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414247

2-Methyltetrahydrofuran

Name: 2-Methyltetrahydrofuran
Brand: SIAL

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

Synonyme(s) :

Tétrahydro-2-méthylfurane

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A propos de cet article

Formule empirique (notation de Hill) :

C₅H₁₀O

Numéro CAS:

96-47-9

Poids moléculaire :

86.13

UNSPSC Code:

12352005

NACRES:

NA.07

PubChem Substance ID:

57650057

EC Number:

202-507-4

Beilstein/REAXYS Number:

102448

MDL number:

MFCD00005367

Assay:

≥99.0%

Grade:

anhydrous

Bp:

78-80 °C (lit.)

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Propriétés

grade

anhydrous

Quality Level

100

assay

≥99.0%

form

liquid

contains

250 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

impurities

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

evapn. residue

<0.0003%

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

Aligned,

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 (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.

Application

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

Features and Benefits

Greener alternative for THF, DCM, DMSO, and MTBE

Packaging

View returnable container options.

Other Notes

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

Legal Information

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

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pictograms

GHS02,GHS05,GHS07

signalword

Danger

hcodes

H225,H302,H315,H318

pcodes

P210 - P233 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338

Hazard Classifications

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

supp_hazards

EUH019

Classe de stockage

3 - Flammable liquids

wgk

WGK 2

flash_point_f

14.0 °F - closed cup

flash_point_c

-10.0 °C - closed cup

ppe

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

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Contenu apparenté

Des solvants biorenouvelables

Pourquoi devrait-on choisir entre solvants écologiques et solvants fiables ? Nous vous proposons les deux à la fois grâce à nos solutions biorenouvelables et plus écologiques. Le solvant Cyrene™ est une nouvelle alternative aprotique dipolaire aux solvants courants frappés par la restriction REACH, tels que la N-méthyl-2-pyrrolidone (NMP) et le diméthylformamide (DMF).

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)

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Numéro d'article de commerce international

Référence	GTIN
414247-12X100ML	04061837534041
414247-4X2L	04061837534058
414247-6X1L	04061832082783
414247-100ML	04061832082677
414247-1L	04061832082691
414247-2L	04061832082752