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Benzene-1,3,5-tricarbonitrile
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CAS No. 10365-94-3
- Cat. No. CS-0110806
- Purity≥97%
- MDL No.MFCD00019746
*For research and further manufacturing use only, not for direct human use.
Structure of 10365-94-3
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General Information
- CAS No. 10365-94-3
- Cat. No. CS-0110806
- Purity ≥97%
- MDL No. MFCD00019746
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₃N₃
- Molecular Weight 153.14
- Synonym(s) 1,3,5-Tricyanobenzene
- SMILES N#CC1=CC(C#N)=CC(C#N)=C1
Description
Benzene-1,3,5-tricarbonitrile features three electron-deficient nitrile groups symmetrically arranged around a central aromatic ring. This configuration imparts high thermal stability and strong coordination capacity, making it ideal for constructing rigid, electron-poor frameworks in organic synthesis and materials chemistry.
Application
Benzene-1,3,5-tricarbonitrile serves as a versatile trifunctional building block in synthetic organic chemistry, enabling efficient construction of complex heterocyclic systems and functionalized aromatic scaffolds. Its three electron-deficient nitrile groups facilitate sequential nucleophilic additions and cyclizations under mild conditions, offering high regioselectivity and excellent bench stability. The compound functions as a key intermediate in the synthesis of triazine derivatives and nitrogen-rich frameworks relevant to materials science and medicinal chemistry applications.
Synthesis
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Route1
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35520-41-3 - ~%
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In-stock
10365-94-3
References
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Bayer Aktiengesellschaft Patent: US5475131 A1, 1995 ;
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Route2
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In-stock
626-39-1 -
151-50-8
- ~50%
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In-stock
10365-94-3
References
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Veauthier, Jacqueline M.; Carlson, Christin N.; Collis, Gavin E.; Kiplinger, Jaqueline L.; John, Kevin D. Synthesis, 2005 , # 16 art. no. M01305SS, p. 2683 - 2686
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Route3
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4422-95-1
- ~%
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In-stock
10365-94-3
References
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Hill, Michael; Mahon, Mary F.; Molloy, Kieran C. Journal of the Chemical Society - Dalton Transactions, 1996 , # 9 p. 1857 - 1865
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS06
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Signal Word : Danger
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UN#: 2811
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Class : 6.1
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Packing Group : Ⅲ
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Hazard Statements : H301+H311+H331-H315-H319
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 71.37
- LogP 1.30164
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 0
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