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155810

Sigma-Aldrich

2-Methyltetrahydrofuran

greener alternative

BioRenewable, ReagentPlus®, ≥99.5%, contains 150-400 ppm BHT as stabilizer

Synonym(s):

2-MeTHF, Tetrahydro-2-methylfuran, Tetrahydrosilvan

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About This Item

Empirical Formula (Hill Notation):
C5H10O
CAS Number:
Molecular Weight:
86.13
Beilstein:
102448
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.21

Quality Level

product line

ReagentPlus®

Assay

≥99.5%

form

liquid

contains

150-400 ppm BHT as stabilizer

expl. lim.

0.34-6.3 %

greener alternative product characteristics

Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

impurities

≤1.0% water (coulometr.)
≤100 ppm peroxide (as H2O2)

refractive index

n20/D 1.406 (lit.)

bp

78-80 °C (lit.)

mp

-136 °C

density

0.86 g/mL at 25 °C (lit.)

greener alternative category

SMILES string

CC1CCCO1

InChI

1S/C5H10O/c1-5-3-2-4-6-5/h5H,2-4H2,1H3

InChI key

JWUJQDFVADABEY-UHFFFAOYSA-N

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is biorenewable and thus it aligns with "Safer Solvents and Auxiliaries" and "Use of Renewable Feedstocks".  Click here  for more information.

2-Methyltetrahydrofuran (2-MTHF), a 2-methyl substituted tetrahydrofuran, is a biomass derived, environmentally favorable solvent alternative to tetrahydrofuran (THF), 1,4 Dioxane (Dioxane) and dichloromethane (DCM) for most industrial applications. Its polarity and Lewis base strength is intermediate between tetrahydrofuran (THF) and diethyl ether. It is a potential greener solvent alternative for organic synthesis and shows resistance to reduction by lithium making it a promising candidate as electrolytes in lithium batteries.

Application

2-Methyltetrahydrofuran may be used as an alternative solvent to:
THF in organometallic reactions
  • Grignard
  • Reformantsky
  • Lithiation
  • Hydride Reduction
  • Metal-Catalyzed Coupling (Heck, Stile, Suzuki)




Dichloromethane for Biphasic Reactions:
  • Alkylation
  • Amidation
  • Nucleophilic Substitution

Features and Benefits

  • Made from Renewable Resource - furfural derived from agricultural byproducts
  • High boiling point
  • Clean organic-water phase separation
  • Reduced energy to recover

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Irrit. 2

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

14.0 °F - closed cup

Flash Point(C)

-10.0 °C - closed cup


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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