Lot numbers can be found on the outside label of a product:
Dibenzo[b,d]thiophen-2-amine
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CAS No. 7428-91-3
- Cat. No. CS-0168583
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
![Dibenzo[b,d]thiophen-2-amine|CS-0168583](https://file.chemscene.com/productPIC/CS-0168583.gif)
Structure of 7428-91-3
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General Information
- CAS No. 7428-91-3
- Cat. No. CS-0168583
- Purity ≥97%
- MDL No. None
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₉NS
- Molecular Weight 199.27
- Synonym(s) 2-Dibenzothiophenamine
- SMILES NC1=CC=C2C(C3=CC=CC=C3S2)=C1
Description
Dibenzo[b,d]thiophen-2-amine features a rigid, planar heteroaromatic core that enhances electronic delocalization and facilitates π-stacking interactions. This nitrogen-containing scaffold exhibits excellent thermal stability and serves as a key building block in the synthesis of functional organic semiconductors and fluorescent probes.
Application
Dibenzo[b,d]thiophen-2-amine serves as a versatile scaffold for constructing biologically relevant heterocycles, featuring a planar, electron-rich core with a primary amine at the 2-position. The molecule exhibits excellent bench stability and functions as a key building block in the synthesis of fused polycyclic systems, enabling direct coupling reactions and metal-catalyzed transformations. Its functional group tolerance facilitates downstream derivatization in medicinal chemistry campaigns.
Synthesis
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Route1
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![2-Nitrodibenzo[b,d]thiophene|CS-W014191](https://file.chemscene.com/productPIC/CS-W014191.gif)
6639-36-7 - ~81%
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In-stock
7428-91-3
References
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Kudo, Hirotaka; Castle, Raymond N.; Lee, Milton L. Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 215 - 218
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Route2
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In-stock
![2-Bromodibenzo[b,d]thiophene|CS-W002357](https://file.chemscene.com/productPIC/CS-W002357.gif)
22439-61-8 - ~78%
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In-stock
7428-91-3
References
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Cheung, Chi Wai; Surry, David S.; Buchwald, Stephen L. Organic Letters, 2013 , vol. 15, # 14 p. 3734 - 3737
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Route3
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6639-36-7
- ~39%
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In-stock
7428-91-3
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In-stock
2243-47-2
References
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Back, Thomas G.; Yang, Kexin; Krouse, H. Roy Journal of Organic Chemistry, 1992 , vol. 57, # 7 p. 1986 - 1990
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319
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Precautionary Statements : P264-P280-P302+P352-P362
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Quality Control
Computational Chemistry Data
- TPSA 26.02
- LogP 3.6367
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 0
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