ChemicalBook--->CAS DataBase List--->534-22-5

534-22-5

534-22-5 Structure

534-22-5 Structure
IdentificationMore
[Name]

2-Methylfuran
[CAS]

534-22-5
[Synonyms]

2-METHYLFURAN
5-METHYLFURAN
ALPHA-METHYLFURAN
FEMA 4179
MEF
SILVAN
Sylvan
2-methyl-fura
2-methylfurane
2-methyloxole
Furan,2-methyl-
Methylfuran
-Methylfuran
2-Methylfuran,stabilized with 0.01% hydroquinone
2-METHYLFURAN 98+%
2-Methylfuran, stabilized, 99%
2-METHYLFURAN, 98+%, STAB. WITH 150-400PPM BHT
2-Methylfuran, 99%, stabilized
[EINECS(EC#)]

208-594-5
[Molecular Formula]

C5H6O
[MDL Number]

MFCD00003248
[Molecular Weight]

82.1
[MOL File]

534-22-5.mol
Chemical PropertiesBack Directory
[Appearance]

colorless or light yellow liquid
[Melting point ]

-88.7 °C
[Boiling point ]

63-66 °C (lit.)
[density ]

0.91 g/mL at 25 °C(lit.)
[vapor density ]

2.8 (vs air)
[vapor pressure ]

139 mm Hg ( 20 °C)
[FEMA ]

4179
[refractive index ]

n20/D 1.433(lit.)
[Fp ]

−8 °F
[storage temp. ]

Flammables area
[solubility ]

3000mg/l
[form ]

Liquid
[color ]

Clear yellow
[Odor]

at 1.00 % in propylene glycol. ethereal acetone chocolate
[biological source]

synthetic
[Odor Type]

chocolate
[Water Solubility ]

0.3 g/100 mL (20 ºC)
[FreezingPoint ]

-88.68℃
[JECFA Number]

1487
[BRN ]

103733
[Henry's Law Constant]

1.5×10-3 mol/(m3Pa) at 25℃, Wieland et al. (2015)
[Stability:]

Volatile
[InChI]

1S/C5H6O/c1-5-3-2-4-6-5/h2-4H,1H3
[InChIKey]

VQKFNUFAXTZWDK-UHFFFAOYSA-N
[SMILES]

Cc1ccco1
[LogP]

1.79
[CAS DataBase Reference]

534-22-5(CAS DataBase Reference)
[NIST Chemistry Reference]

Furan, 2-methyl-(534-22-5)
[EPA Substance Registry System]

534-22-5(EPA Substance)
Questions And AnswerBack Directory
[Description]

2-methylfuran is a flammable, water soluble liquid with the potential to be used as an alternative biofuel. It has become very attractive and promising due to the recent breakthrough in its production method through dehydration and hydrogenolysis of fructose or cellulose. This indicates the prospect of industrial mass production of 2-methylfuran and its derivative 2, 5-dimethylfuran. The 2-methylfuran and 2, 5-dimethylfuran have now been considered as a potential choice of alternative fuel pathway for spark ignition (SI) engines because of their similarities to gasoline. Therefore, as an alternative bio-fuels, it presents a potential way to provide sustainable-renewable sources and tackle the severe issue of fossil fuel depletion and global warming.
2-Methylfuran
[Chemical Properties]

2-Methylfuran is a flammable, water-soluble liquid with a chocolate odor, found naturally in Myrtle and Dutch Lavender used as a FEMA GRAS (Generally Recognized As Safe) flavoring substance, with the potential for use in alternative fuels. 2-Methylfuran is expected to gain traction in the near future as it is primarily used in pharmaceuticals industry. It is a light yellowish green volatile organic compound with an ethereal odor and is also known as sylvan. 2-Methylfuran changes its shading to black or yellow when exposed to sunlight. It is highly flammable and hence is stored in a ventilated, cool dry place far from heat & fire.
[Uses]

2-Methylfuran is widely used in manufacturing of drugs like atropine, sodium acetate, furadantine, anisodamine and thiamine furan. In pharmaceuticals industry, synthesis of vitamin B1 is done using 2-Methylfuran. It is less dense than water but its vapors are heavier when contrastedwith air. 2-Methylfuran also finds application as a tool for screening of lung cancer and production of anti-malarial drug like chloroquine. It is also used to produce methyl furfural, aliphatic compounds and sulfur and nitrogen heterocycles. Moreover, 2-Methylfuran is also used for making pesticides, flavors or fragrances and has narcotic effect.
[Preparation]

2-Methylfuran is an article of commerce (chemical intermediate) and is normally manufactured by catalytic hydrogenolysis of furfural alcohol or via a hydrogenation-hydrogenolysis sequence from furfural in the vapor phase.
[References]

