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791962

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:
Molecular Weight:
100.16
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:
NACRES:
NA.21

grade

anhydrous

Quality Level

Assay

≥99.9%

form

liquid

greener alternative product characteristics

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

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

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.
  • The more environmentally conservative CPME solvent replaces hazardous solvents in order to achieve sustainability and reduce environmental and operational costs.
  • 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.

Features and Benefits

Greener alternative for THF, diethyl ether, and MTBE

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

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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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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