3-Methylfuran supplier | CasNO.930-27-8

Name
3-Methylfuran
EINECS
CAS No. 930-27-8
Article Data28
CAS DataBase
Density 0.92
Solubility
Melting Point -94.28°C (estimate)
Formula C5H6 O
Boiling Point 66.9 °C at 760 mmHg
Molecular Weight 82.102
Flash Point -22 ºC
Transport Information
Appearance clear colorless to light yellow liquid
Safety 45-38-28A-16
Risk Codes R11;R23
Molecular Structure
Hazard Symbols
Synonyms 3-Methylfuran;NSC 346905
PSA 13.14000
LogP 1.58800

Synthetic route

: 40560-13-2
(2Z)-2-methylbut-2-ene-1,4-diol

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
With oxygen; palladium diacetate; copper (I) acetate at 100℃; for 15h;	77%

: 4412-96-8
3-methylfuran-2-carboxylic acid

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
With quinoline; copper at 260℃;	70%
With quinoline at 165 - 180℃; for 2.5h; Inert atmosphere;	68%
With quinoline; copper

: 498-60-2
furan-3-carboxaldehyde

A: 930-27-8
3-methylfuran

B: 153681-93-7
3-methylene-2,3-dihydrofuran

Conditions

Conditions	Yield
With potassium hydroxide; hydrazine In water; ethylene glycol at 160 - 175℃;	A n/a B 63%

: 86491-44-3
2-(2-propynyloxy)-4-methylenetetrahydrofuran

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
With potassium hydrogensulfate In N,N-dimethyl-formamide Heating;	60%

: 190662-01-2
2-methylene-4-(trimethylsilyl)but-3-yn-1-ol

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
With silver hexafluoroantimonate; (N'-(tbutyl)-N,N-diethylcarbamimidoyl)gold(I) chloride In dichloromethane at 20℃; for 72h;	50%

: 190662-01-2
2-methylene-4-(trimethylsilyl)but-3-yn-1-ol

A: 930-27-8
3-methylfuran

B: 84100-18-5
2-ethynylpropenol

Conditions

Conditions	Yield
With silver hexafluoroantimonate; (N'-(tbutyl)-N,N-diethylcarbamimidoyl)gold(I) chloride In dichloromethane at 20℃; for 8h;	A 50% B 21%

: 3,4-epoxy-3-methylbutanal diethyl acetal

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
With sulfuric acid Heating;	47%

: 82698-68-8
4-(5-Methyl-3,6-dihydro-[1,2]oxazin-2-yl)-benzoic acid methyl ester

A: 930-27-8
3-methylfuran

B: 149323-69-3
Methyl 4-(2-methylpyrrol-1-yl)benzoate

C: 619-45-4
4-methoxycarbonyl aniline

Conditions

Conditions	Yield
In methanol Irradiation;	A n/a B n/a C 24%

...Expand

: 78-79-5
isoprene

A: 930-27-8
3-methylfuran

B: 78-85-3
2-methylpropenal

C: 78-94-4
methyl vinyl ketone

D: 1-hydroxy-3-methylbut-3-en-2-one

Conditions

Conditions	Yield
With air; dihydrogen peroxide for 0.5h; Product distribution; Kinetics; Further Variations:; Reagents; Oxidation; UV-irradiation;	A 2.8% B 19.1% C 20.5% D 3.7%

...Expand

: 59304-40-4
4-methyl-2-furancarboxylic acid

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
With quinoline; copper

: 857821-28-4
4-methyl-furan-2,3-dicarboxylic acid

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
With quinoline; copper

: 110-00-9
furan

: 64710-12-9
dimethylfluoronium ion

A: 534-22-5
2-methylfuran

B: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
With oxygen; trimethylamine In gas Product distribution; gas-phase methylation of furan and thiophene, pressure dependence, effect of partial pressure of NMe3, competition experiments in the presence of benzene; mechanism of methylation;

...Expand

: 110-00-9
furan

: 24400-15-5
dimethylchloronium

A: 534-22-5
2-methylfuran

B: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
With oxygen; trimethylamine In gas Product distribution; gas-phase methylation of furan and thiophene, pressure dependence, effect of partial pressure of NMe3, competition experiments in the presence of benzene; mechanism of methylation;

