4H-pyran-4-one (HCID 7968)

Overview

4H-pyran-4-one is a pyranone that is 4H-pyran substituted by an oxo group at position 4. It derives from a hydride of a 4H-pyran.

Names & identifiers

Preferred name: 4H-pyran-4-one
IUPAC: pyran-4-one
English name: 4H-PYRAN-4-ONE
Molecular formula: C5H4O2
Molecular weight: 96.08

Names & synonyms

4H-PYRAN-4-ONEgamma-Pyrone4-Pyrone.gamma.-Pyrone4H-Pyran, 4-oxo-UNII-UJ7X07IM7ZUJ7X07IM7ZEINECS 203-634-8CHEBI:37966DTXSID20148352g-PyroneRefChem:100695

Show more names

4H-Pyran-4-one>4H-PYRAN-4-ONE, 98+%GAMMA-PYRONE, 4-PYRONE

DTXCID2070843203-634-8CVQUWLDCFXOXEN-UHFFFAOYSA-N108-97-4Pyran-4-oneMFCD000065764-oxo-4H-pyranPyrocoman

Database identifiers

CAS: 108-97-4
PubChem CID: 7968
DTXSID: DTXSID20148352
ChEBI: CHEBI:37966
UNII: UJ7X07IM7Z
EC Number: 203-634-8
Nikkaji: J1.500H

Properties

Computed structural properties

XLogP: 0.1
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 7
Formal charge: 0
Complexity: 119

Experimental & physicochemical properties

SpringerMaterials PropertiesCoriolis coupling

Physicochemical properties

Melting point: 32 · 32-34 °C(lit.)
Boiling point: 210 · 210-215 °C(lit.)
Density: 1.2 · 1.20
refractive index: 1.5238 · 1.5238
Flash point: 214 °F · 214 °F
storage temp.: 2 · 2-8°C
solubility: Slightly soluble in water, soluble in alcohol and oils.
form: clear liquid
color: Light yellow to Brown
Odor: Warm, slight ly pungent, hay-like herbaceous odor of moderate to poor tenacity.
BRN: 105293 · 105293
Stability: Polymerizes under exposure to air (oxygen) and alkali. Turns darker brown, and its odor fades.
InChI: 1S/C5H4O2/c6-5-1-3-7-4-2-5/h1-4H
InChIKey: CVQUWLDCFXOXEN-UHFFFAOYSA-N
SMILES: O=C1C=COC=C1
LogP: -0.628 · -0.628 (est)
CAS DataBase Reference: 108 · 108-97-4
FDA UNII: 7 X07IM7Z · UJ7X07IM7Z
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H332-H335
Precautionary statements: 261 · P261-P280-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
F: 3 · 3-8-10
HS Code: 2932.99 · 2932.99.9090
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F: 3-8-10
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 2932.99.9090
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H332-H335
Precautionary statements: P261-P280-P305+P351+P338

Chemistry & industry

Applications

Uses4H-Pyran-4-one was used in the synthesis of probes grafted on the lipid headgroups.

Preparation methods · 1 item

Preparation1) from Diethylacetone dioxalate by cyclization to Chelidonic acid (gamma-Pyrone- 2,6-dicarboxylic acid). The acid yields 4H-Pyran-4-one by decarboxylation.2) by heating of I-Methoxypent-l -en-3-yn-5- al diethylacetal with Methanol and water, using Mercuric sulfate or Sulfuric acid catalyst.