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Sigma-Aldrich

Cyclopentyl methyl ether

greener alternative

contains 50 ppm BHT as inhibitor, ReagentPlus®, ≥99.90%

Synonym(s):

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:
329760630
NACRES:
NA.21

Quality Level

100

product line

ReagentPlus®

assay

≥99.90%

form

liquid

contains

50 ppm BHT as inhibitor

greener alternative product characteristics

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

sustainability

Greener Alternative Product

impurities

≤50 ppm H2O2

bp

106 °C/760 mmHg

mp

-140 °C

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 solvent to many aprotic ether 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

CPME is a greener alternative solvent and may be used is a broad range of applications such as:

Organic synthesis reactions containing the following reagents and conditions:

  1. Alkali agents
  2. Lewis’s acid-mediated reactions
  3. Organometallic
  4. Reduction and Oxidation
  5. Transition metal catalysts
  6. Azeotropic water removal



Extraction of compounds
Polymer synthesis
Crystallization
Surface coatings

Features and Benefits

  • Synthetic-based sustainable and safer alternative
  • Reduces the number of steps required for production
  • Reduces the amount of water that is required for washing
  • Eliminates the need for co-solvents for product recovery

    It has many properties which make it a safer and greener alternative:
  • Low peroxide formation
  • High boiling point
  • Clean organic-water phase separation
  • Reduced energy to recover

Other Notes

To see other BioRenewable or Greener Solvents

The toxicological assessment of cyclopentyl methyl ether (CPME) as a green solvent.




Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

<37.4 °F - closed cup

flash_point_c

< 3 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Replacement of dichloromethane within chromatographic purification: a guide to alternative solvents
MacMillan, D.S.; et al.
Green Chemistry (2012)
Cyclopentyl Methyl Ether as a New and Alternative Process Solvent
Watanabe, K.; Yamagiwa, N.; Torisawa, Y.
Organic Process Research & Development, 11 (2007)
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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Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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