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CAS No. : | 1643586-52-0 | MDL No. : | |
Formula : | C11H8N2O4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | ADZVGTMYBJBONV-UHFFFAOYSA-N |
M.W : | 232.19 | Pubchem ID : | 122226325 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | With hydrogenchloride at 80℃; for 48h; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73% | With hydrogenchloride In water for 12h; Reflux; | |
0.6 g | With sodium hydroxide In tetrahydrofuran; methanol; water for 10h; Inert atmosphere; Reflux; Schlenk technique; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
18% | Stage #1: 5-(1H-imidazol-1-yl) isophthalic acid; cadmium(II) acetate dihydrate In water for 0.333333h; Stage #2: In water at 180℃; for 4h; Autoclave; | 2.2. Synthesis of [CdL(H2O)]0.5H2O}n (1) A mixture of Cd(CH3COO)22H2O (10.4 mg, 0.04 mmol) H2L(2.7 mg, 0.01 mmol) and water (10 mL) were stirring for 20 min.Then the mixture was transferred into a 15 ml Teflon-lined stainless,and heated at 180 C for 4 days. After cooling the reaction systemto room temperature at a rate of 6 C/h, block colorless crystalswere obtained, yield of 18% based on Cd. Anal. Calcd (%) for C11H9-CdN2O5.5: C, 35.71, H, 2.44, N, 7.58. Found: C, 35.85, H, 2.51, N,7.55%. IR (KBr, m/cm1): 3467s, 1625m, 1580m, 1542w, 1508w,1461w, 1430m, 1379m, 1240w, 1112w, 1207s, 940w, 777w,748w, 727w. (The infrared spectra of compounds 1-4 are givenin Fig. S2). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
20% | Stage #1: zinc(II) acetate tetrahydrate; 5-(1H-imidazol-1-yl) isophthalic acid In water Stage #2: In water at 180℃; Autoclave; | 2.3. Synthesis of [ZnL(H2O)]H2O}n (2) General procedure: A mixture of Cd(CH3COO)22H2O (10.4 mg, 0.04 mmol) H2L(2.7 mg, 0.01 mmol) and water (10 mL) were stirring for 20 min.Then the mixture was transferred into a 15 ml Teflon-lined stainless,and heated at 180 C for 4 days. After cooling the reaction systemto room temperature at a rate of 6 C/h, block colorless crystalswere obtained |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
19% | Stage #1: 5-(1H-imidazol-1-yl) isophthalic acid; cobalt(II) diacetate tetrahydrate In water Stage #2: In water at 140℃; Autoclave; | 2.4. Synthesis of [CoL(H2O)2]2H2O}n (3) General procedure: A mixture of Cd(CH3COO)22H2O (10.4 mg, 0.04 mmol) H2L(2.7 mg, 0.01 mmol) and water (10 mL) were stirring for 20 min.Then the mixture was transferred into a 15 ml Teflon-lined stainless,and heated at 180 C for 4 days. After cooling the reaction systemto room temperature at a rate of 6 C/h, block colorless crystalswere obtained |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
21% | Stage #1: 5-(1H-imidazol-1-yl) isophthalic acid; nickel(II) acetate tetrahydrate In water Stage #2: In water at 180℃; Autoclave; | 2.5. Synthesis of [NiL(H2O)2]2H2O}n (4) General procedure: A mixture of Cd(CH3COO)22H2O (10.4 mg, 0.04 mmol) H2L(2.7 mg, 0.01 mmol) and water (10 mL) were stirring for 20 min.Then the mixture was transferred into a 15 ml Teflon-lined stainless,and heated at 180 C for 4 days. After cooling the reaction systemto room temperature at a rate of 6 C/h, block colorless crystalswere obtained |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
56% | With sodium hydroxide at 140℃; for 72h; Autoclave; High pressure; | Synthesis of complex 1 A mixture of Zn(OAc)2*2H2O (43.9 mg, 0.2 mmol), H2imip(46.4 mg, 0.2 mmol), NaOH (16 mg, 0.4 mmol), and water(9 mL) was sealed in a Teflon-lined stainless steel autoclavereactor (25 mL) and heated at 140 C for 3 days. Aftercooling to room temperature at a rate of 5 C h-1, colorless block crystals of complex 1 were obtained in a yield of 56 %based on H2imip. Calcd. for C22H22N4O13Zn2: C, 38.75; H, 3.23; N, 8.22; Found: C, 38.81; H, 3.28; N, 8.27; IR (KBr,cm-1): 3420(s), 3143(m), 1634(s), 1582(s), 1558(m),1541(m), 1509(m), 1456(m), 1433(m), 1385(s), 1317(m),1265(m), 1072(s), 776(s), 744(s), 722(s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With sodium hydroxide at 140℃; for 72h; Autoclave; High pressure; | Synthesis of complex 2 Complex 2 was prepared by a similar procedure to that forcomplex 1, by using a mixture of CoSO47H2O (56.2 mg,0.2 mmol), H2imip (46.4 mg, 0.2 mmol), and NaOH(16 mg, 0.4 mmol). Red block crystals were obtained in70 %yield based onH2imip. Calcd. forC22H20Co2N4O13: C,39.50; H, 3.29; N, 8.38; Found: C, 39.57; H, 3.23; N, 8.42; IR(KBr, cm-1): 3446(s), 3137(m), 1626(s), 1579(s), 1508(s),1434(s), 1393(s), 1316(m), 1265(m), 1072(s), 776(s), 744(s),722(s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | With sodium hydroxide at 140℃; for 72h; Autoclave; High pressure; | Synthesis of complex 3 Complex 3 was prepared by a similar procedure to that usedfor complex 1, using a mixture of Cd(NO3)24H2O(61.7 mg,0.2 mmol), H2imip (46.4 mg, 0.2 mmol), and