IdentificationPhysical DataSpectraRoute of Synthesis (ROS)Safety and HazardsOther Data
Identification
Product Name3-ETHOXYACRYLIC ACIDIUPAC Name(E)-3-ethoxyprop-2-enoic acid Molecular StructureCAS Registry Number 6192-01-4MDL NumberMFCD01566841Synonyms(E)-3-Ethoxyacrylic acid695-656-33-Ethoxyacrylic acid6192-01-414674-80-73-ethoxyprop-2-enoic acid2-Propenoic acid, 3-ethoxy-, (2E)-3-Ethyoxyacrylic acid(E)-3-ethoxyprop-2-enoic acid(2E)-3-ethoxyprop-2-enoic acid3-Ethoxy-2-propenoic acid3-EthoxyacrylicacidMFCD01566841(2E)-3-Ethoxyacrylic acidNSC364201(E)-3-ethoxy-acrylic acid3-ethoxyacrylic acid, AldrichCPRBCP05609AKOS006228816CS-W019195NSC-364201AS-11132AS-57294CS-0166780EN300-125926EN300-307457Molecular FormulaC5H8O3Molecular Weight116.11InChIInChI=1S/C5H8O3/c1-2-8-4-3-5(6)7/h3-4H,2H2,1H3,(H,6,7)/b4-3+InChI KeySYMAGJYJMLUEQE-ONEGZZNKSA-N SMILESCCO/C=C/C(=O)O
Physical Data
AppearanceLight yellow flaky solid
Melting Point, °C Solvent (Melting Point) 107 - 109107 - 108diethyl ether106 - 108petroleum ether109H2O110.5H2O110
Boiling Point, °CPressure (Boiling Point), Torr875
Density, g·cm-3Reference Temperature, °CMeasurement Temperature, °C1.114201.24
Spectra
Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)Frequency (NMR Spectroscopy), MHzChemical shifts1Hchloroform-d1400Chemical shifts1Hdimethylsulfoxide-d6Chemical shifts13Cdimethylsulfoxide-d6Spin-spin coupling constantsdimethylsulfoxide-d6Chemical shifts1HCDCl3Spin-spin coupling constantsCDCl3
Description (IR Spectroscopy)Solvent (IR Spectroscopy)BandsKBr
Description (UV/VIS Spectroscopy)Solvent (UV/VIS Spectroscopy)Spectrumethanol
Route of Synthesis (ROS)
Route of Synthesis (ROS) of 3-ETHOXYACRYLIC ACID CAS 6192-01-4
ConditionsYieldWith oxalyl dichloride Yield given;With oxalyl dichloride In dichloromethane at 0 - 20℃; Inert atmosphere;Experimental ProcedureExample 6Preparation process of compound 25:S1.Preparation of (E)-3-ethoxy-N-(2-hydroxy-4-methylphenyl)acrylamide (LQM-01)Weigh 9.43 g of 3-ethoxyacrylic acid (81.20 mmol, 1.0 eq)In a dry 250 mL round bottom flask, protected by a nitrogen atmosphere,Add 100 mL of anhydrous DCM; then,60.90 mL of oxalyl chloride (121.80 mmol, 1.5 eq, 2.0 M in DCM) was slowly added dropwise at 0 °C.Stirring at room temperature overnight;Evaporating the solvent under reduced pressure to give an acid chloride compound;Another 10 g of 2-amino-5-methylphenol (81.20 mmol, 1.0 eq)In a dry 500mL two-necked bottle, protected by a nitrogen atmosphere,150 mL of dry DCM was added.Add 100 mL of anhydrous DCM to the acid chloride compound,Transfer the acid chloride compound to the reaction at 0 ° C,Finally, 13.07 mL of anhydrous pyridine (162.40 mmol, 2.0 eq) was added.The reaction was stirred at room temperature overnight. After TLC tracks the reaction,Pour the reaction solution into 250 mL of ice water.It was extracted with DCM (250 mL x 2) and the obtained organic phase was combined twice.5% HCl solution (250 mL × 2),The organic phase was washed with saturated NaHCO3 (250 mL×2) and saturated NaCI (250 mL×2)Filtered, and evaporated to dryness under reduced pressure.A tan solid was obtained.After dissolution with a small amount of DCM, petroleum ether was recrystallized and allowed to stand overnight.Filtered, the filter cake is washed thoroughly with petroleum ether.Obtained 10.97 g of a yellow solid;Yield: 61.0%, yellow solid.With thionyl chloride
Safety and Hazards
Pictogram(s)SignalDangerGHS Hazard StatementsH314 (33.3%): Causes severe skin burns and eye damage H318 (33.3%): Causes serious eye damage H319 (33.3%): Causes serious eye irritation Precautionary Statement CodesP260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P337+P317, P363, P405, and P501(The corresponding statement to each P-code can be found at the GHS Classification page.)
Other Data
Shelf Life1 year
DruglikenessLipinski rules componentMolecular Weight116.117logP0.619HBA3HBD1Matching Lipinski Rules4Veber rules componentPolar Surface Area (PSA)46.53Rotatable Bond (RotB)3Matching Veber Rules2 https://www.chemwhat.com/3-ethoxyacrylic-acid-cas-6192-01-4/
Comments
Post a Comment