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[ CAS No. 120-73-0 ] {[proInfo.proName]}

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Chemical Structure| 120-73-0
Chemical Structure| 120-73-0
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Product Citations

Product Citations      Expand+

Qiushi Wei ; James M. Crawford ; Colin A. Wolden , et al. DOI:

Abstract: The selective adsorption of NH3 over N2 and H2 is of interest for ammonia separation and synthesis. Zeolitic imidazolate frameworks (ZIFs) having tunable pores, high surface area, and chemical affinity for ammonia are suitable candidates for this particular application. Herein, we explore the influence of synthesis parameters on the morphology of ZIF-21 formed by hydrothermal synthesis. Among the many variables examined, it was found that the addition of weak bases such us sodium formate (SF) and weak acids such as ethylenediaminetetraacetic acid (EDTA) acts as crystal morphology modifiers to improve the crystallinity and morphology of ZIF-21 crystals. The addition of EDTA led to the formation of crystals with significant improvements in ammonia adsorption performance without modifying the characteristic LTA topology of ZIF-21. The resultant ZIF-21 crystals led to octahedral uniform shapes displaying remarkably high NH3/N2 and NH3/H2 ideal selectivities. Specifically, ideal selectivities of NH3/N2 = 400 and NH3/H2 = 390 were observed, which correspond to an ～7- and 8-fold improvement as compared to pristine ZIF-21 (without the addition of EDTA), respectively. Besides the improved and regular ZI-21 morphology, two main factors led to the high observed NH3/N2 and NH3/H2 ideal selectivities of the EDTA-assisted ZIF-21 crystals: ammonia pore size confinement and enhanced polar–polar interactions between NH3 and polar ZIF-21 walls. Extended exposure to ammonia partially degraded the ZIF-21 crystal structure by reaction with the purine linkers.

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Qiushi Wei ; Jolie M. Lucero ; James M. Crawford , et al. DOI:

Abstract: LTA type zeolitic imidazolate framework membranes denoted as ZIF-21 were synthesized and evaluated for the separation of a commodity chemical, ammonia, from nitrogen and hydrogen. Membranes were grown using secondary seeded growth. Ammonia permeances were as high as 1727 GPU, with NH3/N2, and NH3/H2 ideal selectivities of 35, and 12 respectively. ZIF-21 membranes were also evaluated for gas mixtures composed of 13.8:86.2 NH3/N2 and NH3/H2, with mixture separation selectivities as high as 7.6 for NH3/N2. Differences in adsorption, and diffusivities were identified as the key separation mechanisms. Specifically, for both gas pairs the polar-polar interaction between ammonia and the linker polar channels, led to the preferential adsorption of ammonia, and therefore favored thermodynamically the separation of ammonia from nitrogen and hydrogen. In addition, for NH3/N2 gas pair, differences in diffusivities was a contributing separation mechanism. For NH3/H2 gas pair, due to the faster hydrogen diffusivity, the kinetic contribution was a strong competing separation mechanism.

Keywords: Ammonia ; Membranes ; Gas separation ; Zeolitic imidazolate frameworks

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Product Details of [ 120-73-0 ]

CAS No. :120-73-0 MDL No. :MFCD00079221
Formula : C5H4N4 Boiling Point : -
Linear Structure Formula :HNCHNC4H2N2 InChI Key :KDCGOANMDULRCW-UHFFFAOYSA-N
M.W : 120.11 Pubchem ID :1044
Synonyms :
3,5,7-Triazaindole;3H-Imidazo[4,5-d]pyrimidine;β-Purine;NSC 753;Isopurine;7H-Purine;6H-Imidazo[4,5-d]pyrimidine;Purine (6CI,8CI)
Chemical Name :1H-Purine

Calculated chemistry of [ 120-73-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 31.68
TPSA : 54.46 ?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) : -7.16 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.83
Log Po/w (XLOGP3) : -0.18
Log Po/w (WLOGP) : 0.35
Log Po/w (MLOGP) : -1.07
Log Po/w (SILICOS-IT) : 1.23
Consensus Log Po/w : 0.23

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.21
Solubility : 7.38 mg/ml ; 0.0615 mol/l
Class : Very soluble
Log S (Ali) : -0.51
Solubility : 37.3 mg/ml ; 0.31 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.12
Solubility : 0.917 mg/ml ; 0.00764 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.26

Safety of [ 120-73-0 ]

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

Application In Synthesis of [ 120-73-0 ]

* 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 [ 120-73-0 ]

[ 120-73-0 ] Synthesis Path-Downstream   1~14

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  • 11
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YieldReaction ConditionsOperation in experiment
With N,N?-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride; phenylsilane; In tetrahydrofuran; at 70℃; under 750.075 - 2250.23 Torr; for 24h;Schlenk technique; Inert atmosphere; Glovebox; General procedure: A-Synthesis of Benzimidazole and Derivatives from Aromatic 1,2-DiaminesThe first results presented describe the synthesis of benzimidazole rings and derivatives from aromatic 1,2-diamines. In this case, the amine R1NH2 and the nitrogenous nucleophilic agent R5R6NH are two reactive functional groups of one and the same molecule (diamine) and are thus connected via a covalent bond. This bond is preferably an aromatic ring of benzene, pyridine or pyrimidine type and the ring formed during the reaction is a nitrogenous heterocycle comprising 5 atoms of imidazole type. In the case where the nucleophile is oxygen-based (R7OH), the rings obtained are benzoxazoles. The results presented were produced by preferably using two sources of different reducing agents, polymethylhydrosiloxane (PMHS), sold by Aldrich under the reference 176206, and phenylsilane (PhSiH3), sold by Aldrich. In the case of the PMHS, as a silane is a polymer, the number of equivalents introduced is given with respect to the number of hydrides introduced and thus the number of monomers introduced with respect to the amine. Thus, the introduction of 3 equivalents of PMHS corresponds to the introduction of 3 equivalents of hydride and thus 3 equivalents of monomers of the PMHS with respect to the amine. Different (pre)catalysts were tested for the reaction.
  • 12
  • [ 13754-19-3 ]
  • [ 64-18-6 ]
  • [ 120-73-0 ]
YieldReaction ConditionsOperation in experiment
100% With orthoformic acid triethyl ester; at 90℃; for 3.5h; Step 1: A solution of <strong>[13754-19-3]pyrimidine-4,5-diamine</strong> (718 mg, 6.53 mmol) and HCOOH (0.36 mL) in triethoxymethane(19 mL) was stirred at 90 C for 3.5 h. The reaction mixture was concentrated under reduced pressure. The residue waspurified by silica gel chromatography eluting with 40:1 DCM/MeOH to give 9H-purine as a brown solid (784 mg, 100%).1H NMR (300 MHz, DMSO-d6) delta 13.40 (br s, 1H), 9.12 (s, 1H), 8.92 (s, 1H), 8.60 (s, 1H). LCMS (ESI) m/z 121 (M+H)+.
  • 13
  • [ 77287-34-4 ]
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  • [ 120-89-8 ]
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  • isocytosine [ No CAS ]
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  • [3H]-hypoxanthine [ No CAS ]
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  • [ 57-13-6 ]
  • [ 56-40-6 ]
  • [ 302-72-7 ]
  • isocytosine [ No CAS ]
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