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414247

2-Methyltetrahydrofuran

BioRenewable, anhydrous, ≥99.0%, contains 150-400 ppm BHT as stabilizer

greener alternative

Greener Alternative

Synonym(s):

2-MeTHF, Tetrahydro-2-methylfuran, Tetrahydrosilvan

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Size/SKUAvailabilityPrice
100 mL

Available to ship TODAYfromMILWAUKEE

$145.00
1 L

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$267.00
2 L

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$381.00
4 x 2 L

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$1,340.00
6 x 1 L

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$1,340.00
12 x 100 mL

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$1,400.00

About This Item

Linear Formula:
C4H8CO
CAS Number:
Molecular Weight:
86.13
UNSPSC Code:
12352005
NACRES:
NA.07
PubChem Substance ID:
EC Number:
202-507-4
Beilstein/REAXYS Number:
102448
MDL number:
Assay:
≥99.0%
Grade:
anhydrous
Bp:
78-80 °C (lit.)

$145.00


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grade

anhydrous

Quality Segment

assay

≥99.0%

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.

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

SMILES string

CC1CCCO1

InChI

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

InChI key

JWUJQDFVADABEY-UHFFFAOYSA-N

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

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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155810178810186562
description

BioRenewable, anhydrous, ≥99.0%, contains 150-400 ppm BHT as stabilizer

description

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

description

≥99.0%, contains 200-400 ppm BHT as inhibitor, ReagentPlus®

description

anhydrous, contains 250 ppm BHT as inhibitor, ≥99.9%

assay

≥99.0%

assay

≥99.5%

assay

≥99.0%

assay

≥99.9%

grade

anhydrous

grade

-

grade

-

grade

anhydrous

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

form

liquid

form

liquid

form

liquid

form

liquid

refractive index

n20/D 1.406 (lit.)

refractive index

n20/D 1.406 (lit.)

refractive index

n20/D 1.407 (lit.)

refractive index

n20/D 1.407 (lit.)

bp

78-80 °C (lit.)

bp

78-80 °C (lit.)

bp

65-67 °C (lit.)

bp

65-67 °C (lit.)


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signalword

Danger

Hazard Classifications

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

supp_hazards

Storage Class

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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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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