Lot numbers can be found on the outside label of a product:
2-Chloro-1,10-phenanthroline
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CAS No. 7089-68-1
- Cat. No. CS-W004568
- Purity≥97%
- MDL No.MFCD00185678
*For research and further manufacturing use only, not for direct human use.
Structure of 7089-68-1
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General Information
- CAS No. 7089-68-1
- Cat. No. CS-W004568
- Purity ≥97%
- MDL No. MFCD00185678
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₇ClN₂
- Molecular Weight None
- Synonym(s) Chlorophenanthroline
- SMILES ClC1=NC2=C3C(C=CC=N3)=CC=C2C=C1
Description
2-Chloro-1,10-phenanthroline is a bench-stable, electron-deficient heterocyclic ligand featuring a chlorinated aromatic system that enhances metal coordination affinity. This derivative integrates readily into transition metal complexes, offering improved solubility and stability in polar solvents. Its para-chloro substitution facilitates downstream functionalization and enables precise tuning of redox properties in catalytic systems.
Application
2-Chloro-1,10-phenanthroline serves as a versatile ligand in transition metal catalysis, enabling efficient cross-coupling and oxidation reactions. Its chlorinated derivative offers enhanced reactivity in Pd-catalyzed transformations while maintaining bench stability and ease of purification. Functions effectively in the synthesis of metallorganic complexes and heterocyclic scaffolds relevant to medicinal chemistry and materials science.
Synthesis
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Route1
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31535-89-4 - ~72%
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In-stock
7089-68-1
References
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B.R.A.H.M.S GmbH; HOSHINO, Mikio; YANO, Toshisada; YAMANAKA, Yasukazu Patent: WO2012/124310 A1, 2012 ; Location in patent: Page/Page column 33-34 ;
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Route2
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1891-19-6 - ~53%
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In-stock
7089-68-1
References
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Engel, Yoni; Dahan, Adi; Rozenshine-Kemelmakher, Emily; Gozin, Michael Journal of Organic Chemistry, 2007 , vol. 72, # 7 p. 2318 - 2328
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Route3
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In-stock
66-71-7 - ~%
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In-stock
7089-68-1
References
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Journal of Organic Chemistry, , vol. 72, # 7 p. 2318 - 2328
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07,GHS05
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Signal Word : Danger
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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-H318-H335-H412
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Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 25.78
- LogP 3.4364
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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