Skip to Content
Merck
All Photos(3)

Key Documents

Safety Information

D106208

Sigma-Aldrich

3,4-Dihydro-2H-pyran

97%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing

Select a Size

100 ML
¥2,900
500 ML
¥10,900

¥2,900

List Price¥3,750Save 23%

In StockDetails


Request a Bulk Order

Select a Size

Change View
100 ML
¥2,900
500 ML
¥10,900

About This Item

Empirical Formula (Hill Notation):
C5H8O
CAS Number:
Molecular Weight:
84.12
Beilstein:
103493
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
form:
liquid
Assay:
97%

¥2,900

List Price¥3,750Save 23%

In StockDetails


Request a Bulk Order

vapor density

2.9 (vs air)

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.440 (lit.)

bp

86 °C (lit.)

mp

−70 °C (lit.)

density

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

InChI key

BUDQDWGNQVEFAC-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

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].

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

5.0 °F - closed cup

Flash Point(C)

-15 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 1 petroleums
Hazardous rank II
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

D106208-100ML:
D106208-BULK:
D106208-VAR:
D106208-10L:
D106208-5ML:
D106208-5KG:
D106208-500ML:


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)
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)
Synthesis and Biological Evaluation of Novel Epothilone B Side Chain Analogues
Nicolaou K, et al
ChemMedChem, 10, 1974-1979 (2015)

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

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service