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[ CAS No. 3240-34-4 ] {[proInfo.proName]}

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Chemical Structure| 3240-34-4
Chemical Structure| 3240-34-4
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Product Citations

Product Citations

Andrew Harrison ;

Abstract: Polymer nanoreactors incorporating gold nanoparticle catalysts were self-assembled via Flash Nanoprecipitation. The incorporated gold nanoparticles maintained catalytic activity, which was evaluated using reduction of 4-nitrophenol with sodium borohydride as a model reaction. The diffusion coefficient for 4-nitrophenol was determined by NMR and used to calculate the second Damk?hler number, which indicated that the systems were not diffusion limited. Despite similar diffusion coefficients, catalytic performance was strongly affected by the co-precipitant. For example, the apparent reaction rate per surface area using castor oil was over 8-fold greater than polystyrene. Thus, we measured the partition coefficient of 4-nitrophenol between water and castor oil or toluene (to mimic polystyrene). The core material:water partition coefficient for castor oil was 7.81 ± 0.16 compared to 0.09 ± 0.01 for toluene. Including the partition coefficient in the Langmuir-Hinshelwood model, the intrinsic rate constants were comparable. Overall, the increase in apparent catalytic performance could be attributed to differences in reactant solubility rather than differences in mass transfer or intrinsic kinetics. Finally, the polymer nanoreactor were applied to the one-pot condensation of benzaldehyde with 4-nitrophenol performed in water at ambient conditions. The product spontaneous precipitated from the reaction mixture; the nanoreactors were stable in dispersion whereas citrate-stabilized gold and PEG-coated gold precipitated with the product. The product (analytically pure by NMR) was extracted from the precipitate with acetone resulting in a yield of 66%. Overall, these results demonstrate proof-of-principle that multiple reactions can be performed in one-pot and the product can spontaneously phase separate from the nanoreactor dispersion.

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Product Details of [ 3240-34-4 ]

CAS No. :3240-34-4 MDL No. :MFCD00008692
Formula : C10H11IO4 Boiling Point : -
Linear Structure Formula :C6H5I(CH3CO2)2 InChI Key :ZBIKORITPGTTGI-UHFFFAOYSA-N
M.W : 322.10 Pubchem ID :76724
Synonyms :

Calculated chemistry of [ 3240-34-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.2
Num. rotatable bonds : 5
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 63.07
TPSA : 52.6 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.3 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 2.77
Log Po/w (WLOGP) : 2.32
Log Po/w (MLOGP) : 2.12
Log Po/w (SILICOS-IT) : 2.18
Consensus Log Po/w : 1.88

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.55
Solubility : 0.0912 mg/ml ; 0.000283 mol/l
Class : Soluble
Log S (Ali) : -3.53
Solubility : 0.095 mg/ml ; 0.000295 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.48
Solubility : 0.105 mg/ml ; 0.000327 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 3.48

Safety of [ 3240-34-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 3240-34-4 ]

* 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.

  • Upstream synthesis route of [ 3240-34-4 ]
  • Downstream synthetic route of [ 3240-34-4 ]

[ 3240-34-4 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 230-27-3 ]
  • [ 3240-34-4 ]
  • [ 33155-90-7 ]
  • [ 83491-10-5 ]
Reference: [1] Journal of the American Chemical Society, 2004, vol. 126, # 8, p. 2300 - 2301
  • 2
  • [ 3240-34-4 ]
  • [ 86941-88-0 ]
  • [ 32136-81-5 ]
Reference: [1] Helvetica Chimica Acta, 1994, vol. 77, p. 1595 - 1610
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