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Merck
CN

675989

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
Assay:
≥99.90%
Bp:
106 °C/760 mmHg

Key Documents

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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

dilution

(for general lab use)

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

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

Regulatory Information

危险化学品
This item has

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN8229
BCCN8230
BCCN6922
SHBT0423
SHBT0425

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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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