4-Phenyl-1,3-dioxolan-2-one

Name: 4-Phenyl-1,3-dioxolan-2-one
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CAS No. 4427-92-3
Cat. No. CS-0697972
Purity≥98%
MDL No.None

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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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General Information

CAS No. 4427-92-3
Cat. No. CS-0697972
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈O₃
Molecular Weight 164.16
Synonym(s) None
SMILES O=C1OCC(O1)C1=CC=CC=C1

Description

4-Phenyl-1,3-dioxolan-2-one serves as a reactive synthon in carbonyl chemistry, featuring a strained five-membered cyclic anhydride ring that readily undergoes nucleophilic ring opening. The phenyl group enhances electronic stabilization while maintaining high reactivity under mild conditions. This compound integrates efficiently into complex molecular architectures and is particularly valuable in the synthesis of chiral building blocks and functionalized heterocycles.

Application

4-Phenyl-1,3-dioxolan-2-one serves as a stable, bench-accessible synthon for the construction of γ-lactones and functionalized heterocycles. Its cycloaddition reactivity with nucleophiles enables efficient access to chiral building blocks, while its compatibility with common protecting groups facilitates multistep synthesis. The molecule functions as a versatile intermediate in the development of bioactive scaffolds and synthetic intermediates requiring controlled stereochemistry and functional group tolerance.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 35.53
LogP 1.8945
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Dioxolane compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Phenyl-1,3-dioxolan-2-one

CAS No. 4427-92-3

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