Lot numbers can be found on the outside label of a product:
5-Bromo-2,3,3-trimethyl-3H-indole
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CAS No. 54136-24-2
- Cat. No. CS-0103304
- Purity≥97%
- MDL No.MFCD07779490
*For research and further manufacturing use only, not for direct human use.
Structure of 54136-24-2
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General Information
- CAS No. 54136-24-2
- Cat. No. CS-0103304
- Purity ≥97%
- MDL No. MFCD07779490
- Storage 4°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₂BrN
- Molecular Weight 238.12
- Synonym(s) 5-BROMO-2,3,3-TRIMETHYLINDOLENINE
- SMILES BrC1=CC2=C(C=C1)N=C(C2(C)C)C
Description
5-Bromo-2,3,3-trimethyl-3H-indole is a sterically hindered indole derivative featuring a bromine substituent at the 5-position and three methyl groups concentrated at the 3-position. This configuration imparts enhanced stability and resistance to decomposition under standard bench conditions. The molecule serves as a valuable scaffold for constructing complex heterocyclic systems in medicinal chemistry and materials science applications.
Application
5-Bromo-2,3,3-trimethyl-3H-indole serves as a versatile building block for brominated indole scaffolds in medicinal chemistry and materials science. Its stability under standard reaction conditions enables direct use in Pd-catalyzed cross-couplings, facilitating the synthesis of complex biaryl systems. The trimethyl substitution enhances solubility and reduces aggregation, while the bromine at C5 provides a reliable site for functionalization. This compound functions effectively in late-stage diversification workflows.
Synthesis
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Route1
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563-80-4 -
In-stock
622-88-8 - ~97%
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In-stock
54136-24-2
References
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Plos, Gregory Patent: US2007/174977 A1, 2007 ; Location in patent: Page/Page column 7; 11 ;
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Route2
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563-80-4
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In-stock
589-21-9 - ~%
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In-stock
54136-24-2
References
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Biosearch Technologies, Inc. Patent: US2007/21621 A1, 2007 ;
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Route3
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64-19-7
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78-93-3
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In-stock
589-21-9
- ~%
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In-stock
54136-24-2
References
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Takase; Inouye Chemical Communications, 2001 , # 23 p. 2432 - 2433
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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 12.36
- LogP 3.8327
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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