2,6-Pyridinedicarboxylic acid supplier

Name
2,6-Pyridinedicarboxylic acid
EINECS 207-894-3
CAS No. 499-83-2
Article Data60
CAS DataBase
Density 1.551 g/cm³
Solubility 5 g/L (20 °C) in water
Melting Point 248-250 °C (dec.)(lit.)
Formula C₇H₅NO₄
Boiling Point 463.72 °C at 760 mmHg
Molecular Weight 167.121
Flash Point 234.25 °C
Transport Information
Appearance white crystalline powder
Safety 26-36-24/25-37
Risk Codes 36/37/38-37/38-36
Molecular Structure
Hazard Symbols Xi
Synonyms '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;查看更多英文别名收起
PSA 87.49000
LogP 0.47800

Synthetic route

: 108-48-5
2,6-dimethylpyridine

: sodium dichromate

: 13530-68-2
dichromic acid

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

Conditions	Yield
With sulfuric acid In water	99.8%

...Expand

: 2402-78-0
2,6-dichloropyridine

: 124-38-9
carbon dioxide

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

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

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%

: 108-48-5
2,6-dimethylpyridine

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

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%

: 1,4-Dihydro-pyridine-2,6-dicarboxylic acid

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

Conditions	Yield
With nitric acid at 40 - 45℃; for 4h;	89.8%

: 1122-72-1
6-methyl-2-pyridinecarboxaldehyde

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

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

: 5431-44-7
2,6-Pyridinedicarboxaldehyde

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

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

Conditions	Yield
With potassium permanganate In water at 60 - 90℃; for 6h; Product distribution;

...Expand

: 53710-17-1
2,6-diiodo-pyridine

: 124-38-9
carbon dioxide

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, -89 deg C, 4 h, 2.) THF, from -89 deg C to RT; Multistep reaction;

: 98-98-6
2-Picolinic acid

: 6893-30-7
2,6-pyridinedicarboxylic acid calcium salt

A: 499-83-2
Pyridine-2,6-dicarboxylic acid

B: 1883-10-9
Ca(II) picolinate

Conditions

Conditions	Yield
at 25℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS, ΔG;

...Expand

: 98-98-6
2-Picolinic acid

: 93064-43-8
Mg(II) dipicolinate

A: 499-83-2
Pyridine-2,6-dicarboxylic acid

B: 129951-13-9
Mg(II) picolinate

Conditions

Conditions	Yield
at 25℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS, ΔG;

...Expand

: 98-98-6
2-Picolinic acid

: 50976-41-5
Sr(II) dipicolinate

A: 499-83-2
Pyridine-2,6-dicarboxylic acid

B: Sr(II) picolinate

Conditions

Conditions	Yield
at 25℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS, ΔG;

...Expand

: 98-98-6
2-Picolinic acid

: Ba(II) dipicolinate

A: 499-83-2
Pyridine-2,6-dicarboxylic acid

B: 132758-90-8
Ba(II) picolinate

Conditions

Conditions	Yield
at 25℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS, ΔG;

...Expand

: 2893-33-6
pyridine-2,6-dinitrile

A: 499-83-2
Pyridine-2,6-dicarboxylic acid

B: 4663-97-2
pyridine-2,6-dicarboxylic acid diamide

Conditions

Conditions	Yield
With sulfuric acid for 5h; Heating; rate of hydrolysis in various acidic medium;

: 83693-15-6
cinnamic 6-carboxypicolinic monoanhydride

A: 499-83-2
Pyridine-2,6-dicarboxylic acid

B: 140-10-3
(E)-3-phenylacrylic acid

Conditions

Conditions	Yield
With water at 30℃; Rate constant;
With water In 1,4-dioxane at 30 - 50℃; Rate constant; also in the presence of metal ions (Ni2+, Co2+, Cu2+, Zn2+) at 30 deg C;

: C7H3NO2S2(2-)*2Li(1+)

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

Conditions	Yield
With 1,2-dioxacyclohexane In tetrahydrofuran for 1.5h; Ambient temperature;

: C7H3NO2S2(2-)*2Na(1+)

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

Conditions	Yield
With 1,2-dioxacyclohexane In tetrahydrofuran for 1.5h; Ambient temperature;

: dipyridinium pyridine-2,6-bis(monothiocarboxylate)

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

Conditions	Yield
With 1,2-dioxacyclohexane In tetrahydrofuran for 1h; Ambient temperature;

: 34457-84-6
2,6-dioxoheptane-1,7-dicarboxylic acid

A: 499-83-2
Pyridine-2,6-dicarboxylic acid

B: 1,4-Dihydro-pyridine-2,6-dicarboxylic acid

Conditions

Conditions	Yield
With ammonia for 18h; Ambient temperature; Title compound not separated from byproducts;

2.6-bis--pyridine: 2.6-bis--pyridine

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

Conditions	Yield
With alkaline permanganate solution

: 1122-72-1
6-methyl-2-pyridinecarboxaldehyde

: 7732-18-5
water

: 7722-84-1
dihydrogen peroxide

: 499-83-2
Pyridine-2,6-dicarboxylic acid

...Expand

: 1077-36-7
2,6-pyridinediethanol

: 7697-37-2
nitric acid

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

Conditions	Yield
auf dem Wasserbad;

6-methyl-pyridine-carboxylic acid-(2): 6-methyl-pyridine-carboxylic acid-(2)

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

Conditions	Yield
bei der Oxydation;

: 46181-30-0
6-methyl-2-phenylpyridine

chromic acid: chromic acid

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 108-48-5
2,6-dimethylpyridine

permanganate solution: permanganate solution

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 1122-69-6
2-ethyl-6-methylpyridine

permanganate: permanganate

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 834884-77-4
6-(4-fluorophenyl)-2-pyridinecarboxaldehyde

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

Conditions	Yield
With Oxone; cobalt(II) tetrafluoroborate hexahydrate In water-d2 at 50℃; for 3h;	30 %Spectr.

