Cas no 87328-17-4 (ethyl 1-phenylcyclopropanecarboxylate)

ethyl 1-phenylcyclopropanecarboxylate structure
87328-17-4 structure
Product Name:ethyl 1-phenylcyclopropanecarboxylate
CAS No:87328-17-4
MF:C12H14O2
MW:190.238363742828
MDL:MFCD09751949
CID:657373
PubChem ID:13119529
Update Time:2024-10-26

ethyl 1-phenylcyclopropanecarboxylate Chemical and Physical Properties

Names and Identifiers

    • Cyclopropanecarboxylic acid, 1-phenyl-, ethyl ester
    • ethyl 1-phenylcyclopropane-1-carboxylate
    • ETHYL 1-PHENYLCYCLOPROPANECARBOXYLATE
    • Ethyl1-phenylcyclopropanecarboxylate
    • DTXSID40519404
    • SCHEMBL23225662
    • 87328-17-4
    • SY128167
    • DB-243484
    • J-520557
    • AS-40878
    • CS-0456609
    • AKOS008949000
    • MFCD09751949
    • ethoxycarbonylphenylcyclopropane
    • ethyl 1-phenylcyclopropanecarboxylate
    • MDL: MFCD09751949
    • Inchi: 1S/C12H14O2/c1-2-14-11(13)12(8-9-12)10-6-4-3-5-7-10/h3-7H,2,8-9H2,1H3
    • InChI Key: QYTKZIORFMEULA-UHFFFAOYSA-N
    • SMILES: O=C(C1(CC1)C1C=CC=CC=1)OCC

Computed Properties

  • Exact Mass: 190.099379685g/mol
  • Monoisotopic Mass: 190.099379685g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 212
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.4
  • Topological Polar Surface Area: 26.3?2

Experimental Properties

  • Density: 1.119±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 0.04 oC
  • Boiling Point: 117-118 oC (11 Torr)
  • Flash Point: 104.1±9.0 oC,
  • Refractive Index: 1.5085 (589.3 nm 23 oC)
  • Solubility: Very slightly soluble (0.29 g/l) (25 o C),

ethyl 1-phenylcyclopropanecarboxylate Pricemore >>

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ethyl 1-phenylcyclopropanecarboxylate Production Method

Production Method 1

Reaction Conditions
Reference
Lactonization of phenylcyclopropanecarboxylic acids
Sychkova, L. D.; et al, Zhurnal Organicheskoi Khimii, 1983, 19(7), 1445-8

Production Method 2

Reaction Conditions
1.1 Catalysts: Iridium(1+), [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-κN1,κN1′]bis[3,5-diflu… Solvents: Dimethyl sulfoxide ;  12 h, rt
1.2 Reagents: Sodium carbonate Solvents: Water ;  rt
1.3 Reagents: Potassium tert-butoxide Solvents: Dimethyl sulfoxide ;  15 - 18 h, rt
Reference
Visible-Light-Promoted Redox-Neutral Cyclopropanation Reactions of α-Substituted Vinylphosphonates and Other Michael Acceptors with Chloromethyl Silicate as Methylene Transfer Reagent
Guo, Ting; et al, Advanced Synthesis & Catalysis, 2018, 360(23), 4459-4463

Production Method 3

Reaction Conditions
1.1 Catalysts: Iridium(1+), [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-κN1,κN1′]bis[3,5-diflu… Solvents: Dimethyl sulfoxide ;  24 h, rt
Reference
Bromomethyl Silicate: A Robust Methylene Transfer Reagent for Radical-Polar Crossover Cyclopropanation of Alkenes
Luo, Wenping; et al, European Journal of Organic Chemistry, 2020, 2020(11), 1778-1781

Production Method 4

Reaction Conditions
1.1 Catalysts: 2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile Solvents: Dimethyl sulfoxide ;  3 h, 35 °C
Reference
Redox-Neutral Photocatalytic Cyclopropanation via Radical/Polar Crossover
Phelan, James P.; et al, Journal of the American Chemical Society, 2018, 140(25), 8037-8047

