Product Name

  • Name

    Methyl 2-furoate

  • EINECS 210-254-6
  • CAS No. 611-13-2
  • Article Data158
  • CAS DataBase
  • Density 1.145 g/cm3
  • Solubility slightly soluble in water
  • Melting Point 36oC
  • Formula C6H6O3
  • Boiling Point 181.3 °C at 760 mmHg
  • Molecular Weight 126.112
  • Flash Point 58.6 °C
  • Transport Information UN 2810 6.1/PG 3
  • Appearance Colorless to light yellow liquid
  • Safety 26-36-36/37/39
  • Risk Codes 36/37/38-21/22-22
  • Molecular Structure Molecular Structure of 611-13-2 (Methyl 2-furoate)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms 2-Furoicacid, methyl ester (6CI,7CI,8CI);2-(Methoxycarbonyl)furan;Methyl2-furancarboxylate;Methyl 2-furylcarboxylate;Methylpyromucate;Methyl a-furoate;NSC 35551;Pyromucic acid methyl ester;Methyl furoate;
  • PSA 39.44000
  • LogP 1.06620

Synthetic route

furfural
98-01-1

furfural

methanol
67-56-1

methanol

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With oxygen at 120℃; under 3750.38 Torr; for 12h; Temperature; Reagent/catalyst; Autoclave;99.9%
at 100℃; under 4137.29 - 15514.9 Torr; for 3h; Temperature; Pressure;98%
With dihydrogen peroxide; Al1.3SiW12O40 at 80 - 250℃; Reagent/catalyst;96%
2-furanoic acid
88-14-2

2-furanoic acid

dimethyl dicarbonate
4525-33-1

dimethyl dicarbonate

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
magnesium(II) perchlorate In nitromethane at 40℃; for 16h;99%
With dmap In tetrahydrofuran for 88h;97%
methanol
67-56-1

methanol

2-furanoic acid
88-14-2

2-furanoic acid

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With phosphotungstic acid for 4h; Reflux;98%
With sulfuric acid for 4h; Reflux;93%
With potassium carbonate In ethyl acetate for 1.5h; Heating;92%
methanol
67-56-1

methanol

2-furancarbonyl chloride
527-69-5

2-furancarbonyl chloride

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
at 20℃; for 24h;97%
for 1h; Heating; Yield given;
With triethylamine at 20℃; for 1h; Inert atmosphere;
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

methanol
67-56-1

methanol

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With dihydrogen peroxide for 3h; Irradiation;96%
With PdCoBi/C; oxygen; potassium carbonate at 60℃; under 760.051 Torr; for 14h; Schlenk technique; Green chemistry;96%
With oxygen at 20℃; for 12h; Irradiation;93%
furan
110-00-9

furan

methanol
67-56-1

methanol

tetrachloromethane
56-23-5

tetrachloromethane

A

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

B

furan-2,5-dicarboxylic acid dimethyl ester
4282-32-0

furan-2,5-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With copper(l) iodide at 120℃; for 6h; Inert atmosphere; Autoclave;A 95%
B 5%
With copper(l) iodide at 140℃; for 0.5h; Inert atmosphere; Autoclave;A 60%
B 40%
2-furanoic acid
88-14-2

2-furanoic acid

methyl iodide
74-88-4

methyl iodide

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With IRA 904 In acetonitrile 2.) 25 deg C, 10 h;94%
2-furanoic acid
88-14-2

2-furanoic acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With sulfuric acid at 80 - 85℃; for 7.5h; Neat (no solvent);92.4%
2-furanoic acid
88-14-2

2-furanoic acid

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With potassium bromide In N,N-dimethyl-formamide at 130℃; for 12h; Schlenk technique; chemoselective reaction;90%
methanol
67-56-1

methanol

3-(furan-2-carbonyl)oxazolidin-2-one
1394836-09-9

3-(furan-2-carbonyl)oxazolidin-2-one

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0) In toluene at 25℃; for 12h; Sealed tube; Inert atmosphere; Green chemistry; chemoselective reaction;88%
methyl 3-aminofuran-2-carboxylate
956034-04-1

methyl 3-aminofuran-2-carboxylate

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With isopentyl nitrite In tetrahydrofuran at 120℃; under 5250.53 Torr; for 0.333333h;88%
methanol
67-56-1

methanol

furan-2-yl(1H-pyrrol-1-yl)methanone

furan-2-yl(1H-pyrrol-1-yl)methanone

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0) In toluene at 20℃; for 1h; Sealed tube; chemoselective reaction;87%
methanol
67-56-1

methanol

furil
492-94-4

furil

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With sodium cyanide; potassium iodide at 15℃; Electrochemical reaction;86%
methanol
67-56-1

methanol

Furan-2-yl-indol-1-yl-methanone
74117-32-1

Furan-2-yl-indol-1-yl-methanone

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With triethylamine for 2.5h;83%
N-methoxyfuran-2-carboxamide
42361-45-5

