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CS-W001157 4
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1-(Carbomethoxy)cyclohexene

  • CAS No. 18448-47-0

  • Cat. No. CS-W009174
  • Purity≥95%
  • MDL No.MFCD00001544

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

1-(Carbomethoxy)cyclohexene|CS-W009174

Structure of 18448-47-0

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General Information

  • CAS No. 18448-47-0
  • Cat. No. CS-W009174
  • Purity ≥95%
  • MDL No. MFCD00001544
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O₂
  • Molecular Weight 140.18
  • Synonym(s) 1-(Methoxycarbonyl)-1-cyclohexene; Methyl 1-cyclohexene-1-carboxylate; Methyl 1-cyclohexenecarboxylate; Methyl cyclohex-1-ene-1-carboxylate
  • SMILES O=C(C1=CCCCC1)OC

Description

Methyl 1-cyclohexene-1-carboxylate was used in:diastereoselective synthesis of cis-1,2-dialkenylcyclopropanolssynthesis of methyl 7,7-dimethyl-9-oxo-1,3,4,4a,6,7,8,9,9b-decahydrodibenzo[b,d]furan-4a-carboxylatesynthesis of ethyl 7-oxo-7b,8,9,10,11,11a-hexahydro-7H-benzo[b]phenaleno[2,1-d]furan-11a-carboxylate

Application

1-(Carbomethoxy)cyclohexene serves as a versatile synthetic intermediate for cyclohexenyl ring functionalization, enabling efficient access to substituted cyclohexane derivatives via hydrogenation or electrophilic addition. The conjugated enone system facilitates Michael additions and Diels-Alder reactions, while the ester group provides a handle for selective transformations. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative synthesis in medicinal chemistry and natural product derivatization workflows.

Synthesis

  • Route1
    • null|null
      201230-82-2
    • 1-Chlorocyclohex-1-ene|CS-0722835
      930-66-5
    • ~76%
    • In-stock
      1-(Carbomethoxy)cyclohexene|CS-W009174
      18448-47-0
    • In-stock
      Cyclohex-1-enecarboxylic acid|CS-W007947
      636-82-8

    References

    • Journal of Organic Chemistry, , vol. 60, # 26 p. 8336 - 8340
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 60, # 26 p. 8336 - 8340
  • Route3

    References

    • Lange, Gordon L.; Otulakowski, John A. Journal of Organic Chemistry, 1982 , vol. 47, # 26 p. 5093 - 5096

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.6598
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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