Dimethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate

Name: Dimethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate
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CAS No. 115913-32-1
Cat. No. CS-W001055
Purity≥95%
MDL No.MFCD23106317

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Dimethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate|CS-W001055

Structure of 115913-32-1

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General Information

CAS No. 115913-32-1
Cat. No. CS-W001055
Purity ≥95%
MDL No. MFCD23106317
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₂O₄
Molecular Weight 184.19
Synonym(s) None
SMILES O=C(OC)C12CC(C(=O)OC)(C1)C2

Description

Dimethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate features a rigid, three-dimensional cage structure that imparts exceptional stability and reduced conformational flexibility. This unique topology enhances metabolic resistance and improves membrane permeability, making it valuable for medicinal chemistry applications. The dicarboxylate functionality enables straightforward derivatization and incorporation into diverse molecular architectures.

Application

Dimethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate serves as a rigid, sterically constrained diester building block for the synthesis of complex heterocycles and bioactive molecules. Its high thermal stability and resistance to racemization facilitate reliable use in multistep syntheses. The bridged cyclopropane core enables precise spatial control in medicinal chemistry applications, while the ester functionalities support standard transformations such as hydrolysis, reduction, and cross-coupling reactions.

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 52.6
LogP 0.5027
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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Dimethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate

CAS No. 115913-32-1

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