Lot numbers can be found on the outside label of a product:
2-Bromo-5-iodo-1,3-dimethylbenzene
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CAS No. 689260-53-5
- Cat. No. CS-0028722
- Purity≥95%
- MDL No.MFCD07780650
*For research and further manufacturing use only, not for direct human use.
Structure of 689260-53-5
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General Information
- CAS No. 689260-53-5
- Cat. No. CS-0028722
- Purity ≥95%
- MDL No. MFCD07780650
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₈BrI
- Molecular Weight 310.96
- Synonym(s) B2Me-I-Br
- SMILES CC1=C(Br)C(C)=CC(I)=C1
Description
2-Bromo-5-iodo-1,3-dimethylbenzene features dual halogen substituents on a methylated benzene scaffold, enabling seamless cross-coupling transformations. The bromine and iodine positions facilitate selective Pd-catalyzed reactions, while the dimethyl groups provide steric stabilization and enhanced solubility under standard conditions.
Application
2-Bromo-5-iodo-1,3-dimethylbenzene serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions. The ortho-bromine and meta-iodine substituents enable sequential functionalization via Suzuki, Stille, or Negishi couplings, while the methyl groups provide steric and electronic modulation. Bench-stable and readily purified by flash chromatography, it facilitates efficient construction of complex substituted arenes and heterocyclic scaffolds in medicinal chemistry and materials synthesis.
Synthesis
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Route1
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In-stock
59557-90-3 - ~64%
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In-stock
689260-53-5
References
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Fujihara, Tetsuaki; Tomike, Yoshikazu; Ohtake, Toshiyuki; Terao, Jun; Tsuji, Yasushi Chemical Communications, 2011 , vol. 47, # 34 p. 9699 - 9701
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Route2
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64835-48-9 - ~%
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In-stock
689260-53-5
References
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Rodriguez, Gema; Albrecht, Martin; Schoenmaker, Jeroen; Ford, Alan; Lutz, Martin; Spek, Anthony L.; Van Koten, Gerard Journal of the American Chemical Society, 2002 , vol. 124, # 18 p. 5127 - 5138
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Route3
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108-69-0 - ~%
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In-stock
689260-53-5
References
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Rodriguez, Gema; Albrecht, Martin; Schoenmaker, Jeroen; Ford, Alan; Lutz, Martin; Spek, Anthony L.; Van Koten, Gerard Journal of the American Chemical Society, 2002 , vol. 124, # 18 p. 5127 - 5138
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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 0
- LogP 3.67054
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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