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CAS No. : | 1477527-27-7 | MDL No. : | N/A |
Formula : | C38H28N8 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | NAWGRFXRBZACML-UHFFFAOYSA-N |
M.W : | 596.68 | Pubchem ID : | 102109009 |
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 |
---|---|---|
With sodium hydride In tetrahydrofuran-d8 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51% | at 170℃; for 96h; High pressure; | A mixture of TIPE (0.0595 g, 0.1 mmol), CoCl2·6H2O (0.0237 g, 0.2 mmol), H3btc (0.0420 g, 0.2 mmol), CH3CN (5 mL) and H2O (4 mL) was placed in a Teflon reactor (25 mL) and heated at 170 °C for 4 days. Then the mixture had been cooled to room temperature for 3 days. Large quantities of red block crystals of 1 were obtained in a 51% yield based on TIPE. Anal. Calcd. for C49H45CoN9O11 (Mr = 994.85): C, 59.16; H, 4.56; N, 12.67. Found: C, 59.36; H, 4.35; N, 12.61. IR (KBr, cm-1): 3350(s), 3130(m), 1610(s), 1570(m), 1520(m), 1430(m),1380(m), 1310(s), 1070(m), 964(w), 835(w), 748(s), 652(w). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With <i>L</i>-proline at 160℃; for 96h; | 4 Example 4 (Synthesis of catalyst Cd-TIPE) Weigh TIPE (1.7mg, 0.028mmol), Cd(NO3)2•4H2O (30.8mg, 0.1mmol) and L-Pro (16.6mg, 0.138mmol) dissolved in 1mL water and 4mL N,N- dimethylformamide mixed solution, stirred for 3h until homogeneity, placed in an oven, heated at 160 deg. C for 96 hours, the oven was turned off, cooled to room temperature, colorless bulk crystal was produced, filtered and dried, yield 70%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55.8% | With ammonium hydroxide In ethanol; lithium hydroxide monohydrate at 155℃; for 90h; Sealed tube; | |
With ammonium hydroxide In lithium hydroxide monohydrate at 155℃; for 72h; Autoclave; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51% | Stage #1: 1-bromo-butane; 1,1,2,2-tetrakis(4-(1H-imidazol-1-yl)phenyl)ethene In N,N-dimethyl-formamide at 100℃; for 48h; Inert atmosphere; Schlenk technique; Stage #2: With ammonium hexafluorophosphate In methanol at 25℃; for 16h; Inert atmosphere; Schlenk technique; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
44% | Stage #1: ethyl bromide; 1,1,2,2-tetrakis(4-(1H-imidazol-1-yl)phenyl)ethene In N,N-dimethyl-formamide at 100℃; for 48h; Inert atmosphere; Schlenk technique; Stage #2: With ammonium hexafluorophosphate In methanol at 25℃; for 16h; Inert atmosphere; Schlenk technique; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | In water at 50℃; for 6h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55% | at 160℃; for 96h; Autoclave; | 2.4. Synthesis of [Co4(L)2(BPDC)4*4H2O]*5MeCN*5H2O}n (2) Co(NO3)2*6H2O (29.1 mg, 0.01 mmol), 4,4'-benzophenonedicarboxylic acid (H2BPDC, 27.0 mg, 0.10 mmol), and L (15.2 mg, 0.026 mmol) were dissolved in CH3CN-H2O (v/v 6 mL/6 mL) and placed in a Telfon-lined stainless autoclave, which were heated to 160 °C for 96 h. After cooling to ambient temperature, a large number of violet crystals was observed and collected by filtration, washed with CH2Cl2 and dried in air. Yield: 55%. Anal. Calcd. for C146H121Co4N21O29, C, 61.09; H, 4.25; N,10.25. Found: C, 60.05; H, 4.31; N, 10.28. IR (KBr pellets, cm-1): 3409 (w), 3130 (w), 2924 (w), 1656 (w), 1594 (s), 1522 (vs), 1386 (s), 1304(m), 1270 (m), 1122 (w), 1061 (m), 963 (w), 932 (w), 837 (m), 810 (m),733 (s), 657 (w), 540 (w). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50% | In acetonitrile at 160℃; for 96h; Autoclave; | 2.3. Synthesis of [Cd4(L)2(obba)4]*4H2O}n (1) To a Telfon-lined stainless autoclave was added Cd(NO3)2*4H2O (35.9 mg, 0.12 mmol), 4,40-oxybis(benzoic acid) (H2oba, 25.8 mg,0.10 mmol) and L (30 mg, 0.05 mmol) in mixture of MeCN (6 mL) and H2O (6 mL), which were heated to 160 °C for 96 h. The resulting mixturewas cooled to room temperature with the appearance of large amount of yellow crystals. The crystals were collected by filtration, washed with CH2Cl2 and dried in air. Yield: 50%. Anal. Calcd. for C132H88Cd4N16O28,C, 56.66; H, 3.17; N, 8.01. Found: C, 56.73; H, 3.25; N, 7.99. IR (KBr pellets, cm-1): 3428 (w), 3134 (w), 1597 (s), 1519 (vs), 1396 (vs), 1306(m), 1238 (s), 1160 (m), 1118 (w), 1059 (m), 1014 (w), 963 (m), 931(w), 876 (w), 842 (w), 807 (w), 779 (m), 659 (m), 537 (w). