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Chemical Structure| 868-77-9 Chemical Structure| 868-77-9
Chemical Structure| 868-77-9

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Product Details of 2-Hydroxyethyl methacrylate

CAS No. :868-77-9
Formula : C6H10O3
M.W : 130.14
SMILES Code : CC(C(OCCO)=O)=C
MDL No. :MFCD00002863
InChI Key :WOBHKFSMXKNTIM-UHFFFAOYSA-N
Pubchem ID :13360

Safety of 2-Hydroxyethyl methacrylate

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H317-H319
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of 2-Hydroxyethyl methacrylate

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 868-77-9 ]

[ 868-77-9 ] Synthesis Path-Downstream   1~9

  • 2
  • [ 868-77-9 ]
  • [ 20769-85-1 ]
  • [ 213453-08-8 ]
YieldReaction ConditionsOperation in experiment
The 2-(bromoisobutyryloxy)ethyl methacrylate (BIEM, 2b) monomer was synthesized using a modified method following a previous report.4 In a typical run, HEMA (5.0 g, 0.038 mol) and triethylamine (7.8 g, 0.077 mol) were dissolved in dichloromethane (48.9 g, 0.6 mol) in a round-bottomed Schlenk flask under nitrogen. The reaction mixture was stirred at 0 C. and degassed by N2 for 45 min. α-bromoisobutyryl bromide (10.6 g, 0.046 mol) was then added drop-wise over a period of 20 min. After the reaction mixture was stirred for another 6 h at 0 C., the insoluble solids were filtered off. The filtrate was washed three times each with de-ionized water (3×50 mL), 0.5 M NaHCO3 (3×50 mL) and saturated NaCl (3×50 mL) aqueous solutions, respectively. Subsequently, MgSO4 was added to remove trace water and filtered off. The filtrate was evaporated to dryness. The final product, BIEM (2b), was further dried in a vacuum oven and its structure was confirmed by 1H NMR (FIG. 13A).
  • 4
  • cubane-1,4-bis(methacryloyloxyethyl)carboxylate [ No CAS ]
  • [ 868-77-9 ]
  • [ 17407-09-9 ]
  • Polymer, cross-linked; Monomer(s): 2-hydroxyethyl methacrylate, 47.5 percent; methacrylic acid 2-[(trimethylsilyl)oxy]ethyl ester, 47.5 percent; cubane-1,4-bis(methacryloyloxyethyl)carboxylate, 5 percent [ No CAS ]
  • 5
  • cubane-1,4-bis(methacryloyloxyethyl)carboxylate [ No CAS ]
  • [ 868-77-9 ]
  • [ 17407-09-9 ]
  • Polymer, cross-linked; Monomer(s): 2-hydroxyethyl methacrylate, 45 percent; methacrylic acid 2-[(trimethylsilyl)oxy]ethyl ester, 45 percent; cubane-1,4-bis(methacryloyloxyethyl)carboxylate, 10 percent [ No CAS ]
  • 6
  • [ 868-77-9 ]
  • [ 17407-09-9 ]
  • Polymer, Mw = 6589, Mw/Mn = 1.36; Monomer(s): 2-hydroxyethyl methacrylate, 50 percent; methacrylic acid 2-[(trimethylsilyl)oxy]ethyl ester, 50 percent [ No CAS ]
  • 7
  • [ 868-77-9 ]
  • [ 6964-21-2 ]
  • [ 813414-05-0 ]
YieldReaction ConditionsOperation in experiment
41.8% With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 25℃; for 23.25h;Inert atmosphere; Cooling with ice; A solution of 8.24 mmol of DCC in 1 mL dry dichloromethane was added dropwise to a solution of 16.49 mmol HEMA and 8.24 mmol 3-thiophene acetic acid in 4 mL dry dichloromethane containing 0.41 mmol DMAP, with stirring and under cooling with ice. The esterification reaction was performed under nitrogen atmosphere. The reaction was allowed to stand on the ice bath for another 15 min more after adding DCC and then stood at 25 C (RT) for 23 h with continuous stirring. Then, the reaction mixture diluted with 250 mL dichloromethane and transferred to a separatory funnel. The mixture was extracted with 0.5 N HCl (100 mL), 0.5 N NaHCO3 (100 mL) and NaCl solution (100 mL) then dried over MgSO4. The solvent was evaporated out with a rotaevaporator and a yellowish oily residue was obtained. 1H NMR, FT-IR spectra of HEMAT are given in Figs. 1 and 2.
  • 8
  • [ 868-77-9 ]
  • [ 1709-71-3 ]
  • [ 530-62-1 ]
  • C20H26N2O9 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Example 3 [0032] HEMA-based Monoimidazole-dimethacrylate Resins (FIG. 9) was also prepared via a two-step process as described in the following: to a 1000 ml 3-nech round flask, 81.8 g of CDI, 450 ml of methylene dichloride and 107.5 g of <strong>[1709-71-3]AMAHP</strong> were charged and soon the system turns clear at room temperature. After 6 hrs reaction at RT, 66.5 g of HEMA, 40.0 g of potassium carbonate and 4.0 g of terabutylamoniumbromide were added. Keep the reaction proceeding at room temperature for additional 10-12 hrs prior to 200 ml of water was added to stop the reaction. The resulting solution was extraction several times with DI water to remove all of imidazole and catalysts. Then it was dried over magnesium sulfate overnight at RT prior to it was filtrated. Solvent was removed via Rotovapor at 35-40 C. under vacuum.
  • 9
  • [ 868-77-9 ]
  • [ 33693-78-6 ]
  • [ 213453-08-8 ]
 

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