...Expand

: 498-60-2
furan-3-carboxaldehyde

: 78-94-4
methyl vinyl ketone

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
With potassium hydroxide; trifluoroacetic acid; hydrazine 1) ethylene glycol, 15 min, 2) ethylene glycol, 140 to 155 deg C; Yield given. Multistep reaction;

: 498-60-2
furan-3-carboxaldehyde

: 78-94-4
methyl vinyl ketone

A: 930-27-8
3-methylfuran

B: 153681-93-7
3-methylene-2,3-dihydrofuran

Conditions

Conditions	Yield
With potassium hydroxide; hydrazine 1) ethylene glycol, 15 min, 2) ethylene glycol, 140 to 155 deg C; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 498-60-2
furan-3-carboxaldehyde

: 78-94-4
methyl vinyl ketone

A: 930-27-8
3-methylfuran

B: 153681-94-8
5-(3-furyl)-2-pentanone

Conditions

Conditions	Yield
With potassium hydroxide; hydrazine 1) ethylene glycol, 15 min, 2) ethylene glycol, 140 to 155 deg C, 3) CH2Cl2, 40 deg C; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 498-60-2
furan-3-carboxaldehyde

: 107-13-1
acrylonitrile

A: 930-27-8
3-methylfuran

B: 153681-95-9
4-(3-furyl)-1-butanenitrile

Conditions

Conditions	Yield
With potassium hydroxide; hydrazine 1) ethylene glycol, 15 min, 2) ethylene glycol, 140 to 155 deg C, CH2Cl2, 40 deg C; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 498-60-2
furan-3-carboxaldehyde

: 140-88-5
ethyl acrylate

A: 930-27-8
3-methylfuran

B: ethyl 4-(3-furyl)butanoate

Conditions

Conditions	Yield
With potassium hydroxide; hydrazine 1) ethylene glycol, 15 min, 2) ethylene glycol, 140 to 155 deg C, CH2Cl2, 40 deg C; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 124391-75-9, 124506-31-6, 15833-61-1
3-tetrahydrofuranmethanol

A: 13423-15-9
3-methyltetrahydrofuran

B: 96-47-9
2-methyltetrahydrofuran

C: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
aluminium at 310 - 330℃; for 0.5h; Yield given. Yields of byproduct given;

...Expand

: 78-79-5
isoprene

A: 930-27-8
3-methylfuran

B: 7437-61-8
2-methyl-3,4-epoxy-1-butene

C: 1838-94-4
isoprene epoxide

D: trans-3-methyl-4-nitrooxy-2-butenal

Conditions

Conditions	Yield
With nitrate radical at 24.9℃; under 5.1 - 75.006 Torr; Rate constant; Product distribution; Mechanism; application to troposphere;

...Expand

: 78-79-5
isoprene

A: 930-27-8
3-methylfuran

B: 50-00-0
formaldehyd

C: 78-85-3
2-methylpropenal

D: 78-94-4
methyl vinyl ketone

E: 1838-94-4
isoprene epoxide

F: trans-3-methyl-4-nitrooxy-2-butenal

Conditions

Conditions	Yield
With nitrogen(II) oxide; nitrate radical at 24.9℃; under 5.1 - 75.006 Torr; Rate constant; Product distribution; Mechanism; application to troposphere;

...Expand

(+-)-3,4-epoxy-3-methyl-butyraldehyde diethylacetal: (+-)-3,4-epoxy-3-methyl-butyraldehyde diethylacetal

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
With sulfuric acid

: 57535-94-1
2-(2,2-diethoxy-ethyl)-2-methyl-oxirane

: 7664-93-9
sulfuric acid

: 930-27-8
3-methylfuran

3-methyl-furan-carboxylic acid-(2): 3-methyl-furan-carboxylic acid-(2)

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
at 210 - 230℃; im Rohr;

furan-3-carbaldehyde hydrazone: furan-3-carbaldehyde hydrazone

: 930-27-8
3-methylfuran

: 86491-43-2
bromoacetaldehyde dipropargyl acetal

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 63 percent / bis-dimethylglyoximato(pyridine)cobalt(III), sodium borohydride, sodium hydroxide, pyridine / ethanol; diethyl ether / 3 h 2: 60 percent / potassium hydrogen sulfate / dimethylformamide / Heating View Scheme

