1,2,2,6,6-Pentamethylpiperidin-4-one

Name: 1,2,2,6,6-Pentamethylpiperidin-4-one
Brand: ChemScene
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CAS No. 5554-54-1
Cat. No. CS-0199444
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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1,2,2,6,6-Pentamethylpiperidin-4-one|CS-0199444

Structure of 5554-54-1

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General Information

CAS No. 5554-54-1
Cat. No. CS-0199444
Purity ≥98%
MDL No. None
Storage -20°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₉NO
Molecular Weight 169.26
Synonym(s) 4-Piperidinone, 1,2,2,6,6-pentamethyl-
SMILES CC1(C)CC(=O)CC(C)(C)N1C

Description

1,2,2,6,6-Pentamethylpiperidin-4-one features a sterically hindered piperidinone core that enhances stability and reduces reactivity toward nucleophiles. This bench-stable ketone serves as a robust building block in asymmetric synthesis, where its rigid framework facilitates precise stereocontrol. The five methyl groups confer significant steric shielding around the carbonyl, minimizing undesired side reactions during functionalization.

Application

1,2,2,6,6-Pentamethylpiperidin-4-one serves as a sterically hindered ketone scaffold enabling selective enolate formation and stable iminium ion intermediates in catalytic asymmetric synthesis. Its robust bench stability and resistance to racemization facilitate use in iterative C–C bond-forming reactions, particularly in the construction of complex nitrogen-containing heterocycles and chiral building blocks for medicinal chemistry applications.

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 : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

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Computational Chemistry Data

TPSA 20.31
LogP 1.8383
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Key Words

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1,2,2,6,6-Pentamethylpiperidin-4-one

CAS No. 5554-54-1

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