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Chemical Structure| 1212-08-4 Chemical Structure| 1212-08-4

Structure of 1212-08-4

Chemical Structure| 1212-08-4

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Product Citations

Product Citations

Neidhart, Eliza Katherine ;

Abstract: The development of selective polyolefin C–H functionalization methodologies facilitates the elucidation of structure–property relationships in semicrystalline polyolefins. We find that site selective hydrogen atom transfer using N-tBu amidyl radicals can dictate the regioselectivity of C–H functionalization, circumventing polymer chain scission events that would compromise the mechanical properties of the resultant polymer. Coupling this selectivity with remarkably general thiosulfonate radical traps, we transfer functional groups that crosslink polymer chains through ionic and dynamic covalent bonds. These materials display multi length-scale phase separation that contributes to their high toughness during use, yet have the potential to be reprocessed through dynamic bond exchange. The translation of this approach to mixed polyolefin waste streams–which exhibit poor mechanical properties because of polymer phase separation and brittle interfaces between the phases–affords tough blends that offer synergistic properties of the blend constituents. A mechanistic study supports the key role of covalent crosslinking particularly between, but also within phases. Despite the benefits of the aforementioned C–H functionalization approaches, random functionalization along the polymer backbone limits the crystallinity of the resultant polymers, and accordingly the stiffness and strength (i.e. Young’s modulus and stress at yield) of the material. We develop an alternative approach wherein the polymer is reacted in a semicrystalline gel state to sterically protect crystalline domains while affording functionalization in the solvent swelled amorphous domains, providing blocky functionalized polymers that exhibit greater crystallinity fraction, melt temperature, stiffness, and strength in comparison to randomly functionalized analogues.

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Product Details of [ 1212-08-4 ]

CAS No. :1212-08-4
Formula : C12H10O2S2
M.W : 250.34
SMILES Code : O=S(C1=CC=CC=C1)(SC2=CC=CC=C2)=O
MDL No. :MFCD00014738
InChI Key :ATKJLMWDXASAJA-UHFFFAOYSA-N
Pubchem ID :71031

Safety of [ 1212-08-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H315-H319-H332-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 1212-08-4 ]

* 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 [ 1212-08-4 ]

[ 1212-08-4 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 1212-08-4 ]
  • [ 538-28-3 ]
  • [ 52427-29-9 ]
  • [ 882-33-7 ]
  • 2
  • [ 1212-08-4 ]
  • [ 538-28-3 ]
  • [ 931-59-9 ]
  • [ 52427-29-9 ]
  • [ 882-33-7 ]
  • 3
  • [ 71426-20-5 ]
  • [ 64-19-7 ]
  • [ 1212-08-4 ]
  • [ 104-21-2 ]
  • [ 105-13-5 ]
  • 4
  • [ 1212-08-4 ]
  • [ 50594-82-6 ]
  • [ 1309790-94-0 ]
  • 5
  • [ 1212-08-4 ]
  • [ 119072-55-8 ]
  • [ 100137-47-1 ]
  • 4-[(Z)-[(tert-butylamino)phenylsulfanylmethylene]amino]pyridine-2-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% With copper(l) iodide; In 2-methyltetrahydrofuran; at 75℃; for 24h;Molecular sieve; A flask equipped with a reflux condenser was charged with <strong>[100137-47-1]4-aminopyridine-2-carboxamide</strong> (1.12 g, 8.17 mmol), benzenesulfonylsulfanylbenzene (1.85 g, 7.39 mmol), 2-isocyano-2-methyl-propane (3.0 mL, 27 mmol), copper (I) iodide (60 mg, 0.32 mmol) and molecular sieves (2.2 g) in 2- methyltetrahydrofuran (10 mL), and the mixture was heated at 75 C for 24 hours. The reaction mixture was filtered through Celite and the cake was rinsed with ethyl acetate. The filtrate was concentrated and dried under vacuum. The residue was purified by silica gel chromatography (0-60% ethyl acetate/hexanes) to obtain 4-[(Z)-[(feri-butylamino)-phenylsulfanyl-methylene]amino]pyridine-2- carboxamide (1.25 g, 51%). ESI-MS m/z calc. 328.14, found 329.2 (M+l)+; retention time (Method B): 1.07 minutes (3 minute run). NMR (400 MHz, DMSO-d6) delta 8.17 (dd, J = 5.3, 0.6 Hz, 1H), 7.94 (d, J = 3.0 Hz, 1H), 7.49 (s, 1H), 7.28 (dd, J = 2.2, 0.6 Hz, 1H), 7.25 - 7.17 (m, 5H), 6.74 (dd, J = 5.3, 2.2 Hz, 1H), 6.66 (s, 1H), 1.35 (s, 9H) ppm.
 

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