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CS-W001157 4
Total: USD 88.00

(E)-Ethyl 3-(dimethylamino)acrylate

  • CAS No. 1117-37-9

  • Cat. No. CS-0028335
  • Purity≥98%
  • MDL No.MFCD00144269

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

(E)-Ethyl 3-(dimethylamino)acrylate|CS-0028335

Structure of 1117-37-9

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General Information

  • CAS No. 1117-37-9
  • Cat. No. CS-0028335
  • Purity ≥98%
  • MDL No. MFCD00144269
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₃NO₂
  • Molecular Weight 143.18
  • Synonym(s) Ethyl trans-3-dimethylaminoacrylate
  • SMILES CN(C)/C=C/C(OCC)=O

Description

(E)-Ethyl 3-(dimethylamino)acrylate features a conjugated enamine system with enhanced electron density at the β-position, enabling efficient Michael addition reactions. This bench-stable, moisture-tolerant acrylate integrates readily into synthetic sequences requiring nucleophilic olefins, particularly in the construction of nitrogen-containing heterocycles and bioactive molecule scaffolds.

Application

(E)-Ethyl 3-(dimethylamino)acrylate serves as a versatile Michael acceptor and enamine precursor in synthetic organic chemistry. Its conjugated enamide system enables reliable Diels-Alder cycloadditions, Knoevenagel condensations, and nucleophilic additions under mild conditions. The dimethylamino group enhances electrophilicity at the β-carbon, facilitating efficient coupling reactions with amines, thiols, and carbon nucleophiles. Bench-stable and readily purified by distillation, it functions as a key building block for heterocyclic scaffolds and functionalized intermediates in medicinal chemistry and materials synthesis.

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 : H317
Precautionary Statements : P261-P272-P280-P302+P352-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   1.2609
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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