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Chemical Structure| 499-83-2 Chemical Structure| 499-83-2
Chemical Structure| 499-83-2

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CAS No.: 499-83-2

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Pyridine-2,6-dicarboxylic acid is an organic acid containing a pyridine ring, which exhibits antibacterial and metal ion chelating activities, acting as a ligand for metal ions and influencing intracellular metal metabolism.

Synonyms: 2,6-Pyridinedicarboxylic acid

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Product Details of Pyridine-2,6-dicarboxylic acid

CAS No. :499-83-2
Formula : C7H5NO4
M.W : 167.12
SMILES Code : O=C(C1=NC(C(O)=O)=CC=C1)O
Synonyms :
2,6-Pyridinedicarboxylic acid
MDL No. :MFCD00006299
InChI Key :WJJMNDUMQPNECX-UHFFFAOYSA-N
Pubchem ID :10367

Safety of Pyridine-2,6-dicarboxylic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Pyridine-2,6-dicarboxylic acid

* 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 [ 499-83-2 ]

[ 499-83-2 ] Synthesis Path-Downstream   1~10

  • 3
  • zinc(II) sulfate heptahydrate [ No CAS ]
  • [ 499-83-2 ]
  • [ 4054-67-5 ]
  • (3,3',5,5'-tetramethyl-4,4'-bipyrazole)bis(2,6-pyridinedicarboxylate)dizinc(II) [ No CAS ]
  • 4
  • [ 499-83-2 ]
  • [ 143131-66-2 ]
  • silver nitrate [ No CAS ]
  • [silver(I)(pyridine-2,6-dicarboxylic acid(-H))(1,4-bis(1,2,4-triazol-1-ylmethyl)benzene)] [ No CAS ]
  • 5
  • [ 82410-79-5 ]
  • [ 499-83-2 ]
  • zinc(II) nitrate hexahydrate [ No CAS ]
  • [zinc(II)(dipicolinate)(1,4-bis(2-methylimidazole-1-ylmethyl)benzene)0.5] [ No CAS ]
  • 6
  • [ 82410-79-5 ]
  • [ 499-83-2 ]
  • lead(II) nitrate [ No CAS ]
  • [lead(II)(dipicolinate)(1,4-bis(2-methylimidazole-1-ylmethyl)benzene)0.5] [ No CAS ]
  • 7
  • [ 16774-21-3 ]
  • [ 499-83-2 ]
  • [ 7732-18-5 ]
  • [ 1119-34-2 ]
  • C21H9CeN3O12(2-)*C6H14N4O2*2H(1+)*7H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
55% General procedure: For (H2Arg)[Ce(dpc)3].7H2O (1), (H2His)[Ce(dpc)3].4H2O(2), and (H2Orni)[Ce(dpc)3].7H2O (3), to a solution of dipicolinicacid (0.501 g, 3 mmol) in methanol (10 mL), a solution of(NH4)2Ce(NO3)6 (0.548 g, 1 mmol) in methanol (10 mL) wasadded. The reaction mixture was stirred for 30 min and a yellowprecipitate was obtained. To the reaction mixture 10 mL solutionof <strong>[1119-34-2]L-arginine hydrochloride</strong> (0.21 g, 1 mmol) or L-histidinehydrochloride (0.21 g, 1 mmol) or L-ornithine hydrochloride(0.17 g, 1 mmol) in water was added in small portions andstirred. The respective precipitate obtained was dissolved inwater to obtain a yellow solution. The yellow solution was filteredand left for crystallization. After four days light yellowcrystals were obtained.For complex 1: Isolated yield (based on metal) 55%. ElementalAnal. Calcd. for C27H32CeN7O21: C, 34.81; H, 3.43; FoundC, 34.57; H, 3.36. IR (KBr, cm-1): 3365 (bs), 1639(s), 1465(m),1423 (m), 1360 (s), 1268 (w), 1176 (w), 1073(m), 1024 (m), 920(w). [alpha]D25 = + 7.5. Molar conductance: 430.3 Scm2mol-1 in water.
  • 8
  • [ 499-83-2 ]
  • [ 1709-71-3 ]
  • bis[1-(acryloyloxy)-3-(methacryloyloxy)propan-2-yl] pyridine-2,6-dicarboxylate [ No CAS ]
  • 9
  • cobalt(II) nitrate hexahydrate [ No CAS ]
  • [ 499-83-2 ]
  • [ 23351-91-9 ]
  • [ 68-12-2 ]
  • [Co8(2,6-pyridinedicarboxylato)6(5-bromoisophthalato)3(dimethylformamide)6]6[Co(H2O)3]4} [ No CAS ]
  • 10
  • [ 499-83-2 ]
  • [ 2905-56-8 ]
  • dibenzyl 2,6-pyridine-dicarboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
30% General procedure: A mixture of pyridine-2,6-dicarboxylic acid (2a, 83.5 mg, 0.5mmol, 1.0 equiv) and ethyl propiolate (3a, 157 mg, 1.6 mmol,3.2 equiv) was added a 10 mL tube along with a magnetic stirbar, and then 2 mL 1,4-dioxane was added. The tube was stirredand refluxed in oil bath at 80 C. Subsequently, N,N-dimethylbenzylamine(1a, 202 mg, 1.5 mmol, 3 equiv) solved in 1 mL1,4-dioxane was added to the tube slowly for 10 min. And thetube was stirred again and refluxed at 80 C for 12 h. After theremoval of the volatiles in vacuo, the crude residue was loadedon a silica gel (100-200 mesh) column and flashed with 20%ethyl acetate in petroleum ether to afford the desired product4aa in 81% yield.
 

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