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CS-W001157 4
Total: USD 88.00

3-(Dimethylamino)acrylaldehyde

  • CAS No. 927-63-9

  • Cat. No. CS-M0766
  • Purity≥98%
  • MDL No.MFCD00006999

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

3-(Dimethylamino)acrylaldehyde|CS-M0766

Structure of 927-63-9

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General Information

  • CAS No. 927-63-9
  • Cat. No. CS-M0766
  • Purity ≥98%
  • MDL No. MFCD00006999
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉NO
  • Molecular Weight 99.13
  • Synonym(s) 3-Dimethylamino-propenal
  • SMILES O=C/C=C/N(C)C

Description

3-Dimethylaminoacrolein was used in synthesis of:benzochlorins, benzoisobacteriochlorins and benzobacteriochlorinsstyryl-substituted Z/E-chlorin derivatives with chlorophyll-a skeletonY shaped cyanines having dimethylamino end groups

Application

3-(Dimethylamino)acrylaldehyde serves as a versatile α,β-unsaturated aldehyde building block, enabling efficient Michael additions and aldol-type condensations in synthetic organic chemistry. Its conjugated system facilitates robust reactivity with nucleophiles while maintaining bench stability under standard conditions. The dimethylamino group enhances electrophilicity at the β-position, supporting facile functionalization in heterocycle synthesis and peptide side-chain modifications. Ideal for use in medicinal chemistry lead optimization and process-scale intermediate construction.

Synthesis

  • Route1
    • In-stock
      N-(4-Nitrophenyl)acetamide|CS-0128761
      104-04-1
    • null|null
      68-12-2
    • ~0%
    • null|null
      1205-59-0
    • null|null
      78708-10-8
    • null|null
      100-01-6
    • In-stock
      3-(Dimethylamino)acrylaldehyde|CS-M0766
      927-63-9

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 1520 - 1530
  • Route2
    • In-stock
      Cyclooctanone|CS-W007564
      502-49-8
    • null|null
      5043-86-7
    • ~0%
    • null|null
      75143-08-7
    • In-stock
      3-(Dimethylamino)acrylaldehyde|CS-M0766
      927-63-9

    References

    • Krasnaya, Zh. A.; Prokof'ev, E. P.; Kucherov, V. F. Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1980 , vol. 29, # 6 p. 987 - 990 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1980 , # 6 p. 1373 - 1376
  • Route3
    • null|null
      624-67-9
    • null|null
      124-40-3
    • ~%
    • In-stock
      3-(Dimethylamino)acrylaldehyde|CS-M0766
      927-63-9

    References

    • DE944852 , ; Journal of the Chemical Society, , p. 3812,3819

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3267
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314-H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.31
  • LogP   0.2606
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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