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2,5-Diaminocyclohexa-2,5-diene-1,4-dione

  • CAS No. 1521-06-8

  • Cat. No. CS-0375655
  • Purity≥98%
  • MDL No.MFCD09056768

*For research and further manufacturing use only, not for direct human use.

2,5-Diaminocyclohexa-2,5-diene-1,4-dione|CS-0375655

Structure of 1521-06-8

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General Information

  • CAS No. 1521-06-8
  • Cat. No. CS-0375655
  • Purity ≥98%
  • MDL No. MFCD09056768
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₂
  • Molecular Weight 138.12
  • Synonym(s) 2,5-Diamino-p-benzoquinone
  • SMILES O=C1C(N)=CC(C(N)=C1)=O

Description

2,5-Diaminocyclohexa-2,5-diene-1,4-dione features a rigid, planar quinone core with two primary amine groups positioned for orthogonal reactivity. This scaffold enables direct incorporation into conjugated polymers and functionalized surfaces, offering enhanced charge transport properties. The molecule exhibits excellent stability under ambient conditions and compatibility with diverse synthetic transformations.

Application

2,5-Diaminocyclohexa-2,5-diene-1,4-dione serves as a versatile diaminodiene scaffold for the construction of heterocyclic systems and bioactive molecule precursors. Its conjugated enedione core enables efficient Michael additions and cyclocondensations, while the two primary amine groups offer orthogonal functionalization potential. The compound exhibits good bench stability and facilitates straightforward purification, making it a practical building block in medicinal chemistry and materials synthesis workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

  • TPSA   86.18
  • LogP   -1.1766
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   0

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