Lot numbers can be found on the outside label of a product:
2-Bromo-4,5-dimethylaniline
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CAS No. 22364-29-0
- Cat. No. CS-0061242
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 22364-29-0
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General Information
- CAS No. 22364-29-0
- Cat. No. CS-0061242
- Purity ≥97%
- MDL No. None
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₀BrN
- Molecular Weight 200.08
- Synonym(s) 2-Bromo-4,5-dimethyl-phenylamine
- SMILES CC1=CC(=C(C=C1C)N)Br
Description
2-Bromo-4,5-dimethylaniline features a bromine substituent flanked by two methyl groups on the aromatic ring, delivering enhanced electron density and steric bulk. This combination enables selective coupling in cross-coupling reactions and provides improved stability under standard conditions. The molecule serves as a valuable scaffold for synthesizing bioactive intermediates and functionalized materials.
Application
2-Bromo-4,5-dimethylaniline serves as a valuable building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its bromo and dimethylamino substituents enable selective cross-coupling reactions and facilitate downstream functionalization via electrophilic substitution. The compound exhibits good bench stability and is compatible with standard Suzuki, Ullmann, and Buchwald-Hartwig coupling protocols, making it a practical choice for iterative medicinal chemistry campaigns and API development.
Synthesis
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Route1
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In-stock
53938-24-2 - ~94%
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In-stock
22364-29-0
References
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TEIJIN LIMITED Patent: EP1502916 A1, 2005 ; Location in patent: Page 463-464 ; EP 1502916 A1
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Route2
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22364-28-9 - ~%
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In-stock
22364-29-0
References
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Kleinschmidt; Braeuniger Die Pharmazie, 1969 , vol. 24, # 2 p. 87 - 94
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Route3
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In-stock
2198-54-1 - ~%
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In-stock
22364-29-0
References
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Braendstroem,A.; Carlsson,A.I. Acta Chemica Scandinavica (1947-1973), 1967 , vol. 21, p. 983 - 992
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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 : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 26.02
- LogP 2.64814
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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