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[ CAS No. 527-73-1 ] {[proInfo.proName]}

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Chemical Structure| 527-73-1
Chemical Structure| 527-73-1
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Product Citations

Product Citations      Expand+

Abraha, Yuel W. ; Tsai, Chih-Wei ; Langner, Ernst H. G. DOI:

Abstract: Several ZIFs and their functionalised derivatives have been reported as efficient catalytic materials for the fixation of CO2 in the bid to reduce global warming, caused by the persistent use of fossil fuels. However, the major challenge of using these ZIFs at large scales requires the scalability of their synthesis. Herein, a series of Zn-based zeolite imidazolate frameworks (ML-ZIFs) with mixed linkers (2-methylimidazole and 2-nitroimidazole) were synthesized via an easily scalable procedure. The products were characterised by PXRD, TGA, TEM, N2 isotherms, digestive 1H NMR and evaluated as catalysts for CO2 fixation. All ML-ZIFs are thermally stable, highly porous with SOD or frl topologies and particle sizes of 44-360 nm. ML-ZIF 3 with [Zn(mIm)0.87(nIm)1.13] composition resulted in the highest CO2 uptake of 91 cm3g-1. ML-ZIF 4 (Zn(mIm)1.44(nIm)0.56) led to the highest catalytic activity (684 h-1) by a ZIF derivative in the cycloaddition of CO2 to epichlorohydrin substrate.

Keywords: Scalable ; ZIFs ; Catalysts ; CO2 fixation

Purchased from AmBeed: ; ; 693-98-1

Abraha, Yuel W. ; Tsai, Chih-Wei ; Niemantsverdriet, J. W. Hans , et al. DOI: PubMed ID:

Abstract: Zeolitic imidazolate frameworks, like ZIF-8 and related structures, have shown great potential for the capture of carbon dioxide. Modifying their structure by exchanging part of the constituent organic ligands is a proven method for enhancing the capacity to absorb CO2. In this work, we performed solvent-assisted ligand exchange (SALE) on nanosized ZIF-8 (nZIF-8) with a series of functionalized imidazole derivatives (exchange percentages, after 24 h): 2-bromoimidazole (19%), 2-chloroimidazole (29%), 2-trifluoromethylbenzimidazole (4%), 2-mercaptobenzimidazole (4%), and 2-nitroimidazole (54%). The sodalite topol. and porosity of nZIF-8 were maintained with all SALE modifications. Low-pressure CO2 adsorption of nZIF-8 (38.5 cm3 g-1) at STP was appreciably enhanced with all mixed-linker SALE products. Using halogenated (-Cl, -Br, and -CF3) imidazole derivatives in a 24 h SALE treatment resulted in increases between 11 and 22% in CO2 adsorption, while the thiol (-SH)- and nitro (-NO2)-functionalized SALE products led to 32 and 100% increases in CO2 uptakes, resp. These CO2 uptakes were further optimized by varying the SALE treatment time. The SHbIm- and NO2Im-exchanged SALE products of nZIF-8 show 87 and 98 cm3 g-1 of CO2 uptakes after 60 and 120 h of SALE, resp. These are record high CO2 adsorptions for all reported ZIF derivatives at low-pressure conditions.

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Product Details of [ 527-73-1 ]

CAS No. :527-73-1 MDL No. :MFCD00005185
Formula : C3H3N3O2 Boiling Point : -
Linear Structure Formula :C3H3N2(NO2) InChI Key :YZEUHQHUFTYLPH-UHFFFAOYSA-N
M.W : 113.07 Pubchem ID :10701
Synonyms :
2-Nitroimidazole
Chemical Name :2-Nitroimidazole

Calculated chemistry of [ 527-73-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 27.41
TPSA : 74.5 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.83 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.21
Log Po/w (XLOGP3) : 0.22
Log Po/w (WLOGP) : 0.32
Log Po/w (MLOGP) : -0.4
Log Po/w (SILICOS-IT) : -0.86
Consensus Log Po/w : -0.1

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.08
Solubility : 9.49 mg/ml ; 0.0839 mol/l
Class : Very soluble
Log S (Ali) : -1.34
Solubility : 5.12 mg/ml ; 0.0453 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.56
Solubility : 31.2 mg/ml ; 0.276 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.95

Safety of [ 527-73-1 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P261-P301+P310-P305+P351+P338 UN#:2811
Hazard Statements:H301-H315-H319-H335 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 527-73-1 ]

* 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 [ 527-73-1 ]

[ 527-73-1 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 15469-97-3 ]
  • [ 527-73-1 ]
  • 2
  • [ 527-73-1 ]
  • [ 3101-60-8 ]
  • [ 188264-54-2 ]
  • 3
  • [ 527-73-1 ]
  • zinc nitrate tetrahydrate [ No CAS ]
  • [ 68-12-2 ]
  • [ 57090-88-7 ]
  • [ 1136998-75-8 ]
  • 4
  • [ 527-73-1 ]
  • [ 175711-83-8 ]
  • [ 1616406-12-2 ]
  • 5
  • [ 527-73-1 ]
  • [ 87066-94-2 ]
  • C15H18N4O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
661 mg With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 20.0℃; for 14.5h;Cooling with ice; (3) To a suspension of the Compound 4 (569 mg), the Compound 5 (339 mg), and triphenylphosphine (944 mg) in tetrahydroffiran (12 mE) was added diethyl azodicarboxylate (40 wt % solution in toluene, 1.65 mE) under ice- cooling, and the resulting mixture was stirred at room temperature for 14.5 hours. The reaction mixture was concentrated under reduced pressure, and then the resulting residues were purified by silica gel column chromatography (hexane:ethyl acetate=95:5 to 70:30) to give the Compound 6 (661 mg) as a yellow viscous material. MS (APCI): mlz287 [M+H]
661 mg With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 20.0℃; for 14.5h;Cooling with ice; (3) Compound 4 (569 mg), Compound 5 (339 mg),Triphenylphosphine (944 mg) inTetrahydrofuran (12 mL)To the suspension under ice coolingDiethyl azodicarboxylate(40 wt% toluene solution,1.65 mL) was added,And the mixture was stirred at room temperature for 14.5 hours.The reaction mixture was concentrated under reduced pressure, The residue was purified by silica gel column chromatography (hexane: ethyl acetate = 95: 5 to 70:30)Compound 6 (661 mg) was obtained as a yellow viscous substance.
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