: 3-methylbut-3-enal diethyl acetal

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 93 percent / m-chloroperbenzoic acid / diethyl ether / 5 h 2: 47 percent / 0.05M aq. H2SO4 / Heating View Scheme

: 78-79-5
isoprene

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: CH2Cl2 / Heating 2: methanol / Irradiation View Scheme

: 6141-57-7
methyl 3-methylfuran-2-carboxylate

: 930-27-8
3-methylfuran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NaOH solution 2: copper; quinoline View Scheme
Multi-step reaction with 2 steps 1.1: methanol; sodium hydroxide / water / 3.5 h / Reflux; Inert atmosphere 1.2: pH 1 / Inert atmosphere 2.1: quinoline / 2.5 h / 165 - 180 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 2 h / Reflux 2: quinoline; copper / 260 °C View Scheme

: 930-27-8
3-methylfuran

: 623-73-4
diazoacetic acid ethyl ester

: (1S,5R)-4-Methyl-2-oxa-bicyclo[3.1.0]hex-3-ene-6-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With dirhodium tetraacetate Cycloaddition;	92%

: 930-27-8
3-methylfuran

: 250728-91-7
3-(propa-1,2-dienyl)oxazolidin-2-one

: 3-((1R,2S,5R)-6-Methyl-3-oxo-8-oxa-bicyclo[3.2.1]oct-6-en-2-yl)-oxazolidin-2-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; 3,3-dimethyldioxirane; copper(II) bis(trifluoromethanesulfonate); chiral bisoxazoline derivative In dichloromethane; acetone at -78℃;	91%

: 930-27-8
3-methylfuran

: 37746-82-0, 1992-97-8
ethyl (2E)-4,4-difluorobut-2-enoate

: 1353275-85-0
C11H14F2O3

Conditions

Conditions	Yield
With Cl4SnC2HNOBC6H5CH(CH3)2(C6H5)2CH2C10H7 In dichloromethane at -78℃; for 8h; Diels-Alder reaction; Inert atmosphere; optical yield given as %ee; stereoselective reaction;	87%

: 930-27-8
3-methylfuran

: 1768-31-6
pentachloroacetone

: 2,2,4,4-tetrachloro-6-methyl-8-oxabicyclo[3.2.1]oct-6-en-3-one

Conditions

Conditions	Yield
With sodium 2,2,2-trifluoroethanolate In 2,2,2-trifluoroethanol at 20℃; for 2h; Cycloaddition;	86%

: 930-27-8
3-methylfuran

: 762-42-5
dimethyl acetylenedicarboxylate

: 146071-69-4
dimethyl 5-methyl-7-oxa-bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 264h;	81%

: 930-27-8
3-methylfuran

: 56598-81-3
1-aminotropono<4,5-d>-1,2,3-triazole

: 103826-35-3
(1S,9R)-10-Methyl-12-oxa-tricyclo[7.2.1.02,8]dodeca-2(8),3,6,10-tetraen-5-one

Conditions

Conditions	Yield
With lead(IV) acetate In dichloromethane at 5℃;	80%

: 930-27-8
3-methylfuran

: 25597-16-4
ethyl 4,4,4-trifluorocrotonate

A: C11H13F3O3

B: 1353275-82-7
C11H13F3O3

Conditions

Conditions	Yield
With Cl4SnC2HNOBC6H5CH(CH3)2(C6H5)2CH2C10H7 In dichloromethane at -78℃; for 8h; Diels-Alder reaction; Inert atmosphere; optical yield given as %ee; stereoselective reaction;	A n/a B 80%

...Expand

: 930-27-8
3-methylfuran

: 206860-47-1
2-bromo-1-fluoro-3,5-dimethoxybenzene

: 1,4-epoxy-2-methyl-6,8-dimethoxy-1,4-dihydronaphthalene

Conditions

Conditions	Yield
With magnesium In tetrahydrofuran at 55℃; for 2h;	80%

: 930-27-8
3-methylfuran

: 57038-83-2
2-bromo-3-(4-chlorophenyl)-1-phenylprop-2-en-1-one

: (8-chloro-1-methylnaphtho[2,1-b]furan-4-yl)(phenyl)methanone

Conditions

Conditions	Yield
With [Ir(III){2-(2,4-difluorophenyl)-5-trifluoromethylpyridine}2(4,4'-di-tert-butyl-2,2'-dipyridyl)]PF6 In N,N-dimethyl-formamide for 12h; Inert atmosphere; Irradiation;	78%

