Standard Article

Cyclopentyl Methyl Ether (CPME)

  1. Kiyoshi Watanabe1,
  2. Yasuhiro Torisawa2

Published Online: 16 SEP 2013

DOI: 10.1002/047084289X.rn01629

e-EROS Encyclopedia of Reagents for Organic Synthesis

e-EROS Encyclopedia of Reagents for Organic Synthesis

How to Cite

Watanabe, K. and Torisawa, Y. 2013. Cyclopentyl Methyl Ether (CPME). e-EROS Encyclopedia of Reagents for Organic Synthesis. .

Author Information

  1. 1

    Zeon Corporation, Tokyo, Japan

  2. 2

    Takasaki University of Health and Welfare, Gunma, Japan

Publication History

  1. Published Online: 16 SEP 2013

Chemistry Terms

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Abstract

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[5614-37-9] C6H12O (MW 100.16)

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

InChIKey = SKTCDJAMAYNROS-UHFFFAOYSA-N

(solvent used for reactions, extraction, and recrystallization in a wide array of reactions)

Alternate Name:methoxycyclopentane.

Physical Data: mp <−140 °C; bp 106 °C; d 0.86 g mL−1.

Solubility: soluble in alcohol, ether, and most organic solvents; insoluble in H2O.

Form Supplied in: clear colorless liquid; widely available.

Analysis of Reagent Purity: GC.

Preparative Method: methylation of cyclopentanol or addition of MeOH to cyclopentene.

Purification: fractionally distilled at 760 mmHg through a 70 mm Vigreux column. Avoid desiccation and overheating.

Handling, Storage, and Precautions: to help prevent autoxidation, store in dark, dry cool under nitrogen atmosphere. CPME should be used in a well-ventilated fume hood. Toxicity (oral) rat LD50: 1000–2000 mg kg−1. Incompatible with strong acids, strong bases, and oxidizing agents. May form explosive peroxides in the presence of air or sunlight.

Featured Compounds

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  1. 1 - 44
Compound Information
Molecular Weight:100.1589
Molecular Formula:C6H12O
InChIKey:SKTCDJAMAYNROS-UHFFFAOYSA-N
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Compound Information
Molecular Weight:121.201
Molecular Formula:C4H11NOS
InChIKey:CESUXLKAADQNTB-SSDOTTSWSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:228.109
Molecular Formula:C8H20O4Ti
InChIKey:JMXKSZRRTHPKDL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:217.371
Molecular Formula:C11H23NOS
InChIKey:WAMNXKQAKDIKKI-UHFFFAOYSA-N
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Compound Information
Molecular Weight:149.662
Molecular Formula:C7H16ClN
InChIKey:VNLCPYWZTADPJD-UHFFFAOYSA-N
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Compound Information
Molecular Weight:140.632
Molecular Formula:C4H9ClOS
InChIKey:ZLJKQOWJEZSNBE-UHFFFAOYSA-N
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Compound Information
Molecular Weight:36.461
Molecular Formula:ClH
InChIKey:VEXZGXHMUGYJMC-UHFFFAOYSA-N
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Compound Information
Molecular Weight:121.201
Molecular Formula:C4H11NOS
InChIKey:CESUXLKAADQNTB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:35.0458
Molecular Formula:H5NO
InChIKey:VHUUQVKOLVNVRT-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:249.311
Molecular Formula:C7H4BrF3Mg
InChIKey:NFKUNHLQCLRBNT-UHFFFAOYSA-M
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:92.1384
Molecular Formula:C7H8
InChIKey:YXFVVABEGXRONW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:84.933
Molecular Formula:CH2Cl2
InChIKey:YMWUJEATGCHHMB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:332.21
Molecular Formula:C16H17BF3KO
InChIKey:WZVHTTOOPHUREN-PKLMIRHRSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:149.9128
Molecular Formula:CsHO
InChIKey:HUCVOHYBFXVBRW-UHFFFAOYSA-M
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Compound Information
Molecular Weight:18.0153
Molecular Formula:H2O
InChIKey:XLYOFNOQVPJJNP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:87.1204
Molecular Formula:C4H9NO
InChIKey:YNAVUWVOSKDBBP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:163.2163
Molecular Formula:C10H13NO
InChIKey:FHQRDEDZJIFJAL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:106.42
Molecular Formula:Pd
InChIKey:KDLHZDBZIXYQEI-UHFFFAOYSA-N
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Compound Information
Molecular Weight:405.4877
Molecular Formula:C28H23NO2
InChIKey:SHKVGXXFELKCHS-UHFFFAOYSA-N
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Compound Information
Molecular Weight:86.0892
Molecular Formula:C4H6O2
InChIKey:BAPJBEWLBFYGME-UHFFFAOYSA-N
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Compound Information
Molecular Weight:491.577
Molecular Formula:C32H29NO4
InChIKey:BSSUMOFRPIHDFA-MUUNZHRXSA-N
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Compound Information
Molecular Weight:491.577
Molecular Formula:C32H29NO4
InChIKey:BSSUMOFRPIHDFA-NDEPHWFRSA-N
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Compound Information
Molecular Weight:194.2701
Molecular Formula:C12H18O2
InChIKey:BULMYPFKPFGNKF-UHEACOROSA-N
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Compound Information
Molecular Weight:176.2548
Molecular Formula:C12H16O
InChIKey:Not Available
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Compound Information
Molecular Weight:190.2384
Molecular Formula:C12H14O2
InChIKey:JTXRMNWQNNQQOO-WEVVVXLNSA-N
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Compound Information
Molecular Weight:190.2384
Molecular Formula:C12H14O2
InChIKey:FWCSGYRIUWCYDP-LLVKDONJSA-N
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Compound Information
Molecular Weight:190.2384
Molecular Formula:C12H14O2
InChIKey:FWCSGYRIUWCYDP-NSHDSACASA-N
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Compound Information
Molecular Weight:214.2152
Molecular Formula:C10H14O5
InChIKey:SCUSKFWALXEQFF-YPVSKDHRSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:290.05
Molecular Formula:C12H28Sn
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:207.9971
Molecular Formula:C5H5IO
InChIKey:IMUSDFZITNOTLJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:100.556
Molecular Formula:C2H6CuLi
InChIKey:LQCYIQBYFCQMCH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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