| Identification | More | [Name]
Methyl 2-furoate | [CAS]
611-13-2 | [Synonyms]
2-FURANCARBOXYLIC ACID METHYL ESTER
2-FUROIC ACID METHYL ESTER
2-METHYLFUROATE
FEMA 2703
FURAN-2-CARBOXYLIC ACID METHYL ESTER
FURANCARBOXYLIC ACID METHYL ESTER
MEFAT
METHYL 2-FURANCARBOXYLATE
METHYL 2-FUROATE
METHYL FURAN-2-CARBOXYLATE
METHYL PYROMUCATE
PYROMUCIC ACID METHYL ESTER
RARECHEM AL BF 0007
Furan-alpha-carboxylic acid methyl ester
furan-alpha-carboxylicacidmethylester
Methyl alpha-furoate
METHYL 2-FUROATE 98+%
2-FURANCARBOXYLIC ACID METHYL ESTER 99+%
2-Furanecarboxylicacidmethylester
Methyl furan-2-carboxylate, Methyl pyromucate | [EINECS(EC#)]
210-254-6 | [Molecular Formula]
C6H6O3 | [MDL Number]
MFCD00003236 | [Molecular Weight]
126.11 | [MOL File]
611-13-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless to light yellow liqui | [Boiling point ]
181 °C (lit.) | [density ]
1.179 g/mL at 25 °C(lit.)
| [FEMA ]
2703 | [refractive index ]
n20/D 1.487(lit.)
| [Fp ]
164 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Liquid | [color ]
Clear pale yellow to brown | [Odor]
fruity, mushroom-like odor | [biological source]
synthetic | [Odor Type]
fungal | [Water Solubility ]
slightly soluble | [Sensitive ]
Lachrymatory | [Detection Methods]
GC,NMR | [JECFA Number]
746 | [Merck ]
14,4307 | [BRN ]
111110 | [LogP]
0.99 | [Uses]
Solvent, organic synthesis. | [CAS DataBase Reference]
611-13-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Methyl 2-furoate(611-13-2) | [EPA Substance Registry System]
611-13-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R21/22:Harmful in contact with skin and if swallowed .
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 2810 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
LV1950000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29321900 | [Safety Profile]
Poison by
intraperitoneal route. A skin irritant and
lachrymator. When heated to decomposition
it emits acrid smoke and irritating fumes. |
| Hazard Information | Back Directory | [Description]
Methyl 2-furoate has a pleasant, fruity odor similar to mushroom,
fungus or tobacco with a sweet, tart, fruity taste that is quite heavy.
May be prepared from 2-furoic acid in methanol solution in the
presence of HCL as catalyst (oxidation or Carmizzaro reaction). | [Chemical Properties]
Colorless to light yellow liqui | [Chemical Properties]
Methyl furoate has a pleasant, fruity odor similar to mushroom, fungus or tobacco with a sweet, tart, fruity taste that
is quite heavy | [Occurrence]
Reported found in cranberry, guava, baked potato, raisin, papaya, blackberry, baked potato, tomato, cognac,
coffee, filbert, peanut, cocoa, passion fruit, almonds, tamarind, soursop, dried bonito, kiwifruit, mountain papaya, wild rice, okra,
grape brandy and roasted hazelnut. | [Definition]
ChEBI: Methyl 2-Furancarboxylate is a carboxylic ester. It is functionally related to a 2-furoic acid. | [Preparation]
From 2-furoic acid in methanol solution in the presence of HCl as catalyst (oxidation or Carmizzaro reaction) | [Aroma threshold values]
Aroma characteristics at 1.0%: musty, sweet caramel, fruity, cocoa, bready and slightly rubbery. | [Taste threshold values]
Taste characteristics at 20 ppm: brothy, yeasty, caramellic and burnt with a sweet bready, acetoin, buttery nuance | [Synthesis Reference(s)]
Chemical and Pharmaceutical Bulletin, 37, p. 3225, 1989 DOI: 10.1248/cpb.37.3225 | [General Description]
Methyl 2-furoate has been identified as one of the volatile flavor compounds in tequila, okra, berrycactus and black currant juice. | [Synthesis]
To a Schlenk tube equipped with a magnetic stirring bar, furoic acid (0.3 mmol), dimethyl malonate (1.8 mmol), KBr (0.09 mmol) and DMF (2 mL) were added sequentially. The reaction mixture was stirred at the set temperature for 12 hours. After the reaction was completed, the mixture was cooled to room temperature. The reaction solution was poured into ethyl acetate, washed with water and extracted with ethyl acetate. The organic phases were combined, dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by fast column chromatography (eluent: petroleum ether or mixed solvent of petroleum ether/ethyl acetate) to obtain high purity methyl 2-furoate. | [storage]
Store at -20°C | [References]
[1] Tetrahedron, 2015, vol. 71, # 48, p. 9067 - 9072 |
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