N-methoxyfuran-2-carboxamide

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 85℃; for 1.5h; Electrolysis;83%
methanol
67-56-1

methanol

prop-2-enyl furan-2-carboxylate
4208-49-5

prop-2-enyl furan-2-carboxylate

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
at 400℃; for 0.05h; Temperature; Supercritical conditions; Flow reactor; High pressure;82%
2-furanoic acid
88-14-2

2-furanoic acid

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With copper(II) chloride monohydrate; dihydrogen peroxide; oxygen; potassium carbonate; calcium chloride at 80℃; for 15h; Sealed tube; Green chemistry;81%
furfural
98-01-1

furfural

methanol
67-56-1

methanol

A

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

B

trans-azobenzene
17082-12-1

trans-azobenzene

C

trans-azoxybenzene
20972-43-4, 21650-65-7, 495-48-7

trans-azoxybenzene

Conditions
ConditionsYield
With nitrobenzene; triethylamine; N-methyl-4,5-dimethylthiazolium iodide at 60℃; for 96h; Heating;A 79%
B n/a
C n/a
furfural
98-01-1

furfural

potassium methanolate
865-33-8

potassium methanolate

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With tellurium; bismuth (III) nitrate pentahydrate; 5%-palladium/activated carbon; oxygen In methanol at 60℃; under 760.051 Torr; for 8h;76%
2-bromofuran
584-12-3

2-bromofuran

methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

A

2-furanoic acid
88-14-2

2-furanoic acid

B

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 42h; Irradiation;A 2%
B 72%
2-bromofuran
584-12-3

2-bromofuran

carbon monoxide
201230-82-2

carbon monoxide

A

2-furanoic acid
88-14-2

2-furanoic acid

B

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With methanol; tert-Amyl alcohol; sodium hydride; cobalt(II) acetate In tetrahydrofuran at 40℃; under 760 Torr; for 42h; Irradiation;A 2%
B 72%
furan-2-carbonyl fluoride
31174-04-6

furan-2-carbonyl fluoride

tris(2,4,6-trimethoxyphenyl)phosphine
91608-15-0

tris(2,4,6-trimethoxyphenyl)phosphine

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
In toluene at 130℃; for 24h; Schlenk technique; Inert atmosphere;70%
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

2-furanoic acid
88-14-2

2-furanoic acid

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With copper doped mesoporous polymelamine-formaldehyde In water; dimethyl sulfoxide at 100℃; for 16h; Catalytic behavior;65%
With copper quinolate In water; dimethyl sulfoxide at 120℃; for 24h;44%
Stage #1: tert.-butylhydroperoxide; 2-furanoic acid In water; dimethyl sulfoxide
Stage #2: In water; dimethyl sulfoxide at 100℃; for 20h; Sealed tube;
82 %Chromat.
furan
110-00-9

furan

methyl chloroformate
79-22-1

methyl chloroformate

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
Stage #1: furan With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; cadmium(II) chloride-N,N,N',N'-tetramethylethylenediamine In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere;
Stage #2: methyl chloroformate In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere; chemoselective reaction;
60%
2-(furan-2-yl)-5,5-dimethyl-[1,3,2]dioxaborinane

2-(furan-2-yl)-5,5-dimethyl-[1,3,2]dioxaborinane

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methyl iodide
74-88-4

methyl iodide

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
Stage #1: 2-(furan-2-yl)-5,5-dimethyl-[1,3,2]dioxaborinane; di-tert-butyl dicarbonate With 4,4'-dimethyl-2,2'-bipyridines; lithium methanolate; copper(l) chloride In N,N-dimethyl acetamide at 30℃; for 6h; Inert atmosphere; Schlenk technique;
Stage #2: methyl iodide In N,N-dimethyl acetamide at 30℃; for 2h; Schlenk technique;
43%
furfural
98-01-1

furfural

ethanol
64-17-5

ethanol

A

3-furan-2-yl-propenal
623-30-3

3-furan-2-yl-propenal

B

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With oxygen; potassium carbonate at 140℃; under 2250.23 Torr; for 4h; Reagent/catalyst;A 21%
B n/a
With oxygen at 140℃; under 2250.23 Torr; for 4h; Reagent/catalyst; Autoclave;A 61.6 %Chromat.
B 37 %Chromat.
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

