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CS-W001157 4
Total: USD 88.00

Methyl 1-cyanocyclopropanecarboxylate

  • CAS No. 6914-73-4

  • Cat. No. CS-0090840
  • Purity≥98%
  • MDL No.MFCD09033250

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

Methyl 1-cyanocyclopropanecarboxylate|CS-0090840

Structure of 6914-73-4

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General Information

  • CAS No. 6914-73-4
  • Cat. No. CS-0090840
  • Purity ≥98%
  • MDL No. MFCD09033250
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇NO₂
  • Molecular Weight 125.13
  • Synonym(s) 1-CYANO-CYCLOPROPANECARBOXYLIC ACIDMETHYL ESTER
  • SMILES O=C(OC)C1(C#N)CC1

Description

Methyl 1-cyanocyclopropanecarboxylate features a strained cyclopropane ring fused to a cyano and ester group, enabling high reactivity in cycloaddition and functionalization reactions. This compact, electron-deficient scaffold integrates readily into complex molecular architectures under mild conditions.

Application

Methyl 1-cyanocyclopropanecarboxylate serves as a versatile building block in synthetic organic chemistry, enabling the construction of strained cyclopropane-containing scaffolds. Its dual functionality—cyano and ester groups—facilitates sequential transformations, including nucleophilic additions, hydrolysis, and decarboxylation. The molecule exhibits good bench stability and compatibility with common reaction conditions, supporting efficient access to functionalized cyclopropane derivatives relevant to medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      106-93-4
    • In-stock
      Methyl 2-cyanoacetate|CS-W016657
      105-34-0
    • ~94%
    • In-stock
      Methyl 1-cyanocyclopropanecarboxylate|CS-0090840
      6914-73-4

    References

    • Lavoisier, Tania; Rodriguez, Jean Synthetic Communications, 1996 , vol. 26, # 3 p. 525 - 530
  • Route2
    • null|null
      107-06-2
    • In-stock
      Methyl 2-cyanoacetate|CS-W016657
      105-34-0
    • ~79%
    • In-stock
      Methyl 1-cyanocyclopropanecarboxylate|CS-0090840
      6914-73-4

    References

    • Heiszman, Jozsef; Bitter, Istvan; Harsanyi, Kalman; Toeke,, Laszlo Synthesis, 1987 , # 8 p. 738 - 739
  • Route3
    • In-stock
      1-Cyano-1-cyclopropanecarboxylic acid|CS-D0590
      6914-79-0
    • null|null
      18107-18-1
    • ~%
    • In-stock
      Methyl 1-cyanocyclopropanecarboxylate|CS-0090840
      6914-73-4

    References

    • WO2012/66065 A1, ; Page/Page column 72 ; WO 2012/066065 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.09
  • LogP   0.46318
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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