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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

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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

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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

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:

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Certificates of Analysis (COA)

Lot/Batch Number
STBK3111
STBK2831
STBK0775
STBJ4743
STBJ1614

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