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CS-W001157 4
Total: USD 88.00

N,N'-Diisopropylethylenediamine

  • CAS No. 4013-94-9

  • Cat. No. CS-0204720
  • Molecule weight144.26
  • Purity≥98%
  • MDL No.MFCD00008864

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

N,N'-Diisopropylethylenediamine|CS-0204720

Structure of 4013-94-9

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General Information

  • CAS No. 4013-94-9
  • Cat. No. CS-0204720
  • Purity ≥98%
  • MDL No. MFCD00008864
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₂₀N₂
  • Molecular Weight 144.26
  • Synonym(s) N,N'-bis(1-methylethyl)ethane-1,2-diaminium
  • SMILES N(CCNC(C)C)C(C)C

Description

N,N'-Diisopropylethylenediamine is a sterically hindered diamine featuring two isopropyl groups flanking the ethylenediamine backbone. This configuration imparts enhanced stability and reduced basicity compared to unsubstituted analogs, enabling controlled coordination in catalytic systems. The molecule integrates readily into transition metal complexes, particularly in asymmetric synthesis where steric bulk modulates enantioselectivity. Its moisture-tolerant nature simplifies handling under standard laboratory conditions.

Application

N,N'-Diisopropylethylenediamine serves as a sterically hindered, bench-stable amine base in synthetic organic chemistry. It facilitates deprotonation of weakly acidic substrates with minimal nucleophilic interference, enabling selective enolate formation and efficient execution of aldol, Claisen, and Michael reactions. Its high functional group tolerance and ease of removal during workup make it particularly valuable in complex molecule synthesis and scale-up processes.

Synthesis

  • Route1
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      75-31-0
    • null|null
      106-93-4
    • ~67%
    • In-stock
      N,N'-Diisopropylethylenediamine|CS-0204720
      4013-94-9

    References

    • KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; YOO, Bok Ryul; HAN, Joon Soo; YOO, Jang Hyun Patent: WO2011/81277 A2, 2011 ; Location in patent: Page/Page column 12-13 ;
  • Route2
    • null|null
      226068-74-2
    • ~71%
    • In-stock
      N,N'-Diisopropylethylenediamine|CS-0204720
      4013-94-9

    References

    • Le Bihan, Gaelle; Rondu, Frederic; Pele-Tounian, Agnes; Wang, Xuan; Lidy, Sandrine; Touboul, Estera; Lamouri, Aazdine; Dive, Georges; Huet, Jack; Pfeiffer, Bruno; Renard, Pierre; Guardiola-Lemaitre, Beatrice; Manechez, Dominique; Penicaud, Luc; Ktorza, Alain; Godfroid, Jean-Jacques Journal of Medicinal Chemistry, 1999 , vol. 42, # 9 p. 1587 - 1603
  • Route3
    • null|null
      24764-90-7
    • ~73%
    • In-stock
      N,N'-Diisopropylethylenediamine|CS-0204720
      4013-94-9

    References

    • Dieck, Heindirk tom; Verfuerth, Uwe; Diblitz, Klaus; Ehlers, Jens; Fendesak, Gert Chemische Berichte, 1989 , vol. 122, p. 129 - 132

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS05
Signal Word : Danger
UN#: 2733
Class : 3(8)
Packing Group : Ⅲ
Hazard Statements : H226-H314
Precautionary Statements : P210-P233-P240-P280-P280

Quality Control

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Computational Chemistry Data

  • TPSA   24.06
  • LogP   0.9824
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   5

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