: 930-27-8
3-methylfuran

: 1,1-dimethoxy-2-<(trimethylsilyl)oxy>-2-butene

: C10H14O3

Conditions

Conditions	Yield
With tert-butyl methyl ether; t-butyldimethylsiyl triflate; C38H31F6N3O3 at -78℃; for 3h; Mukaiyama Aldol Addition; enantioselective reaction;	77%

: 930-27-8
3-methylfuran

: tert-butyl (4-methoxyphenyl)(penta-1,2-dien-1-yl)carbamate

: tert-butyl ((1S,2R,4R,5R)-4-ethyl-7-methyl-3-oxo-8-oxabicyclo[3.2.1]oct-6-en-2-yl)(4-methoxyphenyl)carbamate

Conditions

Conditions	Yield
With 1,1,1-trifluoro-N-(4-oxido-2,6-bis(triphenylsilyl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)methanesulfonamide; 3,3-dimethyldioxirane In ethyl acetate; toluene at -78℃; for 16h; stereoselective reaction;	76%

: 930-27-8
3-methylfuran

: C3H11B10F3O3S

: C7H16B10O

Conditions

Conditions	Yield
With n-butyllithium In hexane at -40℃; for 8h; Diels-Alder Cycloaddition; Inert atmosphere;	75%

: 930-27-8
3-methylfuran

: 1460-08-8
2-diazocyclohexane-1,3-dione

: 3-Methyl-3a,6,7,8a-tetrahydro-5H-1,8-dioxacyclopentainden-4-one

Conditions

Conditions	Yield
dirhodium tetraacetate In fluorobenzene for 15h; Ambient temperature;	72%

: 930-27-8
3-methylfuran

: 1781-78-8
cyclooctyne

: 106710-62-7
1,4,5,6,7,8,9,10-Octahydro-2-methyl-1,4-epoxybenzocycloocten

Conditions

Conditions	Yield
at 140℃; for 3h;	68%

: 930-27-8
3-methylfuran

: 2-bromo-3-(4-bromophenyl)-1-(4-chlorophenyl)prop-2-en-1-one

: (8-bromo-1-methylnaphtho[2,1-b]furan-4-yl)(4-chlorophenyl)methanone

Conditions

Conditions	Yield
With [Ir(III){2-(2,4-difluorophenyl)-5-trifluoromethylpyridine}2(4,4'-di-tert-butyl-2,2'-dipyridyl)]PF6 In N,N-dimethyl-formamide for 12h; Inert atmosphere; Irradiation;	65%

: 930-27-8
3-methylfuran

: 38256-01-8
di(1-adamantyl) ketone

A: [2-(3-methylfuryl)]di(1-adamantyl)methanol

B: [2-(4-methylfuryl)]di(1-adamantyl)methanol

Conditions

Conditions	Yield
Stage #1: 3-methylfuran With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In diethyl ether; hexane for 0.5h; Metallation; lithiation; Stage #2: di(1-adamantyl) ketone In diethyl ether; hexane for 1h; Addition;	A 33% B 61%

...Expand

: 930-27-8
3-methylfuran

: 118-92-3
anthranilic acid

: 136131-45-8
2-methyl-1,4-dihydro-1,4-epoxynaphthalene

Conditions

Conditions	Yield
With isopentyl nitrite In tetrahydrofuran; dichloromethane for 1.5h; Heating;	52%

: 930-27-8
3-methylfuran

: 134388-61-7
pentacarbonyltungsten(CHCPhCHPh)

: pentacarbonyl(6,7-η2-{3-endo-4-diphenyl-7-methyl-8-oxa-bicyclo{3.2.1}octa-2,6-diene})tungsten

Conditions

Conditions	Yield
In dichloromethane under N2: addn. of 3-methylfuran to a soln. of (CO)5WCHC(C6H5)CH(C6H5) in CH2Cl2; reaction for 22 h at -30°C; removing solvent and excess 3-methylfuran in vac.;; extraction three times with ether; removing solvent in vac.; chromy. (pentane/CH2Cl2 (5:1)); elem. anal.;;	51%

