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Merck

D106208

Sigma-Aldrich

3,4-Dihydro-2H-Pyran

97%

Synonym(e):

2,3,4-Trihydropyran, 2H-3,4-Dihydropyran, Dihydro-2H-pyran, Dihydropyran

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About This Item

Empirische Formel (Hill-System):
C5H8O
CAS-Nummer:
Molekulargewicht:
84.12
Beilstein:
103493
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352005
PubChem Substanz-ID:
NACRES:
NA.22
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Dampfdichte

2.9 (vs air)

Qualitätsniveau

Assay

97%

Form

liquid

Brechungsindex

n20/D 1.440 (lit.)

bp

86 °C (lit.)

mp (Schmelzpunkt)

−70 °C (lit.)

Dichte

0.922 g/mL at 25 °C (lit.)

SMILES String

C1COC=CC1

InChI

1S/C5H8O/c1-2-4-6-5-3-1/h2,4H,1,3,5H2

InChIKey

BUDQDWGNQVEFAC-UHFFFAOYSA-N

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Anwendung

3,4-Dihydro-2H-pyran can be used as a reactant to synthesize:
  • Tetrahydropyranylated product from alcohols in the presence of phenolsulfonic acid-formaldehyde resin catalyst[1].
  • Tetrahydropyran derivatives by reacting pyrazoles in the presence of trifluoroacetic acid[2].
  • 1,2,3,4-Tetrahydroquinoline derivatives by cation-exchange resin catalyzed Domino reaction with aromatic amines[3].
  • Tetrahydroquinolines from aryl azides in the presence of FeCl3-NaI[4].

Piktogramme

FlameExclamation mark

Signalwort

Danger

Gefahreneinstufungen

Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - Skin Sens. 1B

Zusätzliche Gefahrenhinweise

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 1

Flammpunkt (°F)

5.0 °F - closed cup

Flammpunkt (°C)

-15 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Analysenzertifikate (COA)

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Besitzen Sie dieses Produkt bereits?

In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

O Kenrik Duru et al.
Journal of general internal medicine, 30(11), 1645-1650 (2015-05-07)
Reducing patient cost-sharing and engaging patients in disease management activities have been shown to increase uptake of evidence-based care. To evaluate the effect of employer purchase of a disease-specific plan with reduced cost-sharing and disease management (the Diabetes Health Plan/DHP)
FeCl3-NaI mediated reactions of aryl azides with 3, 4-dihydro-2H-pyran: a convenient synthesis of pyranoquinolines
Kamal A, et al.
Tetrahedron Letters, 45, 3507-3509 (2004)
Highly selective tetrahydropyranylation/dehydropyranylation of alcohols and phenols using porous phenolsulfonic acid-formaldehyde resin catalyst under solvent-free condition
Rajkumari K, et al.
Reactive and Functional Polymers, 149, 104519-104519 (2020)
Synthesis and Biological Evaluation of Novel Epothilone B Side Chain Analogues
Nicolaou K, et al
ChemMedChem, 10, 1974-1979 (2015)
Domino reaction of anilines with 3, 4-dihydro-2H-pyran catalyzed by cation-exchange resin in water: an efficient synthesis of 1, 2, 3, 4-tetrahydroquinoline derivatives
Chen L, et al.
Green Chemistry, 5, 627-629 (2003)

Questions

1–2 of 2 Questions  
  1. 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

      Helpful?

  2. 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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