p. 1391 - 1393. Retrieved 1997.
• 5、 Ulagappan,Frei. "Redox chemistry of gaseous reactants inside photoexcited FeAlPO4 molecular sieve". . p. 490 - 496. Retrieved 2000.
• 6、 Kroecher, Oliver,Koeppel, Rene A.,Baiker, Alfons. "Highly active ruthenium complexes with bidentate phosphine ligands for the solvent-free catalytic synthesis of N,N-dimethylformamide and methyl formate". . p. 453 - 454. Retrieved 1997.
• 7、 Li, Meilan,Long, Yan,Deng, Zhiyong,Zhang, Hua,Yang, Xiangui,Wang, Gongying. "Ruthenium trichloride as a new catalyst for selective production of dimethoxymethane from liquid methanol with molecular oxygen as sole oxidant". . p. 46 - 48. Retrieved 2015.
• 8、 Iglesia,Liu. "Selective oxidation of dimethylether to formaldehyde on small molybdenum oxide domains". . p. 1 - 5. Retrieved 2002.
• 9、 Wang, Yuchun,Zheng, Huayan,Li, Zhong,Xie, Kechang. "Investigation of the interaction between Cu(acac)2 and NH4Y in the preparation of chlorine-free CuY catalysts for the oxidative carbonylation of methanol to a fuel additive". . p. 102323 - 102331. Retrieved 2015.
• 10、 Janin, Yves Louis,Chiki, Jaouad,Legraverend, Michel,Huel, Christiane,Bisagni, Emile. "On the methylation of 3-cyano-6-hydroxypyridine-2(1H)-ones". . p. 12797 - 12804. Retrieved 1999.