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| CAS No.: | 499-83-2 |
|---|---|
| Name: | 2,6-Pyridinedicarboxylic acid |
| Article Data: | 60 |
| Molecular Structure: | |
|
|
|
| Formula: | C7H5NO4 |
| Molecular Weight: | 167.121 |
| Synonyms: | 查看更多英文别名"> 'DIPICOLINIC ACID';2,6-Dicarboxypyridine;Pyridine-2,6-dicarboxylic acid;2,6-Pyridinedicarboxylic acid;IFLAB-BB F0451-0137;2,5-DIMETHYL-3-ETHYLBENZOTHIAZOLIUM ETHYLSULFATE;pyridine-2,6-carboxylic acid;2,6-Pyridinedicarboxylic Acid;pyridine-2,6-dicarboxylic acid;pyridine-2,6-dicarboxylic;2,6-pyridine dicarboxylic acid;Dipicolinic Acid;2,6-pyridinecarboxylic acid;2,6-DIPICOLINIC ACID;DPA,DPAc,Dipicolinic acid;RARECHEM AL BO 1335;dipicolinic;查看更多英文别名 |
| EINECS: | 207-894-3 |
| Density: | 1.551 g/cm3 |
| Melting Point: | 248-250 °C (dec.)(lit.) |
| Boiling Point: | 463.72 °C at 760 mmHg |
| Flash Point: | 234.25 °C |
| Solubility: | 5 g/L (20 °C) in water |
| Appearance: | white crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38-37/38-36 |
| Safety: | 26-36-24/25-37 |
| PSA: | 87.49000 |
| LogP: | 0.47800 |
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| Conditions | Yield |
|---|---|
| With sulfuric acid In water | 99.8% |
| Conditions | Yield |
|---|---|
| Stage #1: 2,6-dichloropyridine With magnesium; ethylene dibromide In tetrahydrofuran at 55℃; for 6h; Inert atmosphere; Stage #2: carbon dioxide In tetrahydrofuran at -15℃; Temperature; Reagent/catalyst; Time; Inert atmosphere; Acidic conditions; | 94.5% |
- 243868-68-0
dimethyl 1,4-dihydro-2,6-pyridinedicarboxylate
- 499-83-2
Pyridine-2,6-dicarboxylic acid
| Conditions | Yield |
|---|---|
| Stage #1: dimethyl 1,4-dihydropyridine-2,6-dicarboxylate With dihydrogen peroxide at 30 - 35℃; for 4h; Stage #2: With water; sodium hydroxide at 30 - 35℃; for 4h; | 91.6% |
| Conditions | Yield |
|---|---|
| Stage #1: 2,6-dimethylpyridine With potassium permanganate In water for 5h; Reflux; Stage #2: With sulfuric acid In water pH=2; | 91% |
| With potassium permanganate In water for 4h; Reflux; | 80% |
| With manganese(II) pyrophosphate; ozone In water at -0.1 - 16.9℃; | 75% |
- 499-83-2
Pyridine-2,6-dicarboxylic acid
| Conditions | Yield |
|---|---|
| With nitric acid at 40 - 45℃; for 4h; | 89.8% |
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide | |
| Multi-step reaction with 2 steps 1: air; water; molybdenum oxide vanadium oxide catalyst / 400 °C 2: aqueous H2O2 View Scheme |
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide |
- 108-48-5
2,6-dimethylpyridine
A
- 934-60-1
6-methyl-2-pyridinecarboxylic acid
B
- 499-83-2
Pyridine-2,6-dicarboxylic acid
C
- 144-62-7
oxalic acid
| Conditions | Yield |
|---|---|
| With potassium permanganate In water at 60 - 90℃; for 6h; Product distribution; |
| Conditions | Yield |
|---|---|
| With n-butyllithium 1.) THF, -89 deg C, 4 h, 2.) THF, from -89 deg C to RT; Multistep reaction; |
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Specification
2,6-Pyridinedicarboxylic acid (Dipicolinic acid or PDC and DPA) is a chemical compound which composes 5% to 15% of the dry weight of bacterial spores. With the CAS NO.499-83-2, it is also named as 2,6-Dipicolinic acid; Dipicolinate; NSC 176; 2,6-Pyridinedicarboxylic acid. And it is white crystalline powder, insoluble in ethanol. Dipicolinic acid (Pyridine-2,6-dicarboxylic acid, DPA) is known to chelate a wide variety of multivalent metal ions, including Ca(II), Mg(II), Cu(II), Ni(II), Zn(II), Co(II), Tb(III), U(IV), and Mn(II) ions. Dipicolinic acid is used as the competition for inhibitors of bovine liver glutamate dehydrogenase.
Physical properties about 2,6-Pyridinedicarboxylic acid are: (1)ACD/LogP: -0.441; (2)ACD/LogD (pH 5.5): -4.09; (3)ACD/LogD (pH 7.4): -4.58; (4)ACD/BCF (pH 5.5):1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.628 ; (12)Molar Refractivity: 38.204 cm3; (13)Molar Volume: 107.716 cm3; (14)Polarizability: 15.145 10-24cm3; (15)Surface Tension: 83.5650024414063 dyne/cm; (16)Density: 1.551 g/cm3; (17)Flash Point: 234.25 °C; (18)Enthalpy of Vaporization: 76.388 kJ/mol; (19)Boiling Point: 463.72 °C at 760 mmHg
When you are using 2,6-Pyridinedicarboxylic acid, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing;
3. Avoid contact with skin and eyes;
4. Wear suitable gloves;
You can still convert the following datas into molecular structure:
(1)InChI=1S/C7H5NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-3H,(H,9,10)(H,11,12);
(2)InChIKey=WJJMNDUMQPNECX-UHFFFAOYSA-N;
(3)Smilesc1(nc(ccc1)C(O)=O)C(O)=O
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