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Chemical Structure| 13642-97-2 Chemical Structure| 13642-97-2

Structure of 13642-97-2

Chemical Structure| 13642-97-2

Pentafluorophenyl methacrylate

CAS No.: 13642-97-2

4.5 *For Research Use Only !

Cat. No.: A866606 Purity: 98% (stabilized with MEHQ)

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Product Details of [ 13642-97-2 ]

CAS No. :13642-97-2
Formula : C10H5F5O2
M.W : 252.14
SMILES Code : CC(=C)C(=O)OC1=C(F)C(F)=C(F)C(F)=C1F
MDL No. :MFCD00042332
InChI Key :NIJWSVFNELSKMF-UHFFFAOYSA-N
Pubchem ID :193480

Safety of [ 13642-97-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H227
Precautionary Statements:P501-P210-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P403+P235

Application In Synthesis of [ 13642-97-2 ]

* 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 [ 13642-97-2 ]

[ 13642-97-2 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 538-51-2 ]
  • [ 13642-97-2 ]
  • [ 5438-81-3 ]
  • 2
  • [ 13642-97-2 ]
  • poly(pentafluorophenyl methacrylate); monomer(s): pentafluorophenyl methacrylate [ No CAS ]
  • 3
  • [ 771-61-9 ]
  • [ 920-46-7 ]
  • [ 13642-97-2 ]
YieldReaction ConditionsOperation in experiment
88.52% With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20℃; [0096] Pentafluorophenyl methacrylate (PFMA) was synthesized modifying a procedure described by Theato and coworkers.4 2,6-Lutidine (12.96 ml, 0.1 1 1 mol) and pentafluorophenol (20 g, 0.108 mol) were jointly dissolved in 185 mL DCM and cooled at 0 C. Methacryloyl chloride (1 1 .53 mL, 0.1 18 mol) was added drop by drop and the mixture was stirred at 0 C for a period of 3 h. Then, the reaction was allowed to warm to room temperature and was stirred overnight. The resulting suspension was filtered through filter paper, and the filtrate was washed twice with 1 10 mL of Mill iQ water. The organic fraction was then dried with magnesium sulphate. The solution was dried by rotary evaporation. The resulting liquid was purified by a silica-based column chromatography using hexane as the mobile phase. The resulting colourless liquid (88.52 %, 17.37 mL) was kept at -20 C and 2,6-di-tert-butyl-4- methylphenol (BHT) was added to avoid polymerization during storage. 1H NMR (CDCIs): δ/ppm 6.45 (1 H, t), 5.91 (1 H, t), 2.09 (3H, s). 3C NMR (CDCIs): .... 19F NMR (CDCIs) δ/ppm -162.99 (2F, dd), -158.72 (1 H, t), -153.18 (2F, d):
YieldReaction ConditionsOperation in experiment
Example 2 Preparation of pentafluorophenyl methacrylate (acrylic ester 2, AE2) Acrylic ester 2 was prepared in the same way as acrylic ester 1 using methacryloylchloride.
  • 5
  • [ 352-87-4 ]
  • [ 13642-97-2 ]
  • poly(pentafluorophenyl methacrylate-co-2,2,2-trifluoroethyl methacrylate) [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dimethyl 2,2'-azobis(isobutyrate); butyl 3-mercaptopropionate; at 95℃; for 8 - 28h; A polymerization chamber having an inner surface of polyvinylidene fluorine and having an inner diameter of 18.5 mm and a length of 17 cm was prepared. A mixed solution was prepared by adding, to a mixture of 80 parts by weight of 2, 2, 2-trifluoroethyl methacrylate and 20 parts by weight of <strong>[13642-97-2]pentafluorophenyl methacrylate</strong>, dimethylazobisisobutyrate as a polymerization initiator in an amount of 0.1 mol% of all the monomers and Compound (2-9) as a chain transfer agent in an amount of 0.09 mol%. Thus prepared, the solution was purged with nitrogen for 5 minutes, and then filtered through a PTFE membrane filter (Whatman' s Model 6784-1302) . This was fed into the polymerization chamber, and sealed up with a Teflon stopper. Next, the polymerization