potassium methanolate
865-33-8

potassium methanolate

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With tellurium; bismuth (III) nitrate pentahydrate; 5%-palladium/activated carbon; oxygen In methanol at 60℃; under 760.051 Torr; for 8h;19%
furfural
98-01-1

furfural

methanol
67-56-1

methanol

A

2-furanoic acid
88-14-2

2-furanoic acid

B

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With dihydrogen peroxide; calcium chloride at 65℃; for 48h;A n/a
B 9%
2-furancarbonyl chloride
527-69-5

2-furancarbonyl chloride

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

Conditions
ConditionsYield
With methanol; magnesium methanolate; Petroleum ether
Multi-step reaction with 2 steps
1: 18-crown-6 ether; potassium fluoride / tetrahydrofuran / 24 h / 40 °C / Schlenk technique; Inert atmosphere
2: toluene / 24 h / 130 °C / Schlenk technique; Inert atmosphere
View Scheme
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

2-furanoic acid
88-14-2

2-furanoic acid

Conditions
ConditionsYield
With potassium carbonate; thiophenol In 1-methyl-pyrrolidin-2-one at 190℃; for 0.166667h; Substitution;100%
With potassium fluoride; thiophenol In various solvent(s) at 190℃; for 0.166667h;90%
With potassium fluoride; thiophenol In 1-methyl-pyrrolidin-2-one for 0.166667h; Heating;90%
2,5-bis(methylsulfonyl)-thiophene-1,1-dioxide
852848-12-5

2,5-bis(methylsulfonyl)-thiophene-1,1-dioxide

2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

methyl 4,7-bis(methylsulfonyl)-3a,7a-dihydro-1-benzofuran-2-carboxylate

methyl 4,7-bis(methylsulfonyl)-3a,7a-dihydro-1-benzofuran-2-carboxylate

Conditions
ConditionsYield
In 1,1,2,2-tetrachloroethylene at 100℃;100%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

2-chloro-5-methylsulfonyl-thiophene-1,1-dioxide
357199-99-6

2-chloro-5-methylsulfonyl-thiophene-1,1-dioxide

methyl 7-chloro-4-methylsulfonyl-3a,7a-dihydro-1-benzofuran-2-carboxylate

methyl 7-chloro-4-methylsulfonyl-3a,7a-dihydro-1-benzofuran-2-carboxylate

Conditions
ConditionsYield
In 1,1,2,2-tetrachloroethylene at 100℃;100%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

N-methoxy-N-methyl-2-furancarboxamide
95091-92-2

N-methoxy-N-methyl-2-furancarboxamide

Conditions
ConditionsYield
With dimethylaluminum chloride In hexane; dichloromethane for 0.5h; Ambient temperature;99%
Stage #1: 2-furoic acid methyl ester; N,O-dimethylhydroxylamine*hydrochloride In tetrahydrofuran at -20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With isopropylmagnesium chloride In tetrahydrofuran; diethyl ether at -20℃; for 0.416667h; Inert atmosphere;
85%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

Conditions
ConditionsYield
With ethanol; [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amine](borohydride)(carbonyl)(hydride)iron(II) at 100℃; for 24h; Inert atmosphere; Sealed tube; Darkness;99%
With C13H34BFeNOP2; hydrogen In tetrahydrofuran at 100℃; under 22502.3 Torr; for 18h; Autoclave; Inert atmosphere;95%
With [Ru(2-(methylthio)-N-[(pyridin-2-yl)methyl]ethan-1-amine)(triphenylphosphine)Cl2]; potassium tert-butylate; hydrogen In toluene at 80℃; under 37503.8 Torr; for 10h;80%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

methyl 5-formylfuran-2-carboxylate
5904-71-2

methyl 5-formylfuran-2-carboxylate

Conditions
ConditionsYield
With zinc(II) chloride In dichloromethane at 50℃; for 24h; Temperature; Solvent; Reagent/catalyst;99%
Multi-step reaction with 2 steps
1: formic acid; aqueous sulfuric acid
2: aqueous nitric acid
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; sulfuric acid
2: aqueous nitric acid
View Scheme
Multi-step reaction with 2 steps
1: chloroform; iron (III)-chloride; sodium sulfate / Reagens 4: Chlorwasserstoff
2: aqueous nitric acid
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; sulfuric acid; paraformaldehyde
2: aqueous nitric acid
View Scheme
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-furancarboxylic acid methyl ester

