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155810 Sigma-Aldrich

2-Methyltetrahydrofuran

Green Alternative

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

Synonym: 2-MeTHF, Tetrahydro-2-methylfuran, Tetrahydrosilvan

  • CAS Number 96-47-9

  • Empirical Formula (Hill Notation) C5H10O

  • Molecular Weight 86.13

  •  Beilstein/REAXYS Number 102448

  •  EC Number 202-507-4

  •  MDL number MFCD00005367

  •  PubChem Substance ID 329750937

  •  NACRES NA.21

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Properties

Related Categories 12 Principles Aligned Products, ReagentPlus, ReagentPlus Solvent Grade Products, ACS and Reagent Grade Solvents, Amber Glass Bottles,
Quality Level   100
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.)
SMILES string   CC1CCCO1
InChI   1S/C5H10O/c1-5-3-2-4-6-5/h5H,2-4H2,1H3
InChI key   JWUJQDFVADABEY-UHFFFAOYSA-N

Description

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 a biorenewable and thus aligns with "Safer Solvents and Auxiliaries" and "Use of Renewable Feedstocks". Click here for more information.
2-Methyltetrahydrofuran is an environmentally favorable alternative to tetrahydrofuran (THF), 1,4 Dioxane (Dioxane) and dichloromethane (DCM) for most industrial applications.
Many of its benefits include:
• High boiling point
• Clean organic-water phase separation
• Reduced energy to recover

Application

Alternative for THF in Organometallic reactions:
• Grignard
• Reformantsky
• Lithiation
• Hydride Reduction
• Metal-Catalyzed Coupling (Heck, Stile, Suzuki)

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

Forms organic (non-crystalline) glass for low temperature (-196°C) spectroscopic studies.

Green Alternatives to DCM and THF from Renewable resources

2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry

Packaging

100, 500 mL in glass bottle

18, 200 L in steel drum

2.5, 4×4 L in glass bottle

Features and Benefits

BioRenewable
Replacement for THF, DCM, MTBE and DMSO

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Supplemental Hazard Statements 
EUH019
RIDADR 
UN 2536 3 / PGII
WGK Germany 
WGK 2
RTECS 
LU2800000
Flash Point(F) 
14.0 °F - closed cup
Flash Point(C) 
-10.0 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Pressure-Temperature Calculator for Solvents

*Calculations provide estimated results based on Antoine's Coefficients and their associated temperature range values. Antoine's Coefficients were obtained from the National Institute of Standards an...

Peer-Reviewed Papers
15

References

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