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D106208

Sigma-Aldrich

3,4-Dihydro-2H-pyran

97%

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Synonym(s):
2,3,4-Trihydropyran, 2H-3,4-Dihydropyran, Dihydro-2H-pyran, Dihydropyran
Empirical Formula (Hill Notation):
C5H8O
CAS Number:
Molecular Weight:
84.12
Beilstein/REAXYS Number:
103493
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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

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1 of 4

This Item
8.02971711357669210
vibrant-m

D106208

3,4-Dihydro-2H-pyran

vibrant-m

8.02971

3,4-Dihydro-2H-pyran

vibrant-m

711357

4-Aminotetrahydropyran

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

100

form

liquid

form

liquid

form

liquid

form

-

density

0.922 g/mL at 25 °C (lit.)

density

0.929 g/cm3 at 20 °C

density

0.977 g/cm3 at 25 °C

density

1.109 g/mL at 25 °C

bp

86 °C (lit.)

bp

85.5 °C/1013 hPa

bp

-

bp

-

refractive index

n20/D 1.440 (lit.)

refractive index

-

refractive index

n20/D 1.463

refractive index

n20/D 1.534

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

signalword

Danger

Hazard Classifications

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

supp_hazards

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

5.0 °F - closed cup

flash_point_c

-15 °C - closed cup

ppe

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


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FeCl3-NaI mediated reactions of aryl azides with 3, 4-dihydro-2H-pyran: a convenient synthesis of pyranoquinolines
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