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Organic Building Blocks
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dibenzoic
4,4'-(1,10-Phenanthroline-3,8-diyl)dibenzoic acid
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[ CAS No. 1659300-75-0 ] {[proInfo.proName]}

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Chemical Structure| 1659300-75-0
Chemical Structure| 1659300-75-0
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Product Details of [ 1659300-75-0 ]

CAS No. :1659300-75-0 MDL No. :MFCD34473916
Formula : C26H16N2O4 Boiling Point : -
Linear Structure Formula :- InChI Key :RZPUEVQJLMTUFJ-UHFFFAOYSA-N
M.W : 420.42 Pubchem ID :91392357
Synonyms :

Safety of [ 1659300-75-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1659300-75-0 ]

* 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 [ 1659300-75-0 ]

[ 1659300-75-0 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 1659300-74-9 ]
  • [ 1659300-75-0 ]
YieldReaction ConditionsOperation in experiment
97% With sodium hydroxide In ethanol; water for 15h; Inert atmosphere; Reflux;
77% With water; sodium hydroxide In ethanol Reflux; Inert atmosphere; Schlenk technique;
With water; sodium hydroxide In ethanol Reflux; Inert atmosphere; 11.2.c RRN 190c) 3,8-bis(4-carboxyphenyl)phenanthroline (0339) 3,8-bis(4-methoxycarbonylphenyl)phenanthroline (580 mg, 1.3 mmol) was dissolved in a mixture of equal volume of 6 M NaOH (aq) and ethanol and refluxed overnight. After cooling to r.t., the solution was acidified with 2 M HCl and centrifuged. The solid was washed with water and dried under vacuum to afford 3,8-bis(4-carboxyphenyl)phenanthroline as a white solid (420 mg, 77%). 1H NMR (500 MHz, DMSO-d6) δ 13.19 (br s, 2H), 9.54 (s, 2H), 9.01 (s, 2H), 8.19 (s, 2H), 8.16 (s, 8H). 13C NMR (125.8 MHz, DMSO-d6) δ 167.51, 131.09, 130.68, 128.09, 128.01. ESI-MS: m/z [M+H]+=421.1 (calcd. 421.12).
With sodium hydroxide In ethanol for 15h; Inert atmosphere; Glovebox; Schlenk technique; Reflux;

Reference： [1]Feng, Xuanyu; Pi, Yunhong; Song, Yang; Brzezinski, Carter; Xu, Ziwan; Li, Zhong; Lin, Wenbin [Journal of the American Chemical Society, 2020, vol. 142, # 2, p. 690 - 695]
[2]Manna, Kuntal; Zhang, Teng; Greene, Francis X.; Lin, Wenbin [Journal of the American Chemical Society, 2015, vol. 137, # 7, p. 2665 - 2673]
[3]Current Patent Assignee: UNIVERSITY OF CHICAGO - US10647733, 2020, B2 Location in patent: Page/Page column 90-91
[4]Pi, Yunhong; Feng, Xuanyu; Song, Yang; Xu, Ziwan; Li, Zhong; Lin, Wenbin [Journal of the American Chemical Society, 2020, vol. 142, # 23, p. 10302 - 10307]
  • 2
  • [ 1659300-75-0 ]
  • [ 7732-18-5 ]
  • [ 10026-11-6 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
With trifluoroacetic acid In N,N-dimethyl-formamide at 100℃; for 72h; Inert atmosphere; Schlenk technique; 7 2.4. bpyv-MOF ZrCl4 (10 mg, 0.043 mmol), H2BPYV (10 mg, 0.034 mmol), DMF (5 mL) and trifluoroacetic acid (0.08 mL) were charged in a vial and heated to 100° C. for 5 days. The resulting white to pale yellow solid was collected and washed with DMF to give the MOF product (yield: 20 mg, 65%).
Reference： [1]Current Patent Assignee: UNIVERSITY OF CHICAGO - US10647733, 2020, B2 Location in patent: Page/Page column 40-41
  • 3
  • [ 1659300-75-0 ]
  • [ 1659300-79-4 ]
  • [ 7732-18-5 ]
  • [ 10026-11-6 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
45% With trifluoroacetic acid In N,N-dimethyl-formamide at 100℃; for 120h; Inert atmosphere; 11.3 Synthesis of mPT-MOF. ZrCl4 (10 mg), H2PT (6 mg) and 4,4′-bis(carboxyphenyl)-2-nitro-1,1′-biphenyl (14 mg) were dissolved in 5 mL of DMF and 0.05 mL of trifluoroacetic acid was added. The solution was then heated to 100° C. for 5 days to afford a pale yellow solid as the MOF product (yield 17 mg, 45%). (0348) Analysis of Digested mPT-MOF by NMR. (0349) To determine the ratio of the two ligands, 10 mg of mPT-MOF was first washed with THF and dried under vacuum. The resulting solid was then digested in a 1:1 mixture of saturated K3PO4/D2O solution and DMSO-d6 and shaken for 5 minutes. The organic layer was then analyzed by 1H NMR and the ligand ratio was determined by comparing the peaks corresponding to each ligand. After preparing a TGA curve of freshly prepared mPT-MOF, a solvent weight loss of 60% was observed in the room temperature to 200° C. range. After performing nitrogen sorption isotherms of mPT-MOF (77 K), mPT-MOF has a BET surface area of 3834 m2/g.
Reference： [1]Current Patent Assignee: UNIVERSITY OF CHICAGO - US10647733, 2020, B2 Location in patent: Page/Page column 75; 91

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