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Merck
CN

155810

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
UNSPSC Code:
12352103
NACRES:
NA.21
PubChem Substance ID:
EC Number:
202-507-4
Beilstein/REAXYS Number:
102448
MDL number:
Assay:
≥99.5%
Bp:
78-80 °C (lit.)
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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.

sustainability

Greener Alternative Product

dilution

(for general lab use)

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

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


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Danger

Hazard Classifications

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

supp_hazards

Storage Class

3 - Flammable liquids

flash_point_f

14.0 °F - closed cup

flash_point_c

-10.0 °C - closed cup

Regulatory Information

危险化学品

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Mari Merce Cascant et al.
Analytical and bioanalytical chemistry, 409(14), 3527-3539 (2017-04-09)
There is a great interest in finding alternatives and green solvents in extraction processes to replace petroleum based solvents. In order to investigate these possibilities, computational methods, as Hansen solubility parameters (HSP) and conductor-like screening model for real solvent (COSMO-RS)
V R Koch et al.
Science (New York, N.Y.), 204(4392), 499-501 (1979-05-04)
Rechargeable, high energy density lithium batteries require an efficient lithium electrode. Earlier work with electrolytes based on propylene carbonate, methyl acetate, and tetrahydrofuran yielded poor lithium electrode cycling efficiencies because of electrolyte reduction by lithium. Solutions of lithium hexafluoroarsenate in
Solvent applications of 2-methyltetrahydrofuran in organometallic and biphasic reactions.
Aycock DF.
Organic Process Research & Development, 11(1), 156-159 (2007)



Global Trade Item Number

SKUGTIN
155810-200L04061838151261
155810-20L04061838742278
155810-500ML04061837224003
155810-PZ04061823900218
155810-100ML04061838742254
155810-18L-CS04061837713330
155810-2.5L04061838742261
155810-4X4L04061838742285