NaOH(16 mg, 0.4 mmol). Colorless block crystals were obtainedin 68 %yield based onH2imip. Calcd. for C22H18Cd2N4O11:C, 35.71; H, 2.44; N, 7.57; Found: C, 35.76; H, 2.48; N, 7.62;IR (KBr, cm-1): 3448(s), 3150(m), 1626(s), 1584(s),1548(s), 1464(s), 1401(s), 1120(m), 1067(s), 774(s), 744(s),670(s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | at 90℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | at 120℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | at 90℃; for 72h; | 2.2 Preparation and characterization for [Cu(L)]·2DMF·2H2O}n (1) and [(CH3)2NH2][Cu2(L)(H2O)PO4]·2DMF}n (2) For the complex 1, we mixed 0.13mmol and 30mg H2L and 0.2mmol and 48mg Cu(NO3)2·6H2O with DMF of 5mL and H2O (0.5mL) in the Teflon vessel 25mL and then heated them for three days at 90 . After cooling the mixture to the ambient temperature, the resulting blue crystals with block-shape were collected and then cleaned repeatedly by the DMF, and then by the acetone, and dried in the air, and the yield was 72% (on the basis of the ligand). Anal. Calcd for C17H24N4O8Cu: C, 42.90; H, 5.08; N, 11.77; %. Found: C, 42.98; H, 5.21; N, 11.69%. IR (KBr pellet, cm-1): 3416br, 3328m, 3170w, 2131m, 1609s, 1456m, 831m, 738m, 699m, 608m. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | at 120℃; for 72h; | 2.2 Preparation and characterization for [Cu(L)]·2DMF·2H2O}n (1) and [(CH3)2NH2][Cu2(L)(H2O)PO4]·2DMF}n (2) For the complex 2, we mixed 0.13mmol and 30mg H2L and 0.2mmol and 48mg Cu(NO3)2·6H2O, and 20μL of H3PO4 (85%) with DMF of 3mL and H2O (0.5mL) in the Teflon vessel 25mL and then heated them for three days at 120 . After cooling the mixture to the ambient temperature, the resulting blue crystals with block-shape were collected and then cleaned repeatedly by the DMF, and then by the acetone, and dried in the air, and the yield was 83% (on the basis of the ligand). Anal. Calcd for C19H28N5O11PCu2: C, 34.55; H, 4.27; N, 10.60%. Found: C, 34.53; H, 4.39; N, 10.61%. IR (KBr pellet, cm-1): 3442m, 3176w, 3054w, 2965m, 2875w, 1598w, 1540s, 1456m, 1397s, 792m, 740s. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62.3% | With [2,2]bipyridinyl In methanol at 120℃; for 72h; Autoclave; | Preparation and characterization of [Co(L)](DMF)}n (1) and [Co2(L)2(H2O)]*3H2O}n CPs For complex 1,a mixture of H2L (23 mg, 0.1 mmol), Co(NO3)2*6H2O (0.40 mmol, 0.12 g), and 2,2′-bipyridine (15 mg, 0.1 mmol) wereadded to a mixed solvent of DMF and MeOH (10 mL, V:V = 4:1). Then the mixture was sealed in a Teflon-lined stainlesssteel vessel (25 mL) and heated at 120 °C for 3 days under autogenous pressure, followed by cooling to room temperature ata rate of 5 °C/h. Pink block crystals of 1 were obtained. Yield 62.3% based on Co. Anal. calcd for C14H13CoN3O5 (1) (%):C 46.42, H 3.62, N 11.60. Found (%): C 46.12, H 3.58, N 11.63. IR (KBr, cm-1): 3429 w, 3115 w, 1591 s, 1529 s, 1383 s,1339 s, 1302 m, 1131 s, 1061 w, 960 w, 934 w, 822 m, 781 s, 729 s, 651 m, 537 m. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
46.3% | In ethanol at 120℃; for 72h; Autoclave; | Preparation and characterization of [Co(L)](DMF)}n (1) and [Co2(L)2(H2O)]*3H2O}n CPs For complex 2, a mixture of H2L (23 mg, 0.1 mmol), Co(NO3)2*6H2O (0.40 mmol, 0.12 g) were added to a mixedsolvent of H2O and EtOH (10 mL, V:V = 1:1). Then the mixture was sealed in a Teflon-lined stainless steel vessel (25 mL)and heated to 120 °C for 3 days under autogenous pressure, followed by cooling to room temperature at a rate of 5 °C/h. Pinkblock crystals of 1 were obtained. Yield 46.3% based on Co. Anal. calcd for C22H18Co2N4O12 (2) (%): C 40.76, H 2.80,N 8.64. Found (%): C 40.69, H 2.78, N 8.72. IR (KBr, cm-1): 3299 w, 3111 w, 1591 s, 1516 s, 1386 s, 1249 s, 1171 m,1124 w, 1062 s, 960 w, 930 w, 845 m, 815 s, 786 s, 680 m, 529 m. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55% | In water at 130℃; for 72h; Autoclave; High pressure; |
Yield | Reaction Conditions | Operation in experiment |
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58% | In water at 130℃; for 72h; Autoclave; High pressure; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | In water at 130℃; for 72h; Autoclave; High pressure; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
53% | In water at 130℃; for 72h; Autoclave; High pressure; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
56% | In water at 130℃; for 72h; Autoclave; High pressure; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64% | In water at 130℃; for 72h; Autoclave; High pressure; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62% | In water at 130℃; for 72h; Autoclave; High pressure; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | In ethanol at 140℃; for 96h; Autoclave; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With nitric acid at 150℃; for 72h; |