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155810

Sigma-Aldrich

2-Methyltetrahydrofuran

greener alternative

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

Synonyme(s) :

Tétrahydro-2-méthylfurane

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About This Item

Formule empirique (notation de Hill):
C5H10O
Numéro CAS:
96-47-9
Poids moléculaire :
86.13
Numéro Beilstein :
102448
Numéro CE :
202-507-4
Numéro MDL:
MFCD00005367
Code UNSPSC :
12352103
ID de substance PubChem :
329750937
Nomenclature NACRES :
NA.21

Niveau de qualité

100

Gamme de produits

ReagentPlus®

Pureté

≥99.5%

Forme

liquid

Contient

150-400 ppm BHT as stabilizer

Limite d'explosivité

0.34-6.3 %

Caractéristiques du produit alternatif plus écologique

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

sustainability

Greener Alternative Product

Impuretés

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

Indice de réfraction

n20/D 1.406 (lit.)

Point d'ébullition

78-80 °C (lit.)

Pf

-136 °C

Densité

0.86 g/mL at 25 °C (lit.)

Autre catégorie plus écologique

Aligned,

Chaîne SMILES 

CC1CCCO1

InChI

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

Clé InChI

JWUJQDFVADABEY-UHFFFAOYSA-N

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Description générale

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

Caractéristiques et avantages

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

Autres remarques

To see other BioRenewable or Greener Solvents

Informations légales

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

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

216666

Tétrakis(triphénylphosphine)palladium(0), 99%

732117

Pd-PEPPSI™-IPent catalyst, ≥95%

761605

BrettPhos Pd G3, 98%

763403

RuPhos Pd G3, 98%

320269

Dichlorométhane, ACS reagent, ≥99.5%, contains 40-150 ppm amylene as stabilizer

676853

Dichlorométhane, ACS reagent, ≥99.5%, contains 40-150 ppm amylene as stabilizer

178810

Tetrahydrofurane, ReagentPlus®, ≥99.0%, contains 250 ppm BHT as inhibitor

D201863

1,4-Dioxane, ReagentPlus®, ≥99%, contains ≤25 ppm BHT as stabilizer

D65100

Dichlorométhane, contains 40-150 ppm amylene as stabilizer, ACS reagent, ≥99.5%

320110

Acétone, ACS reagent, ≥99.5%

179124

Acétone, ACS reagent, ≥99.5%

809519

Acétone, ACS reagent, ≥99.5%, ≤2 ppm low benzene

Pictogrammes

FlameCorrosionExclamation mark
GHS02,GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H225,H302,H315,H318

Classification des risques

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

Risques supp

EUH019

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

14.0 °F - closed cup

Point d'éclair (°C)

-10.0 °C - closed cup

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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)
Axel Kahnt et al.
Journal of the American Chemical Society, 133(25), 9863-9871 (2011-05-21)
Electron-transfer reactions are fundamental to many practical devices, but because of their complexity, it is often very difficult to interpret measurements done on the complete device. Therefore, studies of model systems are crucial. Here the rates of charge separation and
Tony W T Bristow et al.
Journal of the American Society for Mass Spectrometry, 25(10), 1794-1802 (2014-08-12)
For on-line monitoring of chemical reactions (batch or continuous flow), mass spectrometry (MS) can provide data to (1) determine the fate of starting materials and reagents, (2) confirm the presence of the desired product, (3) identify intermediates and impurities, (4)

Contenu apparenté

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Biorenewable Solvents

Why should you have to choose between solvents that are ecological and those that are reliable? Enjoy both at once with our biorenewable and greener solutions. Cyrene™ solvent is a new dipolar aprotic alternative to common REACH restricted solvents, such as N methyl-2-pyrrolidone (NMP) and Dimethylformamide (DMF).

Biorenewable Solvents

Why should you have to choose between solvents that are ecological and those that are reliable? Enjoy both at once with our biorenewable and greener solutions. Cyrene™ solvent is a new dipolar aprotic alternative to common REACH restricted solvents, such as N methyl-2-pyrrolidone (NMP) and Dimethylformamide (DMF).

Biorenewable Solvents

Why should you have to choose between solvents that are ecological and those that are reliable? Enjoy both at once with our biorenewable and greener solutions. Cyrene™ solvent is a new dipolar aprotic alternative to common REACH restricted solvents, such as N methyl-2-pyrrolidone (NMP) and Dimethylformamide (DMF).

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