Lot numbers can be found on the outside label of a product:
N-(4-Bromophenyl)-1,1,1-trimethyl-N-(trimethylsilyl)silanamine
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CAS No. 5089-33-8
- Cat. No. CS-0109965
- Purity≥95%
- MDL No.MFCD00191840
*For research and further manufacturing use only, not for direct human use.
Structure of 5089-33-8
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General Information
- CAS No. 5089-33-8
- Cat. No. CS-0109965
- Purity ≥95%
- MDL No. MFCD00191840
- Storage 4°C, sealed storage, away from moisture and light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₂₂BrNSi₂
- Molecular Weight 316.38
- Synonym(s) 4-Bromo-N,N-bis(trimethylsilyl)aniline
- SMILES C[Si](N([Si](C)(C)C)C1=CC=C(Br)C=C1)(C)C
Application
N-(4-Bromophenyl)-1,1,1-trimethyl-N-(trimethylsilyl)silanamine serves as a versatile arylsilane building block in cross-coupling and functionalization workflows. The trimethylsilyl group provides enhanced stability and ease of purification, while the pendant bromoaryl moiety enables reliable palladium-catalyzed coupling reactions. This compound functions effectively in standard Suzuki-Miyaura and Stille-type transformations, offering predictable reactivity and high compatibility with diverse functional groups under mild conditions.
Synthesis
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Route1
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75-77-4 -
106-40-1
- ~10%
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In-stock
5089-33-8
References
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Sudhakar, Pagidi; Mukherjee, Sanjoy; Thilagar, Pakkirisamy Organometallics, 2013 , vol. 32, # 10 p. 3129 - 3133
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Route2
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106-40-1
- ~%
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In-stock
5089-33-8
References
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Weisenfeld, Robert B. Journal of Organic Chemistry, 1986 , vol. 51, # 13 p. 2434 - 2436
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Route3
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In-stock
27607-77-8 -
106-40-1
- ~65%
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In-stock
5089-33-8
References
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Clariant GmbH Patent: EP1479686 A1, 2004 ; Location in patent: Page 9 ;
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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-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 3.24
- LogP 4.9253
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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