Dihydro-2H-pyran-3(4H)-one

Name: Dihydro-2H-pyran-3(4H)-one
Brand: ChemScene
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CAS No. 23462-75-1
Cat. No. CS-D1576
Purity≥95%
MDL No.MFCD00182426

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 23462-75-1

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General Information

CAS No. 23462-75-1
Cat. No. CS-D1576
Purity ≥95%
MDL No. MFCD00182426
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₈O₂
Molecular Weight 100.12
Synonym(s) Tetrahydro-2H-pyran-3-one
SMILES O=C1COCCC1

Description

Dihydro-2H-pyran-3(4H)-one serves as a key heterocyclic scaffold in synthetic organic chemistry, featuring a reactive enolizable carbonyl group flanked by an oxygen heteroatom. This structure enables efficient incorporation into complex molecular architectures through nucleophilic addition and cyclization reactions. The compound exhibits favorable stability under standard bench conditions and demonstrates compatibility with diverse reaction manifolds.

Application

Dihydro-2H-pyran-3(4H)-one serves as a versatile synthetic building block for oxygen-containing heterocycles and carbocyclic systems. Its enolizable ketone functionality enables controlled aldol-type reactions and nucleophilic additions, while the dihydropyran ring provides stability and compatibility with standard organic transformations. This scaffold is particularly valuable in natural product synthesis and medicinal chemistry due to its predictable reactivity and ease of functionalization under mild conditions.

Synthesis

Route1
- In-stock
  
  19752-84-2
- ~92%
- In-stock
  
  23462-75-1
References
- Loepfe, Michael; Linden, Anthony; Heimgartner, Heinz Heterocycles, 2011 , vol. 82, # 2 p. 1267 - 1282
Route2
- 98166-23-5
- ~30%
- In-stock
  
  23462-75-1
References
- Eiden; Wanner Th. Archiv der Pharmazie, 1985 , vol. 318, # 6 p. 548 - 555
Route3
- 1403495-64-6
- ~10%
- In-stock
  
  23462-75-1
References
- Mityuk, Andrey P.; Denisenko, Aleksandr V.; Grygorenko, Oleksandr O.; Tolmachev, Andrey A. Arkivoc, 2012 , vol. 2012, # 8 p. 226 - 230

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS02,GHS07
Signal Word : Danger	UN#: 1993
Class : 3	Packing Group : Ⅲ
Hazard Statements : H226-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

Quality Control

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Computational Chemistry Data

TPSA 26.3
LogP 0.3659
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

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Dihydro-2H-pyran-3(4H)-one

CAS No. 23462-75-1

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