6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione

Name: 6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione
Brand: ChemScene
Availability: InStock
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CAS No. 5617-70-9
Cat. No. CS-0088480
Purity≥97%
MDL No.MFCD00042796

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione|CS-0088480

Structure of 5617-70-9

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General Information

CAS No. 5617-70-9
Cat. No. CS-0088480
Purity ≥97%
MDL No. MFCD00042796
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀O₄
Molecular Weight 170.16
Synonym(s) Cyclopropane-1,1-dicarboxylic Acid cycl-Isopropylidene Ester
SMILES O=C(OC(C)(C)OC1=O)C21CC2

Description

6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione features a rigid spirocyclic core with dual carbonyl groups flanking a central oxygen bridge. This electron-deficient scaffold integrates readily into synthetic sequences requiring strained ring systems and exhibits enhanced stability under standard bench conditions.

Application

6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione serves as a robust, bench-stable spirocyclic dienophile in Diels-Alder reactions, enabling efficient construction of complex bicyclic frameworks. Its rigid structure and dual ketone functionalities facilitate selective functionalization and compatibility with diverse reaction conditions. The molecule exhibits excellent stability under standard laboratory handling and simplifies purification due to its defined stereochemistry and low polarity.

Synthesis

Route1
- 505048-26-0
- ~82%
- In-stock
  
  5617-70-9
References
- Toth, Gyoergy; Tamas, Tivadar; Borbely, Ildiko Synthetic Communications, 2002 , vol. 32, # 23 p. 3659 - 3665
Route2
- 598-10-7
- 67-64-1
- ~82%
- In-stock
  
  5617-70-9
References
- Zhu, Xuxiang; Gan, Ping Synthetic Communications, 1998 , vol. 28, # 17 p. 3159 - 3162

Safety Information

Download SDS

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-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

TPSA 52.6
LogP 0.6027
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione

CAS No. 5617-70-9

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