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CS-W001157 4
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N1,N1-dimethylbenzene-1,2-diamine

  • CAS No. 2836-03-5

  • Cat. No. CS-W008997
  • Purity≥97%
  • MDL No.MFCD01706706

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

N1,N1-dimethylbenzene-1,2-diamine|CS-W008997

Structure of 2836-03-5

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General Information

  • CAS No. 2836-03-5
  • Cat. No. CS-W008997
  • Purity ≥97%
  • MDL No. MFCD01706706
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂N₂
  • Molecular Weight 136.19
  • Synonym(s) N1,N1-Dimethyl-1,2-benzenediamine; 1-Amino-2-(dimethylamino)benzene; 2-(Dimethylamino)aniline; o-Aminodimethylaniline
  • SMILES NC1=CC=CC=C1N(C)C

Description

N1,N1-dimethylbenzene-1,2-diamine features a dual amine functionality with methyl substitution at the nitrogen atoms, enhancing solubility and reducing basicity. This electron-rich diamine integrates readily into transition metal-catalyzed coupling reactions and serves as a stable ligand in coordination chemistry.

Application

N1,N1-Dimethylbenzene-1,2-diamine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted benzimidazoles and related scaffolds via condensation with carbonyl precursors. The dimethylamino groups enhance solubility and stability while maintaining reactivity under standard coupling conditions. Its bench-stable nature and compatibility with diverse functional groups make it suitable for iterative synthetic sequences in medicinal chemistry and materials development.

Synthesis

  • Route1

    References

    • Dalton Transactions, , vol. 40, # 35 p. 8906 - 8911
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 131, # 31 p. 11049 - 11061
  • Route3
    • null|null
      696604-98-5
    • ~67%
    • In-stock
      N1,N1-dimethylbenzene-1,2-diamine|CS-W008997
      2836-03-5

    References

    • Organic and Biomolecular Chemistry, , vol. 2, # 6 p. 876 - 883

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06,GHS08
Signal Word : Danger
UN#: 3082
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H311+H331-H317-H318-H361-H373
Precautionary Statements : P260-P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P330-P361+P364-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.26
  • LogP   1.3348
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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