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262102

5,6-Dihydro-2H-pyran-2-one

Name: 5,6-Dihydro-2<I>H</I>-pyran-2-one
Brand: ALDRICH

technical grade, 90%

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About This Item

Empirical Formula (Hill Notation):

C₅H₆O₂

CAS Number:

3393-45-1

Molecular Weight:

98.10

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24855858

MDL number:

MFCD00010439

Beilstein/REAXYS Number:

1610

Assay:

90%

Form:

liquid

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Properties

grade

technical grade

Quality Level

100

assay

90%

form

liquid

refractive index

n20/D 1.483 (lit.)

bp

103 °C/10 mmHg (lit.)

density

1.139 g/mL at 25 °C (lit.)

functional group

ester

storage temp.

2-8°C

SMILES string

O=C1OCCC=C1

InChI

1S/C5H6O2/c6-5-3-1-2-4-7-5/h1,3H,2,4H2

InChI key

QBDAFARLDLCWAT-UHFFFAOYSA-N

Description

General description

Enantioselective conjugate addition of Grignard reagents to 5,6-dihydro-2H-pyran-2-one catalyzed by a chiral phosphine-copper iodide catalyst has been reported.

Application

5,6-Dihydro-2H-pyran-2-one has been used in the preparation of:

(1aR,5aR,5bS,6S,7S)-6,7-di-tert-butoxy-5-oxo-pyrrolidino[1,2-b]isoxazolidino[4,5-c]tetrahydropyran
4-(phenyl)tetrahydro-2H-pyran-2-one

pictograms

GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

114.8 °F - closed cup

flash_point_c

46 °C - closed cup

ppe

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

Regulatory Information

危险化学品

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Conjugate addition of diethylzinc to a, ?-unsaturated lactones catalyzed by copper-phosphite complexes.

Yan M, et al.

Chemical Communications (Cambridge, England), 2, 115-116 (2000)

Synthesis of polyhydroxyindolizidines from 5,6-dihydro-2H-pyran-2-one.

D Socha et al.

Carbohydrate research, 336(4), 315-318 (2001-12-01)

(1aR,5aR,5bS,6S,7S)-6,7-Di-tert-butoxy-5-oxo-pyrrolidino[1,2-b]isoxazolidino[4,5-c]tetrahydropyran (8) prepared by (1,3)-dipolar cycloaddition of the cyclic nitrone 6 derived from tartaric acid to 5,6-dihydro-2H-pyran-2-one (7) was transformed into indolizidine 11 via a sequence of reactions involving methanolysis of the lactone ring, intramolecular alkylation of the nitrogen atom

Rhodium-catalyzed asymmetric 1, 4-addition of arylboron reagents to α,β-unsaturated esters.

Takaya Y, et al.

Tetrahedron Asymmetry, 10(20), 4047-4056 (1999)

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Global Trade Item Number

SKU	GTIN
262102-1G	04061826116166
262102-10G	04061838135186