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Sigma-Aldrich

Cyclopentyl methyl ether

greener alternative

inhibitor-free, anhydrous, ≥99.9%

Synonym(s):

CMPE, CPME

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About This Item

Empirical Formula (Hill Notation):
C6H12O
CAS Number:
5614-37-9
Molecular Weight:
100.16
MDL number:
MFCD08276401
UNSPSC Code:
12352112
PubChem Substance ID:
329768304
NACRES:
NA.21
grade:
anhydrous
Assay:
≥99.9%
bp:
106 °C/760 mmHg
Pricing and availability is not currently available.

grade

anhydrous

Quality Level

100

Assay

≥99.9%

form

liquid

greener alternative product characteristics

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

sustainability

Greener Alternative Product

impurities

≤0.0050% water
water

bp

106 °C/760 mmHg

mp

-140 °C (lit.)

density

0.86 g/mL at 25 °C

greener alternative category

, Aligned

SMILES string

COC1CCCC1

InChI

1S/C6H12O/c1-7-6-4-2-3-5-6/h6H,2-5H2,1H3

InChI key

SKTCDJAMAYNROS-UHFFFAOYSA-N

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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. Cyclopentyl methyl ether (CPME) is a greener alternative to other ethereal solvents such as tetrahydrofuran (THF), 2-methyl tetrahydrofuran (2-MeTHF), dioxane (carcinogenic), tert-Butyl methyl ether (MTBE), and 1,2-dimethoxyethane (DME) and thus has been enhanced for "Safer Solvents and Auxiliaries". Click here for more information.

Application

  • Cyclopentyl methyl ether (CPME) is an alternative to ether solvents such as THF, diethyl ether, and MTBE with a higher resistance to peroxide formation.[1]
  • The more environmentally conservative CPME solvent replaces hazardous solvents in order to achieve sustainability and reduce environmental and operational costs.[2]
  • CPME offers considerable potential and advantage as a direct replacement for CH2Cl2 in binary eluents using MeOH as the modifier with MeOH–DMC and i-PrOH–EtOAc.[2]

Features and Benefits

Greener alternative for THF, diethyl ether, and MTBE

Other Notes

The Toxicological Assessment of Cyclopentyl Methyl Ether (CPME) as a Green Solvent

related product

Product No.
Description
Pricing

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H302,H315,H319

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

<37.4 °F - closed cup

Flash Point(C)

< 3 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ8311
SHBQ6771
SHBQ3729
SHBP8687
SHBP4327

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Watanabe, K.;
Organic Process Research & Development, 11 (2007)
MacMillan, D. S. ;
Green Chemistry (2012)
Rikako Takahiro et al.
Biological & pharmaceutical bulletin, 38(1), 58-65 (2015-03-07)
The aim of this study was to characterize the kinetics of metabolite formation of the phosphodiesterase type-5 (PDE5) inhibitors sildenafil and tadalafil by CYP3A4, CYP3A5, and CYP3A7 isoforms. The formations of N-desmethyl sildenafil and desmethylene tadalafil were examined using CYP3A

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Questions

1–2 of 2 Questions  

  1. 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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  2. 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/449/386/product-dating-information-mk.pdf

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