chamber was kept horizontal, and rotated at 2000 rpm, in which the monomers were thermally polymerized at 950C for 2 hours. This is a clad. Next, a mixed solution was prepared by adding, to a mixture of 76.2 parts by weight of 2, 2, 2-trifluoroethyl methacrylate and 23.8 parts by weight of <strong>[13642-97-2]pentafluorophenyl methacrylate</strong>, dimethylazobisisobutyrate as a polymerization initiator in an amount of 0.1 mol% of all the monomers and Compound (2-9) as a chain transfer agent in an amount of 0.09 mol%. Thus prepared, the solution was purged with nitrogen for 5 minutes, and then filtered through a PTFE membrane filter (Whatman's Model 6784-1302) . This was injected into the hollow area of the clad. Then, the polymerization chamber was kept horizontal, and rotated at 2000 rpm, in which the monomers were thermally EPO <DP n="27"/>polymerized at 95C for 2 hours. This is the first layer of a core. Next, as in Table 1 below, other core layers up to the 10th layer were laminated on it, in the same manner as that for the formation of the first core layer. This was further heated at 95C for 6 hours, and a preform having an outer diameter of 18.5 mm and a hole diameter of 3 mm was finally obtained. The amount of the constitutive materials to be fed into the reactor was so controlled that the thickness of the clad could be 1.5 mm and the thickness of each core layer could be constant, 0.625 mm. Thus obtained, the preform was dried at 250C and under a reduced pressure of -0.1 MPa (as intended for full vacuum, corresponding to about 3 mmHg as calculated) for 100 hours, and then its hollow was connected to a degassing device. In that condition, this was thermally stretched in an electric furnace having an inner temperature of 2000C under a reduced pressure of -4 KPa. Its hollow was lost, and 130 m of POF having an outer diameter of 470 μm was obtained. Thus obtained, the POF was analyzed for its refractive index profile with a two-flux transmission interference microscope (Mizojiri Optics' Model TD-20) . Thus obtained, the refractive index profile data were processed for g-power approximation, and the refractive index profile coefficient, g, was 2. The transmission loss through the POF at a light source wavelength of 650 nm was measured, and it was 94 dB/km. EPO <DP n="28"/>
  • 6
  • [ 79-41-4 ]
  • [ 771-61-9 ]
  • [ 13642-97-2 ]
  • 7
  • 2-aminoethyl α-D-mannopyranoside [ No CAS ]
  • [ 13642-97-2 ]
  • N-[2-(α-D-mannopyranosyloxy)ethyl]methacrylamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
64.73% With triethylamine; In N,N-dimethyl-formamide; at 4 - 20℃; for 4.5h; Compound 3 (4.5 g, 20.17 mmol) was dissolved in 10 mL of N,N- dimethylformamide. To that solution, triethylamine (3 mL, 22.28 mmol) was added and the mixture was cooled down to 4C. Subsequently, <strong>[13642-97-2]pentafluorophenyl methacrylate</strong> (4.38 mL, 24.21 mmol) was added drop-wise with constant stirring. After 30 minutes, ice-bath was removed and the reaction was allowed to stir at room temperature for the next 4 h. Next, the solvent was evaporated and the residual was adsorbed on silica gel. The purification of crude material using flash chromatography (DCM : MeOH 95:5, v/v) provided 3.8g (64.73%) of mannose monomer: C12H21N07, ESI-MS [M+Na]+theor = m/z 314.1216, [M+Na]+found = m/z 314.1208; 1H NMR (400 MHz, D20) 5 5.6 (s, 1H), 5.38 (s, 1H), 4.78 (s, 1H), 3.84 (s, C2, 1H), 3.77-3.34 (multiple signals from 7H: C3, C4, C5, C6, C6’, ethoxy group), 1.85 (s, 3H); 13C NMR (100 MHz, D20) d 172.06, 139.06, 121.00, 99.63, 72.78, 70.47, 69.99, 66.58, 65.73, 60.78, 39.04, 17.68.
 

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