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-furancarboxylic acid methyl ester

Conditions
ConditionsYield
With (iPrPNP)CoCH2SiMe3 In neat (no solvent) at 23℃; for 0.166667h; Reagent/catalyst; Temperature; Inert atmosphere; Glovebox;99%
With (iPrPNP)CoCH2SiMe3 In neat (no solvent) at 23℃; for 0.166667h; Reagent/catalyst;99%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

benzylamine
100-46-9

benzylamine

furan-2-carboxylic acid benzylamide
10354-48-0

furan-2-carboxylic acid benzylamide

Conditions
ConditionsYield
With 14C2H2F3O(1-)*6C4H8O*La2Na8(14+) at 80℃; for 6h; Inert atmosphere;99%
With niobium(V) oxide In neat (no solvent) at 140℃; for 30h; Molecular sieve; Inert atmosphere;87%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

tris(methylthio)methane
5418-86-0

tris(methylthio)methane

A

tetrathioorthocarbonic acid tetramethyl ester
6156-25-8

tetrathioorthocarbonic acid tetramethyl ester

B

1-Furan-2-yl-2,2-bis-methylsulfanyl-ethanone

1-Furan-2-yl-2,2-bis-methylsulfanyl-ethanone

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane 1.) -95 deg C, 2 h, 2.) -78 deg C, 30 min;A n/a
B 97%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

formaldehyd
50-00-0

formaldehyd

methyl 5-(chloromethyl)-2-furoate
2144-37-8

methyl 5-(chloromethyl)-2-furoate

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; zinc(II) chloride In dichloromethane; water at 0 - 20℃;95%
With hydrogenchloride; zinc(II) chloride In dichloromethane at 35℃; for 2.5h;67%
With hydrogenchloride; zinc(II) chloride In dichloromethane at 35℃;66%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

ethyl bromoacetate
105-36-2

ethyl bromoacetate

Ethyl 2-furoate
614-99-3

Ethyl 2-furoate

Conditions
ConditionsYield
Stage #1: ethyl bromoacetate With zinc In tetrahydrofuran at 50 - 55℃; for 0.333333h;
Stage #2: 2-furoic acid methyl ester In tetrahydrofuran for 8h; Heating;
95%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

acetic anhydride
108-24-7

acetic anhydride

furan-2,5-dicarboxylic acid
3238-40-2

furan-2,5-dicarboxylic acid

Conditions
ConditionsYield
Stage #1: 2-furoic acid methyl ester; acetic anhydride With aluminium(III) chloride hexahydrate In dichloromethane at 0 - 20℃; for 4h;
Stage #2: With sodium hypochlorite; water; sodium hydroxide at 0℃; for 2h;
95%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

ethanolamine
141-43-5

ethanolamine

N-(2-hydroxyethyl)amide of furan-2-carboxylic acid
107973-15-9

N-(2-hydroxyethyl)amide of furan-2-carboxylic acid

Conditions
ConditionsYield
94%
With 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine In acetonitrile at 20℃; for 15h; Schlenk technique; Inert atmosphere;94%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

acetyl chloride
75-36-5

acetyl chloride

furan-2,5-dicarboxylic acid
3238-40-2

furan-2,5-dicarboxylic acid

Conditions
ConditionsYield
Stage #1: 2-furoic acid methyl ester; acetyl chloride With iron(III) chloride In dichloromethane at 0 - 20℃; for 4h;
Stage #2: With sodium hypochlorite; water; sodium hydroxide at 0℃; for 2h; Solvent; Reagent/catalyst;
94%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

(phenylmethylene)bis(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolane)

(phenylmethylene)bis(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolane)

1-(furan-2-yl)-2-phenylethanone
86607-65-0

1-(furan-2-yl)-2-phenylethanone

Conditions
ConditionsYield
With lithium tert-butoxide In tetrahydrofuran at 23℃; for 3h; Glovebox;94%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

A

methyl furan-2-carbodithioate
35972-85-1

methyl furan-2-carbodithioate

B

O-methyl furan-2-carbothiono ester
76190-23-3

O-methyl furan-2-carbothiono ester

Conditions
ConditionsYield
With Lawessons reagent In xylene for 10h; Heating;A n/a
B 93%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