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In acetonitrile at 85℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In acetonitrile at 85℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66% | With potassium carbonate In N,N-dimethyl-formamide at 30℃; for 10h; Inert atmosphere; Irradiation; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
47% | With 1,5-pentanedioic acid at 100℃; for 72h; Autoclave; | 2.2. Preparation of [Cd(L)Cl2].3DMF (1) and [Cd(L)(DMA)(H2O](ClO4)2.5DMA (2) For 2, Cd(ClO4)2.6H2O (33.0 mg, 0.08 mmol), L (12.0 mg, 0.02 mmol), glutaric acid(5.3 mg, 0.04 mmol) and DMA (5.0 mL) were sealed in a Teflon-lined stainless steel containerand heated at 100 °C for 72 h. After cooling to room temperature colorless crystalsof 2 were obtained in 47% yield. IR (KBr pellet, cm-1, Figure S1): 3644 (w), 3119(w), 1604 (w), 1520 (s), 1416 (w), 1305 (s), 1258 (m), 1127 (m), 1061 (s), 958 (m), 931(m), 837(m), 809 (s), 733(m), 659 (s), 621(m), 575 (w), 537 (m). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | With nitric acid at 100℃; for 72h; Autoclave; | 2.2. Preparation of [Cd(L)Cl2].3DMF (1) and [Cd(L)(DMA)(H2O](ClO4)2.5DMA (2) For 1, CdCl22.5H2O (9.2 mg, 0.4 mmol), L (24.0 mg, 0.04 mmol), DMF (5.0 mL) and nitric acid (10 mL) were sealed in a Teflon-lined stainless steel container and heated at 100 °C for 72 h. Colorless crystals of 1 were obtained in 65% yield after cooling toroom temperature. IR (KBr pellet, cm-1, Figure S1): 3503 (w), 3119 (w), 2923 (w), 1669(s), 1604 (w), 1520 (s), 1380 (m), 1305 (m), 1258 (m), 1127 (w), 1061 (s), 958 (m), 931(m), 837(m), 809 (m), 733(w), 659 (s), 575 (w), 537 (m). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N,N-dimethyl-formamide; sodium hydroxide at 122℃; for 84h; Autoclave; | 2.3. Synthesis of [Zn(tipe)1/2(bpdc)]H2O}n (MOF 2 or 2H2O) A mixture of tipe (0.010 mmol), H2bpdc (0.020 mmol), ZnSO4-H2O (0.030 mmol), NaOH (0.032 mmol), H2O (7.2 mL) and DMF(2.8 mL) were added to a Teflon-lined stainless autoclave(25 mL), and heated to 122 °C for 3.5 days, and then cooled to roomtemperature. The colourless crystals of MOF 2 were synthesized.Anal. Calc. for C33H24N4O5Zn (MOF 2): C, 63.73%; H, 3.89%; N,9.01%. Found: C, 63.86%; H, 3.78%; N, 8.84%. IR data (cm-1):3114w, 1667m, 1580m, 1517s, 1486s, 1373m, 1304m, 1242m,1107m, 1058s, 962s, 833s, 803s, 746s, 656s, 618m. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
at 122℃; for 84h; Autoclave; | 2.2. Synthesis of [Zn4(OH)(tipe)2(btc)2]*(OH)*9H2O*DMF}n (MOF 1 or1*(OH)*9H2O*DMF) A mixture of tipe (0.020 mmol), H3btc (0.030 mmol), ZnSO4-7H2O (0.080 mmol), NaOH (0.075 mmol), H2O (7.2 mL) and DMF(2.8 mL) was added to a Teflon-lined stainless autoclave (25 mL).The reaction mixture was heated to 122 °C for 3.5 days, and cooledto room temperature. The colourless crystals of MOF 1 were synthesized.Anal. Calc. for C97H89N17O24Zn4 (MOF 1): C, 54.48%; H,4.20%; N, 11.14%. Found: C, 54.22%; H, 4.23%; N, 11.17%. IR data(cm-1): 3449w, 3107w, 1613s, 1585m, 1525s, 1431m, 1408m,1338s, 1311s, 1266m, 1125m, 1096m, 1068s, 966m, 834m,806m, 767s, 748s, 726s, 655s |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
41% | at 100℃; for 72h; Autoclave; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
35% | at 100℃; for 72h; Autoclave; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
