tert-Butyl 5-iodopentanoate

Name: tert-Butyl 5-iodopentanoate
Brand: ChemScene
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CAS No. 56198-37-9
Cat. No. CS-0695760
Purity≥98%
MDL No.MFCD28401357

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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. 56198-37-9
Cat. No. CS-0695760
Purity ≥98%
MDL No. MFCD28401357
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₇IO₂
Molecular Weight 284.14
Synonym(s) None
SMILES O=C(OC(C)(C)C)CCCCI

Description

tert-Butyl 5-iodopentanoate features a reactive iodide handle at the terminal position, enabling efficient late-stage functionalization in synthetic workflows. The tert-butyl ester group provides enhanced stability and ease of handling, while the aliphatic chain supports compatibility with transition-metal-catalyzed coupling reactions. This reagent serves as a valuable building block for constructing complex molecular architectures under standard conditions.

Application

tert-Butyl 5-iodopentanoate serves as a versatile iodinated building block for transition-metal-catalyzed coupling reactions, particularly in Pd-mediated cross-couplings and cyclization processes. The iodo group exhibits high reactivity with palladium catalysts under standard conditions, enabling efficient C–C bond formation. Its tert-butyl ester functionality provides excellent bench stability and facilitates straightforward deprotection to the corresponding carboxylic acid. The molecule’s linear alkyl chain supports incorporation into diverse heterocyclic and macrocyclic scaffolds, offering practical utility in medicinal chemistry and process development workflows.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331-H341
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

TPSA 26.3
LogP 2.9334
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Iodide

Key Words

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tert-Butyl 5-iodopentanoate

CAS No. 56198-37-9

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