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Merck

673277

2-Methyltetrahydrofuran

greener alternative

BioRenewable, anhydrous, ≥99%, Inhibitor-free

Sinónimos:

2-MeTHF, Tetrahydro-2-methylfuran, Tetrahydrosilvan

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Fórmula empírica (notación de Hill):
C5H10O
Número CAS:
96-47-9
Peso molecular:
86.13
UNSPSC Code:
12352005
NACRES:
NA.21
PubChem Substance ID:
57652076
EC Number:
202-507-4
Beilstein/REAXYS Number:
102448
MDL number:
MFCD00005367
Assay:
≥99%
Grade:
anhydrous
Bp:
78-80 °C (lit.)

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InChI

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

InChI key

JWUJQDFVADABEY-UHFFFAOYSA-N

SMILES string

CC1CCCO1

grade

anhydrous

assay

≥99%

form

liquid

expl. lim.

0.34-6.3 % (lit.)

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 (lit.)

density

0.86 g/mL at 25 °C (lit.)

greener alternative category

, Aligned

Quality Level

100

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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 tetrahydrofuran, 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.

Application

2-Methyltetrahydrofuran may be used as a solvent for phosphatidylserine synthesis.
It may be used as an alternative solvent to:
  • Dimethyl sulfoxide (DMSO) or methyl tert-butyl ether (MTBE) in the C-C bond forming reactions catalyzed by lyase enzyme.
  • Tetrahydrofuran (THF) in the reaction between Grignard reagents and carbonyl compounds.
  • Methylene chloride in some biphasic 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

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Danger

Hazard Classifications

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

supp_hazards

EUH019

Clase de almacenamiento

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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Certificados de análisis (COA)

Lot/Batch Number
SHBP1851
SHBP2308
SHBN8184
SHBN3872
SHBN4201

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Enzyme-catalyzed C-C bond formation using 2-methyltetrahydrofuran (2-MTHF) as (co) solvent: efficient and bio-based alternative to DMSO and MTBE.
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Green Chemistry, 12(12), 2240-2245 (2010)
Efficient chemoselective addition of Grignard reagents to carbonyl compounds in 2-methyltetrahydrofuran.
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