27% | at 100℃; for 72h; Autoclave; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide for 1h; Sonication; | 2.3. Preparation nano-sized [Cu(tipe)(H2O)](2,20-bpdc)11H2ODMF}n(111H2ODMF or Cu-tipe) Tipe (0.100 mmol), 2,20-H2bpdc (0.100 mmol), CuSO4 H2O(0.100 mmol) and NaOH (0.080 mmol) in H2O (35.0 mL) and 15.0 mLDMF was stirred. This solution was sonicated for 60 min at 100 W and100KHZ. The blue nano particles 111H2ODMF or Cu-tipe were driedin air after filtering and washing with H2O. Anal. Calc. forC55H67CuN9O17: C, 55.53%; H,5.68%; N, 10.60%. Found: C, 55.75%; H,5.70%; N, 10.69% |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide at 100℃; for 96h; | 2.2. Preparation [Cu(tipe)(H2O)](2,20-bpdc)11H2ODMF}n(111H2ODMF or Cu-tipe) as single crystal Tipe (0.040 mmol), 2,20-H2bpdc (0.040 mmol), CuSO4 H2O(0.040 mmol) and NaOH (0.060 mmol) were dissolved in a 20 mLstainless autoclave containing H2O (7.0 mL) and 3.0 mL DMF (3.0 mL).This mixture was heated to 100 C for 4 days. The blue crystals111H2ODMF or Cu-tipe were obtained when this solution was graduallycooled to room temperature. Anal. Calc. for C55H67CuN9O17(111H2ODMF or Cu-tipe): C, 55.53%; H,5.68%; N, 10.60%. Found: C,55.68%; H, 5.63%; N, 10.68%. IR data (cm1): 3139 m, 1660s, 1600 m,1582 m, 1561 m, 1522 m, 1431w, 1377 m, 1309 m, 1252 m, 1128 m, 1095w, 1062 m, 964 m, 832 m, 806 m, 747s, 655 m |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | at 120℃; for 48h; | 2.2. Preparation of MOFs [Cd2(tib)(tpe)]5DMAH2O (1) and[Cd4(tipe)2(tpe)2]15CH3OH11H2O (2) For preparation of 2, Cd(NO3)24H2O (24.7 mg, 0.08 mmol), tipe(12.0 mg, 0.02 mmol), H4tpe (20.0 mg, 0.04 mmol) and 5 mL of mixedCH3OH and H2O (2 : 1) solvent were put into in a 10 mL glass vial. Then,the vial was heated in a programmable oven at 120 C for 2 days andcooled naturally. Light-yellow crystalline solid was obtained with 57%yield (based on tipe). Anal. Calcd for C151H170Cd4N16O42: C 54.45%, H5.14%, N 6.73%. Found: C 54.20%, H 4.96%, N 6.65%. IR (Fig. S1, ATR,cm1): 3337(s), 2942(w), 2828(w), 1520(s), 1386(m), 1115(w),1019(s), 835(w). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ammonium hydroxide In lithium hydroxide monohydrate at 155℃; for 72h; Autoclave; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ammonium hydroxide In ethanol; lithium hydroxide monohydrate at 155℃; for 72h; Autoclave; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In N,N-dimethyl-formamide at 100℃; | 1 The prepared TPE-im (1 g, 3 mmol) and pentafluorobenzyl bromide (0.78 g, 3 mmol) were dissolved in DMF (20 mL), heated in a round-bottomed flask with a magnetic stir bar, and heated at 100 °C. The reaction is stirred for another 12 h. After cooling, DMF is removed with rotary steaming, then water is added and filtered. The filtrate is evaporated to obtain the target product in the form of a yellowish solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In N,N-dimethyl-formamide at 100℃; | 2 The TPE-im (1g, 3mmol) and benzyl bromide (0.78g, 3mmol) prepared in Example 1 were dissolved in DMF (20mL), and the solution was heated at 100 °C. The reaction is stirred for another 12 h. After cooling, DMF is removed by rotary steaming, then EA is added to filter the precipitate to obtain a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In N,N-dimethyl-formamide at 100℃; | 3 The TPE-im (0.05g, 1 equivalent) and bromoethane (0.07g, 6 equivalent) prepared in Example 1 are dissolved in DMF (10mL) and heated the reaction solution at 100 °C. The reaction is stirred for another 24 h. After cooling, remove DMF with an evaporator, then add EA to filter the precipitate to obtain a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: zinc; titanium tetrachloride / tetrahydrofuran / 12 h / Reflux; Inert atmosphere 2: bromine / dichloromethane / 12 h / 20 °C 3: copper(ll) sulfate pentahydrate; potassium carbonate / 24 h / 160 °C / Schlenk technique; Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: bromine / dichloromethane / 12 h / 20 °C 2: copper(ll) sulfate pentahydrate; potassium carbonate / 24 h / 160 °C / Schlenk technique; Inert atmosphere |