Wang, Chongming, et al. "Combustion characteristics and emissions of 2-methylfuran compared to 2, 5-dimethylfuran, gasoline and ethanol in a DISI engine." Fuel 103 (2013): 200-211.
Ma, Xiao, et al. "Laminar burning characteristics of 2-methylfuran and isooctane blend fuels." Fuel 116 (2014): 281-291.
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Skull and Crossbones (GHS06)
GHS02,GHS06
[Signal word ]

Danger
[Hazard statements ]

H225-H301-H330
[Precautionary statements ]

P210-P233-P240-P241-P242-P304+P340+P310
[Hazard Codes ]

F,T
[Risk Statements ]

R11:Highly Flammable.
R23:Toxic by inhalation.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S16:Keep away from sources of ignition-No smoking .
S33:Take precautionary measures against static discharges .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S7/9:Keep container tightly closed and in a well-ventilated place .
S9:Keep container in a well-ventilated place .
[RIDADR ]

UN 2301 3/PG 2
[WGK Germany ]

1
[RTECS ]

LU2625000
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

3
[PackingGroup ]

II
[HS Code ]

29321900
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Acute Tox. 2 Inhalation
Acute Tox. 3 Oral
Flam. Liq. 2
[Safety Profile]

Poison by ingestion. Moderately toxic by inhalation. An eye irritant. Mutation data reported. Very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
[Toxicity]

LD50 orally in Rabbit: 167 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrogen-->Sodium dichromate dihydrate-->Furfural-->Furfuryl alcohol-->DOYLE DIRHODIUM CATALYST-RH2(4S-MEOX)4-->SODIUM DICHROMATE-->Cupric nitrate trihydrate-->Cupric nitrate-->Copper dinitrate-->Copper aluminium alloy-->Furfuryl acetate-->4-ethyl-1-methyl-10-oxa-4-azatricyclo[5.2.1.0^{2,6}]decane-3,5-dione-->Furan, 2-[(1-methylethoxy)methyl]--->N-Ethylmaleimide-->2-Hexen-4-yne.
[Preparation Products]

4,5,6,7-Tetrahydro-2-methylfuro[2,3-c]pyridine-->2-Allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one-->3-Acetyl-1-propanol-->Allethrin-->5-Methylfuran-2-boronic acid-->N,N-Dimethyl-5-methylfurfurylamine-->5-Methyl-2-acetylfuran-->2-Methyltetrahydrofuran-->2-chloro-3-oxopentyl acetate-->2-Ethyl-3-hydroxy-6-methylpyridine-->Methyl cyclopentenolone-->5-Methyl furfural-->4-Oxopentyl acetate-->2-Methyl-3-furanthiol-->2-Furanboronic acid
Hazard InformationBack Directory
[General Description]

A clear colorless liquid with an ethereal odor. Flash point-22°F. Less dense than water and insoluble in water. Hence floats on water. Vapors heavier than air.
[Reactivity Profile]

2-METHYLFURAN(534-22-5) is incompatible with strong acids and strong bases. May react vigorously with oxidizing materials .
[Air & Water Reactions]

Highly flammable. Insoluble in water.
[Hazard]

Highly flammable, dangerous fire andexplosion risk. Irritant.
[Health Hazard]

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
[Occurrence]

Reported found in cooked beef, bread, butter, chicken, cocoa, coffee, currant, mint, tea and tomato.
[Definition]

ChEBI: 2-methylfuran is a member of the class of furans that is furan in which the hydrogen at position 2 is replaced by a methyl group. It has a role as a human urinary metabolite, a hepatotoxic agent, a fuel, a flavouring agent and a plant metabolite. It is a member of furans and a volatile organic compound.
[Aroma threshold values]

Medium strength odor, chocolate type; recommend smelling in a 1.00% solution or less
[Purification Methods]

Wash it with acidified saturated ferrous sulfate solution (to remove peroxides), separate, dry with CaSO4 or CaCl2, and fractionally distil it from KOH immediately before use. To reduce the possibility of spontaneous polymerisation, addition of about one-third of its volume of heavy mineral oil to 2-methylfuran prior to distillation has been recommended. [Beilstein 17 H 36, 17 I 18, 17 II 39, 17 III/IV 265.]
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Methylfuran(534-22-5).msds
Spectrum DetailBack Directory
[Spectrum Detail]

2-Methylfuran(534-22-5)MS
2-Methylfuran(534-22-5)1HNMR
2-Methylfuran(534-22-5)13CNMR
2-Methylfuran(534-22-5)IR1
2-Methylfuran(534-22-5)IR2
2-Methylfuran(534-22-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Methylfuran, stabilized, 99%(534-22-5)
[Alfa Aesar]

2-Methylfuran, 98+%, stab. with 150-400ppm BHT(534-22-5)
[Sigma Aldrich]

534-22-5(sigmaaldrich)
[TCI AMERICA]

2-Methylfuran,>98.0%(GC)(534-22-5)
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