2-Methylfuran

{{chembox

| Watchedfields = changed

| verifiedrevid = 477214477

| ImageFile = 2-Methylfuran.svg

| ImageSize = 150

| ImageName = Skeletal formula

| ImageFile1 = 2-Methylfuran-3D-balls.png

| ImageSize1 = 180

| ImageName1 = Ball-and-stick model

| PIN = 2-Methylfuran

| OtherNames =

| Section1 = {{Chembox Identifiers

| InChI = 1/C5H6O/c1-5-3-2-4-6-5/h2-4H,1H3

| InChIKey = VQKFNUFAXTZWDK-UHFFFAOYAB

| SMILES1 = Cc1ccco1

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C5H6O/c1-5-3-2-4-6-5/h2-4H,1H3

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = VQKFNUFAXTZWDK-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 534-22-5

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 51O3BGW3F2

| PubChem = 10797

| ChEBI = 88912

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 10340

| SMILES = o1c(ccc1)C

| EINECS = 208-594-5

}}

| Section2 = {{Chembox Properties

| Formula = C5H6O

| MolarMass = 82.10 g/mol

| Appearance = Colorless to pale yellow/green liquid

| Density = 0.91546 g/mL (20 °C) {{cite journal |last1=Baird |first1=Zachariah Steven |last2=Uusi-Kyyny |first2=Petri |last3=Pokki |first3=Juha-Pekka |last4=Pedegert |first4=Emilie |last5=Alopaeus |first5=Ville |title=Vapor Pressures, Densities, and PC-SAFT Parameters for 11 Bio-compounds |journal=International Journal of Thermophysics |date=6 Nov 2019 |volume=40 |issue=11 |page=102 |doi=10.1007/s10765-019-2570-9|bibcode=2019IJT....40..102B |doi-access=free }}

| MeltingPt =

| BoilingPtC = 64 NIST Chemistry WebBook. http://webbook.nist.gov

| RefractIndex = 1.4332 (20 °C)

| Solubility = 3000 mg/L (20 °C)

| SolubleOther = Soluble

| Solvent = ethanol

}}

| Section3 = {{Chembox Hazards

| MainHazards = Very flammable, harmful

| FlashPtF = -8

| AutoignitionPtC =

| NFPA-F = 3 | NFPA-H = 2 | NFPA-R = 1

}}

}}

2-Methylfuran, also known with the older name of sylvane, is a flammable, water-insoluble liquid

{{cite web

|url=http://environmentalchemistry.com/yogi/chemicals/cn/2-Methylfuran.html

|title=Chemical Database - 2-Methylfuran. EnvironmentalChemistry.com. 1995 - 2008. Accessed on-line: 8/26/2008

|author=Kenneth Barbalace

|accessdate=2008-08-26

}} with a chocolate odor, found naturally in Myrtle and Dutch Lavender{{cite web|url=https://phytochem.nal.usda.gov/phytochem/search/list|title=Dr. Duke's Phytochemical and Ethnobotanical Databases. [Online Database] 26 August 2008. 2-METHYL-FURAN|author=Jim Duke|date=|website=|url-status=live|archive-url=https://web.archive.org/web/20161118042257/https://phytochem.nal.usda.gov/phytochem/search/list |archive-date=2016-11-18 |accessdate=2008-08-26}}

used as a FEMA GRAS flavoring substance,

{{cite web

|url=http://www.thegoodscentscompany.com/data/rw1023171.html

|title=2-methyl furan

|publisher=The Good Scents Company.

|accessdate=2008-08-26}} with the potential for use in alternative fuels.

Manufacture

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.L. W. Burnette, et al., "Production of 2-Methylfuran by Vapor Phase Hydrogenation of Furfural" Industrial and engineering Chemistry, V40, P502-505 (1948).

See also

References

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