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463159

Sigma-Aldrich

2H-Pyran-2-one

90%

Synonym(s):

α-Pyrone

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About This Item

Empirical Formula (Hill Notation):
C5H4O2
CAS Number:
Molecular Weight:
96.08
Beilstein:
1511
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

90%

refractive index

n20/D 1.53 (lit.)

bp

102-103 °C/20 mmHg (lit.)

density

1.197 g/mL at 25 °C (lit.)

functional group

ester

storage temp.

2-8°C

SMILES string

O=C1OC=CC=C1

InChI

1S/C5H4O2/c6-5-3-1-2-4-7-5/h1-4H

InChI key

ZPSJGADGUYYRKE-UHFFFAOYSA-N

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General description

2H-Pyran-2-one (a-Pyrone) is a heterocyclic building block. Photochemistry of 2H-pyran-2-one has been investigated by laser flash photolysis with infrared detection. Ketene and a bicyclic lactone were obtained as major photoproducts.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Store at 2-8°C

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

201.2 °F - closed cup

Flash Point(C)

94 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Solution photochemistry of 2H-pyran-2-one: laser flash photolysis with infrared detection of transients.
Arnold BR, et al.
Journal of the American Chemical Society, 115(4), 1576-1577 (1993)
T J Ord et al.
Journal of evolutionary biology, 28(11), 1948-1964 (2015-08-04)
The existence of elaborate ornamental structures in males is often assumed to reflect the outcome of female mate choice for showy males. However, female mate choice appears weak in many iguanian lizards, but males still exhibit an array of ornament-like
April M Wright et al.
Journal of experimental zoology. Part B, Molecular and developmental evolution, 324(6), 504-516 (2015-08-01)
Changes in parity mode between egg-laying (oviparity) and live-bearing (viviparity) have occurred repeatedly throughout vertebrate evolution. Oviparity is the ancestral amniote state, and viviparity has evolved many times independently within amniotes (especially in lizards and snakes), with possibly a few
Yuanlong Wu et al.
Scientific reports, 5, 9608-9608 (2015-06-06)
To understand the mechanisms of male sterility in cotton (Gossypium spp.), combined histological, biochemical and transcription analysis using RNA-Seq was carried out in the anther of the single-gene recessive genic male sterility system of male sterile line 1355A and male
Fabrizio Carta et al.
Bioorganic & medicinal chemistry letters, 22(1), 267-270 (2011-12-06)
The inhibition of the zinc enzyme carbonic anhydrase (CA, EC 4.2.1.1) with (thio)coumarins has been recently reported (Maresca et al., J. Am. Chem. Soc. 2009, 131, 3057). Here we demonstrate that a series of γ- and δ-(thio)lactones also act as

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