2,6-Dimethylbenzoquinone

Name: 2,6-Dimethylbenzoquinone
Brand: ChemScene
Availability: InStock
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CAS No. 527-61-7
Cat. No. CS-W016532
Purity≥97%
MDL No.MFCD00001605

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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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Structure of 527-61-7

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General Information

CAS No. 527-61-7
Cat. No. CS-W016532
Purity ≥97%
MDL No. MFCD00001605
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈O₂
Molecular Weight 136.15
Synonym(s) 2,6-DMBQ
SMILES O=C1C(C)=CC(C=C1C)=O

Description

2,6-Dimethylbenzoquinone serves as a stable, electron-deficient quinone scaffold for synthetic transformations. Its methyl substituents enhance solubility and reduce reactivity drift under ambient conditions. This compound integrates readily into redox-active systems and functions effectively in coupling reactions requiring controlled oxidation states.

Application

2,6-Dimethylbenzoquinone serves as a stable, bench-accessible quinone scaffold enabling selective Michael additions and Diels-Alder reactions. Its methyl substituents enhance solubility and reduce oxidation sensitivity compared to unsubstituted benzoquinones, facilitating purification and handling in synthetic workflows. Functions effectively as a building block for heterocyclic systems and redox-active intermediates in medicinal chemistry and materials science applications.

Synthesis

Route1
- 718-36-5
- ~%
- In-stock
  
  527-61-7
References
- Wagner, William R.; Spero, Denice M.; Rastetter, William H. Journal of the American Chemical Society, 1984 , vol. 106, # 5 p. 1476 - 1480
Route2
- 128-39-2
- ~80%
- 4906-22-3
- In-stock
  
  527-61-7
References
- Corden, Barry B.; Drago, Russel S.; Perito, Richard P. Journal of the American Chemical Society, 1985 , vol. 107, # 10 p. 2903 - 2907
Route3
- In-stock
  
  1004-66-6
- ~29%
- In-stock
  
  527-61-7
References
- Leszczynski, L.; Dziegiec, J. Polish Journal of Chemistry, 1994 , vol. 68, # 9 p. 1855 - 1862

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-H332-H335
Precautionary Statements : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P340-P362-P403-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 34.14
LogP 1.0308
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Bioactive Molecules Bioactive Small Molecules

Bioactive Molecules Natural Products

Material Science Electronic Materials Molecular Conductor

Building Blocks Functional Group Ketone

Building Blocks Functional Group Olefins

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Chemical Synthesis Synthetic Reagents Coupling Coupling Reagents (Other)

Material Science Electronic Materials Molecular Conductors Acceptor Molecules

Chemical Synthesis Synthetic Reagents C-X(Non-Halogen) Bond Formation C-H Bond Activation Reaction

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2,6-Dimethylbenzoquinone

CAS No. 527-61-7

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