1-octadecanol
112-92-5

1-octadecanol

octadecyl furan-2-carboxylate
82701-01-7

octadecyl furan-2-carboxylate

Conditions
ConditionsYield
Stage #1: 2-furoic acid methyl ester; 1-octadecanol In xylene for 0.5h; Heating;
Stage #2: With TiO(acac)2 In xylene for 13h; Heating;
93%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

methyl 5-nitrofuran-2-carboxylate
1874-23-3

methyl 5-nitrofuran-2-carboxylate

Conditions
ConditionsYield
Stage #1: 2-furoic acid methyl ester With nitric acid; acetic anhydride at -5℃; for 2h;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at -5 - 20℃; for 2h;
90%
Stage #1: 2-furoic acid methyl ester With nitric acid; acetic anhydride at -5℃; for 2h;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at -5 - 20℃; for 15h;
90%
With nitric acid In dichloromethane; acetic anhydride 1.) Ac2O,CH2Cl2, -5 deg C, 2h 2.) Ac2O,CH2Cl2, room temp, 5h;85%
With nitric acid; acetic anhydride; N-ethyl-N,N-diisopropylamine 1) -5 deg C, 4 h; 2) CH2Cl2, rt, 15 h; Yield given. Multistep reaction;
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

potassium trimethylsilonate
10519-96-7

potassium trimethylsilonate

potassium furan-2-carboxylate
20842-02-8

potassium furan-2-carboxylate

Conditions
ConditionsYield
In tetrahydrofuran90%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

furan-2-carboxylic acid amide
609-38-1

furan-2-carboxylic acid amide

Conditions
ConditionsYield
With amino(methyl)aluminum chloride In benzene at 50℃; for 12h;89%
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(S)-N-(1-hydroxy-3-phenylpropan-2-yl)furan-2-carboxamide

(S)-N-(1-hydroxy-3-phenylpropan-2-yl)furan-2-carboxamide

Conditions
ConditionsYield
With N,N'-Mes2imidazol-2-ylidene In tetrahydrofuran at 23℃; for 24h;89%
With 2,8,9-tris(2-methylpropyl)-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane In tetrahydrofuran at 23 - 25℃; Inert atmosphere;75%

Methyl 2-furoate Chemical Properties

Molecular Structure of Methyl furoate (CAS NO.611-13-2):

IUPAC Name: Methyl furan-2-carboxylate 
Molecular Formula: C6H6O3
Molecular Weight: 126.11
EINECS: 210-254-6
FEMA: 2703 
Index of Refraction: 1.462
Molar Refractivity: 30.32 cm3
Molar Volume: 110.1 cm3
Surface Tension: 34 dyne/cm
Density: 1.145 g/cm3
Flash Point: 58.6 °C
Enthalpy of Vaporization: 41.76 kJ/mol
Boiling Point: 181.3 °C at 760 mmHg
Vapour Pressure: 0.858 mmHg at 25 °C
Water Solubility: slightly soluble
Sensitive: Lachrymatory
Appearance: Colorless to light yellow liquid
Canonical SMILES: COC(=O)C1=CC=CO1
InChI: InChI=1S/C6H6O3/c1-8-6(7)5-3-2-4-9-5/h2-4H,1H3
InChIKey: HDJLSECJEQSPKW-UHFFFAOYSA-N
Classification Code: Drug / Therapeutic Agent; Skin / Eye Irritant
Product Categories: Aromatic Esters; Furan & Benzofuran; ester Flavor

Methyl 2-furoate Uses

 Methyl furoate (CAS NO.611-13-2) can be used in organic synthesis, also used as a solvent.

Methyl 2-furoate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin > 1250mg/kg (1250mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 869, 1979.
rat LD50 oral 300mg/kg (300mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0559247,
rat LDLo intraperitoneal 75mg/kg (75mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 58, Pg. 174, 1936.

Methyl 2-furoate Consensus Reports

Reported in EPA TSCA Inventory.

Methyl 2-furoate Safety Profile

Safety Information of Methyl furoate (CAS NO.611-13-2):
Hazard Codes: HarmfulXn,IrritantXi
Risk Statements: 36/37/38-21/22-22 
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: 26-36-36/37/39 
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
HazardClass: 6.1
PackingGroup: III
Poison by intraperitoneal route. A skin irritant and lachrymator. When heated to decomposition it emits acrid smoke and irritating fumes.

Methyl 2-furoate Specification

 Methyl furoate (CAS NO.611-13-2), its Synonyms are 2-(Methoxycarbonyl)furan ; 2-Furancarboxylic acid, methyl ester ; 2-Furoic acid, methyl ester ; Methyl 2-furancarboxylate ; Methyl 2-furoate ; Methyl 2-furylcarboxylate ; Methyl pyromucate ; Pyromucic acid methyl ester .

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