: 930-27-8
3-methylfuran

: 327602-26-6
ethyl 2-(N,N-diethylcarbamoyloxy)-3,3-difluoro-2-propenoate

: ethyl exo-2-(N,N-diethylcarbamoyloxy)-3,3-difluoro-5-methyl-7-oxabicyclo[2.2.1]hept-5-enyl-2-endo-carboxylate

: ethyl endo-2-(N,N-diethylcarbamoyloxy)-3,3-difluoro-5-methyl-7-oxabicyclo[2.2.1]hept-5-enyl-2-exo-carboxylate

Conditions

Conditions	Yield
With tin(IV) chloride In dichloromethane at 0℃; for 0.75h;	A 48% B 6%

...Expand

: 930-27-8
3-methylfuran

: 67-56-1
methanol

: 22048-69-7
3-methyl-2,5-dimethoxy-2,5-dihydrofuran

Conditions

Conditions	Yield
With bromine; sodium carbonate In benzene at -5℃; for 2h;	43%

: 930-27-8
3-methylfuran

: 609-09-6
Diethyl ketomalonate

: α-hydroxy-α-(4-methylfuran-2-yl) diethyl malonate

Conditions

Conditions	Yield
at 0 - 20℃;	40%

: 930-27-8
3-methylfuran

: 4621-66-3
thionicotinamide

A: 2-methyl-5-pyridin-3-yl-1H-pyrrole-3-carbaldehyde

B: 4-methyl-5-pyridin-3-yl-1H-pyrrole-3-carbaldehyde

C: N-(4-methyl-5-pyridin-3-yl-2,3-dihydro-thiophen-2-yl)-formamide

Conditions

Conditions	Yield
In acetone; benzene for 20h; Irradiation;	A 3% B 6% C 34%

...Expand

3-Methylfuran Chemical Properties

The Molecular formula of 3-Methylfuran (930-27-8):C₅H₆O
The Molecular Weight of 3-Methylfuran (930-27-8):82.1
The Molecular Structure of 3-Methylfuran (930-27-8) is:
Density:0.927 g/cm³
Boiling point:66.9^°C at 760 mmHg
Index of Refraction:0.927 g/cm³
Molar Refractivity:23.37 cm³
Molar Volume:88.5 cm³
Polarizability:9.26 10^-24cm³
Surface Tension:25.5 dyne/cm
Enthalpy of Vaporization:29.59 kJ/mol
Vapour Pressure:161 mmHg at 25^°C
Appearance:clear liquid
IUPAC Name: 3-methylfuran
Synonyms: 3-METHYLFURAN ; 3-METHYLFURANE ; 3-METHYLFURAN (STABILIZED WITH HQ) 98+% ; 3-Methylfuran (stabilized with HQ) ; 3-Methylfuran,98% ; 3-methyl-fura

3-Methylfuran Uses

It is used for organic synthesis intermediates and solvents.

3-Methylfuran Production

Add 3 - Methyl -2 - furan carboxylic acid to dry quinoline with copper powder as catalyst.Heated to about 250 ℃, quinoline was boiling, the reaction of carbon dioxide escaping.Reaction for the distillation process,that was 3 - methyl-furan , the yield of about 85%.

3-Methylfuran Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LC50	inhalation	3022mg/m3/1H (3022mg/m3)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Toxicology and Applied Pharmacology. Vol. 72, Pg. 124, 1984.
rat	LC50	LC50	6651mg/m3/1H (6651mg/m3)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Experimental and Molecular Pathology. Vol. 39, Pg. 342, 1983.

3-Methylfuran Safety Profile

Hazard Codes:T-F,T,F
T:ToxicF:Highly Flammable
Risk Statements
R23:Toxic by inhalation.
R11:Highly Flammable.
Safety Statements
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S38:In case of insufficient ventilation, wear suitable respiratory equipment .
S16:Keep away from sources of ignition - No smoking .
RTECS:LU2630000

3-Methylfuran Specification

Conditions to Avoid:high temperatures, ignition sources.
Chemical Stability:stable under normal temperatures and pressures.
Incompatibilities with Other Materials:not available
Hazardous Decomposition Products: carbon monoxide , carbon dioxide .
Hazardous Polymerization:has not been reported.

Product Name

3-Methylfuran

Synthetic route

3-Methylfuran Chemical Properties

3-Methylfuran Uses

3-Methylfuran Production

3-Methylfuran Toxicity Data With Reference

3-Methylfuran Safety Profile

3-Methylfuran Specification

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