Production Method 5

Reaction Conditions
1.1 Reagents: Potassium tert-butoxide Solvents: Dimethyl sulfoxide ;  15 - 18 h, rt
Reference
Visible-Light-Promoted Redox-Neutral Cyclopropanation Reactions of α-Substituted Vinylphosphonates and Other Michael Acceptors with Chloromethyl Silicate as Methylene Transfer Reagent
Guo, Ting; et al, Advanced Synthesis & Catalysis, 2018, 360(23), 4459-4463

Production Method 6

Reaction Conditions
1.1 Reagents: Tributylstannane Solvents: Diethyl ether
Reference
Deamination reactions. 45. Decomposition of 1-arylcyclopropanediazonium ions
Kirmse, Wolfgang; et al, Chemische Berichte, 1986, 119(12), 3694-703

Production Method 7

Reaction Conditions
Reference
Polybromoaromatic compounds. II. Reactions of pentabromochlorobenzene with sodium alcoholates in pyridine
Shishkin, V. N.; et al, Zhurnal Organicheskoi Khimii, 1983, 19(7), 1449-56

Production Method 8

Reaction Conditions
1.1 40 °C; 30 min, 40 °C
2.1 Catalysts: 2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile Solvents: Dimethyl sulfoxide ;  3 h, 35 °C
Reference
Redox-Neutral Photocatalytic Cyclopropanation via Radical/Polar Crossover
Phelan, James P.; et al, Journal of the American Chemical Society, 2018, 140(25), 8037-8047

Production Method 9

Reaction Conditions
1.1 Reagents: Potassium methoxide Solvents: Methanol ;  3 h, rt
2.1 Catalysts: Iridium(1+), [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-κN1,κN1′]bis[3,5-diflu… Solvents: Dimethyl sulfoxide ;  24 h, rt
Reference
Bromomethyl Silicate: A Robust Methylene Transfer Reagent for Radical-Polar Crossover Cyclopropanation of Alkenes
Luo, Wenping; et al, European Journal of Organic Chemistry, 2020, 2020(11), 1778-1781

Production Method 10

Reaction Conditions
1.1 Reagents: Benzyltriethylammonium chloride ,  Sodium hydroxide Solvents: Dichloromethane ,  Water
2.1 Reagents: Tributylstannane Solvents: Diethyl ether
Reference
Deamination reactions. 45. Decomposition of 1-arylcyclopropanediazonium ions
Kirmse, Wolfgang; et al, Chemische Berichte, 1986, 119(12), 3694-703

Production Method 11

Reaction Conditions
1.1 Reagents: Sodium iodide Solvents: Acetonitrile ;  24 h, 60 °C
2.1 40 °C; 30 min, 40 °C
3.1 Catalysts: 2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile Solvents: Dimethyl sulfoxide ;  3 h, 35 °C
Reference
Redox-Neutral Photocatalytic Cyclopropanation via Radical/Polar Crossover
Phelan, James P.; et al, Journal of the American Chemical Society, 2018, 140(25), 8037-8047

Production Method 12

Reaction Conditions
1.1 Catalysts: Iridium(1+), [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-κN1,κN1′]bis[3,5-diflu… Solvents: Dimethyl sulfoxide ;  12 h, rt
1.2 Reagents: Sodium carbonate Solvents: Water ;  rt
Reference
Visible-Light-Promoted Redox-Neutral Cyclopropanation Reactions of α-Substituted Vinylphosphonates and Other Michael Acceptors with Chloromethyl Silicate as Methylene Transfer Reagent
Guo, Ting; et al, Advanced Synthesis & Catalysis, 2018, 360(23), 4459-4463

ethyl 1-phenylcyclopropanecarboxylate Raw materials

ethyl 1-phenylcyclopropanecarboxylate Preparation Products

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