Lot numbers can be found on the outside label of a product:
2-Allylisoindoline-1,3-dione
-
CAS No. 5428-09-1
- Cat. No. CS-W021537
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 5428-09-1
Please choose your location and provide accurate information for you
| Size |
|
Price | Quantity | |||
|---|---|---|---|---|---|---|
|
* Please select Quantity before adding items. |
||||||
Recommended Products
General Information
- CAS No. 5428-09-1
- Cat. No. CS-W021537
- Purity ≥97%
- MDL No. None
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₉NO₂
- Molecular Weight 187.20
- Synonym(s) N-Allylphthalimide
- SMILES O=C1N(CC=C)C(C2=C1C=CC=C2)=O
Description
2-Allylisoindoline-1,3-dione features a reactive allyl group conjugated to a quinoid core, enabling efficient [4+2] cycloadditions and Diels-Alder reactions. This electron-deficient scaffold integrates readily into complex heterocyclic architectures under mild conditions, offering high functional group tolerance and stability during synthesis.
Application
2-Allylisoindoline-1,3-dione serves as a versatile synthon in heterocyclic synthesis, enabling efficient access to complex isoindoline frameworks through [4+2] cycloadditions and subsequent functionalization. Its allyl group provides a handle for further diversification via Pd-catalyzed coupling or oxidative transformations, while the electron-deficient dione moiety enhances reactivity in Diels-Alder reactions. Bench-stable and readily purified by flash chromatography, it functions as a key building block for medicinal chemistry libraries and natural product analogs.
Synthesis
-
Route1
-
1074-82-4 -
106-95-6
- ~95%
-
In-stock
5428-09-1
References
-
Mosley, Cara A.; Myers, Scott J.; Murray, Ernest E.; Santangelo, Rose; Tahirovic, Yesim A.; Kurtkaya, Natalie; Mullasseril, Praseeda; Yuan, Hongjie; Lyuboslavsky, Polina; Le, Phuong; Wilson, Lawrence J.; Yepes, Manuel; Dingledine, Ray; Traynelis, Stephen F.; Liotta, Dennis C. Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 17 p. 6463 - 6480
-
-
Route2
-
85-44-9
-
107-11-9
- ~98%
-
In-stock
5428-09-1
References
-
Merck and Co., Inc. Patent: US6262268 B1, 2001 ;
-
-
Route3
-
1074-82-4
-
107-05-1
- ~91%
-
In-stock
5428-09-1
References
-
Cai, Chaoxian; Yu, Shichao; Cao, Bonan; Zhang, Xumu Chemistry - A European Journal, 2012 , vol. 18, # 32 p. 9992 - 9998
-
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-H319
|
|
|
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
|
|
Quality Control
Computational Chemistry Data
- TPSA 37.38
- LogP 1.4686
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
Similar Products
Other Classifications
Recently Viewed Products
Leave US a Message
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
Upload Pictures
|
|
Key Words
- 2-Allylisoindoline-1,3-dione sigma2-Allylisoindoline-1,3-dione manufacturer2-Allylisoindoline-1,3-dione price2-Allylisoindoline-1,3-dione structure2-Allylisoindoline-1,3-dione SDSbuy 2-Allylisoindoline-1,3-dione2-Allylisoindoline-1,3-dione supplier2-Allylisoindoline-1,3-dione uses2-Allylisoindoline-1,3-dione molecular weightprice of 2-Allylisoindoline-1,3-dione2-Allylisoindoline-1,3-dione chemical name formula of 2-Allylisoindoline-1,3-dione