Skip to Content
Merck
All Photos(3)

Documents

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
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C5H8O
CAS Number:
110-87-2
Molecular Weight:
84.12
Beilstein:
103493
EC Number:
203-810-4
MDL number:
MFCD00006558
UNSPSC Code:
12352005
PubChem Substance ID:
24893341
NACRES:
NA.22

vapor density

2.9 (vs air)

Quality Level

200

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.
  • Tetrahydropyran derivatives by reacting pyrazoles in the presence of trifluoroacetic acid.
  • 1,2,3,4-Tetrahydroquinoline derivatives by cation-exchange resin catalyzed Domino reaction with aromatic amines.
  • Tetrahydroquinolines from aryl azides in the presence of FeCl3-NaI.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H315,H317,H319,H412

Hazard Classifications

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

Supplementary Hazards

EUH019

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

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’.

Already Own This Product?

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

Visit the Document Library

Christiaan Jardínez et al.
Journal of molecular modeling, 22(12), 296-296 (2016-11-28)
The relationship between the chemical structure and biological activity (log IC50) of 40 derivatives of 1,4-dihydropyridines (DHPs) was studied using density functional theory (DFT) and multiple linear regression analysis methods. With the aim of improving the quantitative structure-activity relationship (QSAR)
Greene, T.W. Wuts, P.G.M.
Protective Groups in Organic Synthesis, 31-31 (1991)
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)
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)
View All Related Papers

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