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414247

Sigma-Aldrich

2-metiltetraidrofurano

greener alternative

BioRenewable, anhydrous, ≥99.0%, contains 250 ppm BHT as stabilizer

Sinonimo/i:

2-MeTHF, Tetraidro-2-metilfurano, Tetraidrosilvano

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About This Item

Formula empirica (notazione di Hill):
C5H10O
Numero CAS:
Peso molecolare:
86.13
Beilstein:
102448
Numero CE:
Numero MDL:
Codice UNSPSC:
12352005
ID PubChem:
NACRES:
NA.07

Grado

anhydrous

Livello qualitativo

Saggio

≥99.0%

Forma fisica

liquid

contiene

250 ppm BHT as stabilizer

Limite di esplosione

0.34-6.3 %

Caratteristiche più verdi

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

sustainability

Greener Alternative Product

Impurezze

<0.002% water
<0.005% water (100 mL pkg)

Residuo dopo evaporazione

<0.0003%

Indice di rifrazione

n20/D 1.406 (lit.)

P. eboll.

78-80 °C (lit.)

Punto di fusione

-136 °C

Densità

0.86 g/mL at 25 °C (lit.)

Categoria alternativa più verde

Stringa SMILE

CC1CCCO1

InChI

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

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Descrizione generale

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 (2-MTHF), a 2-methyl substituted tetrahdrofuran, is a biomass derived solvent. It is a potential greener solvent alternative for organic synthesis. It shows resistance to reduction by lithium making it a promising candidate as electrolytes in lithium batteries. Its polarity and Lewis base strength is intermediate between tetrahydrofuran (THF) and diethyl ether. The ring opening reaction of 2-MTHF has been studied using acid chloride and iodide to form secondary chlorides and primary iodides respectively. On long term storage, tetrahydrofuran forms organic peroxides. This process can be suppressed by adding butylated hydroxytoluene (BHT) as a stabilizer. BHT removes the free radicals required for the peroxide formation.

Applicazioni

2-Methyltetrahydrofuran may be used as solvent for phosphatidylserine synthesis.
It may be used as an alternative solvent to:
  • DMSO (dimethyl sulfoxide) or MTBE (methyl tertiary butyl ether) in the C-C bond forming reactions catalyzed by lyase enzyme.
  • THF in the reaction between Grignard reagents and carbonyl compounds.
  • Methylene chloride in some biphase reactions.
Green Alternatives to DCM and THF from Renewable Resources

Organic Solar Cells

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

Caratteristiche e vantaggi

Greener alternative for THF, DCM, DMSO, and MTBE

Confezionamento

Altre note

Pure-Pac® II containers require the Micromatic MacroValve coupler for dispensing solvents, Z560723.

Note legali

Pure-Pac is a registered trademark of Merck KGaA, Darmstadt, Germany

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

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

Rischi supp

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

14.0 °F - closed cup

Punto d’infiammabilità (°C)

-10.0 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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I clienti hanno visto anche

Enzyme-catalyzed C-C bond formation using 2-methyltetrahydrofuran (2-MTHF) as (co) solvent: efficient and bio-based alternative to DMSO and MTBE.
Shanmuganathan S, et al.
Green Chemistry, 12(12), 2240-2245 (2010)
Efficient chemoselective addition of Grignard reagents to carbonyl compounds in 2-methyltetrahydrofuran.
Zhong W, et al.
J. Chem. Res. (M), 2009(6), 370-373 (2009)
2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry.
Pace V, et al.
ChemSusChem, 5(8), 1369-1379 (2012)
2-Methyltetrahydrofuran as an alternative to dichloromethane in 2-phase reactions.
Ripin DHB and Vetelino M.
Synlett, 15, 2353-2353 (2003)
Regiocontrolled ring opening of 2-methyltetrahydrofuran with acid chlorides and iodides.
Mimero P, et al.
Tetrahedron Letters, 35(10), 1553-1556 (1994)

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