: 871110-30-4
2,6-bis(N-hydroxo-N-methylamino)-4-morpholino-1,3,5-triazine

: C16H17N7O9U(2-)

A: 499-83-2
Pyridine-2,6-dicarboxylic acid

: C18H28N12O8U(2-)

Conditions

Conditions	Yield
In water-d2 Equilibrium constant;

...Expand

: 1732-08-7
dimethyl 1,7-heptanedioate

: 499-83-2
Pyridine-2,6-dicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: hydrogen bromide; bromine / chloroform / 7 h / 30 - 35 °C 2.1: ammonium hydroxide / 6 h / 60 - 65 °C 3.1: dihydrogen peroxide / 4 h / 30 - 35 °C 3.2: 4 h / 30 - 35 °C View Scheme
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride; chlorine / chloroform / 8 h / 30 - 35 °C 2.1: ammonia / methanol / 8 h / 50 - 55 °C 3.1: dihydrogen peroxide / 4 h / 30 - 35 °C 3.2: 4 h / 30 - 35 °C View Scheme

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 3739-94-4
2,6-Pyridinedicarbonyl dichloride

Conditions

Conditions	Yield
With thionyl chloride Heating;	100%
With thionyl chloride for 8.5h; Chlorination; Heating;	100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 8h;	100%

: 67-56-1
methanol

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 5453-67-8
2,6-bis(methoxycarbonyl)pyridine

Conditions

Conditions	Yield
With thionyl chloride for 3h; Heating;	100%
With thionyl chloride for 3h; Heating / reflux;	100%
With sulfuric acid at 75℃; for 24h;	100%

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 146651-75-4
tert–butyl (2–aminophenyl)carbamate

: 864378-65-4
N2,N6-bis(2-aminophenyl)pyridine-2,6-dicarboxamide

Conditions

Conditions	Yield
With 1-hydroxyazabenzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide	100%

: 67-56-1
methanol

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 2,6-dicarboxymethyl pyridinium sulfate

Conditions

Conditions	Yield
With sulfuric acid Reflux;	100%
With sulfuric acid In methanol Reflux;	71%

: 67-56-1
methanol

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: C9H9NO4*0.5H2O4S

Conditions

Conditions	Yield
With sulfuric acid; 2,2-dimethoxy-propane for 4h; Reflux;	100%

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 64-17-5
ethanol

: 21855-16-3
6-ethoxycarbonyl-2-pyridinecarboxylic acid

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 80℃; Fischer-Speier Esterification; Inert atmosphere;	100%

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 183311-28-6
(3-Amino-pyridin-4-yl)-carbamic acid tert-butyl ester

: 928844-51-3
C27H31N7O6

Conditions

Conditions	Yield
With 1-hydroxyazabenzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide	99%

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: uranyl(VI) (dimethyl sulfoxide)5(ClO4)2

: 7732-18-5
water

: 584-08-7
potassium carbonate

: [K2UO2(dipicolinate)2]*1.5H2O

Conditions

Conditions	Yield
In water soln. of acid (0.2 mmol) treated with metal carbonate (0.2 mmol), heatedto 90°C to remove CO2, mixed with aq. soln. of U compd. (0.1 mmo l); cooled, crystd. on storage, washed (acetone), dried in air, elem. anal.;	99%

...Expand

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: uranyl(VI) (dimethyl sulfoxide)5(ClO4)2

: 7732-18-5
water

: 534-17-8
caesium carbonate

: [Cs2UO2(dipicolinate)2]*H2O

Conditions

Conditions	Yield
In water soln. of acid (0.2 mmol) treated with metal carbonate (0.2 mmol), heatedto 90°C to remove CO2, mixed with aq. soln. of U compd. (0.1 mmo l); cooled, crystd. on storage, washed (acetone), dried in air, elem. anal.;	99%

...Expand

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: uranyl(VI) (dimethyl sulfoxide)5(ClO4)2

: 7732-18-5
water

: 554-13-2
lithium carbonate

: [Li2UO2(dipicolinate)2]*2H2O

Conditions

Conditions	Yield
In water soln. of acid (0.2 mmol) treated with metal carbonate (0.2 mmol), heatedto 90°C to remove CO2, mixed with aq. soln. of U compd. (0.1 mmo l); cooled, crystd. on storage, washed (acetone), dried in air, elem. anal.;	99%

...Expand

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: uranyl(VI) (dimethyl sulfoxide)5(ClO4)2

: 7732-18-5
water

: [UO2(dipicolinic acid(-H))2]*7H2O

Conditions

Conditions	Yield
With Na2CO3 In water acid (34 mg) treated with Na2CO3 (11 mg) in water, heated to 90°Cand mixed with aq. soln. of U compd. (86 mg); crystd. at ambient temp., dried in air, elem. anal.;	99%

...Expand

: rubidium carbonate

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: uranyl(VI) (dimethyl sulfoxide)5(ClO4)2

: [Rb2UO2(dipicolinate)2]

Conditions

Conditions	Yield
In water soln. of acid (0.2 mmol) treated with metal carbonate (0.2 mmol), heatedto 90°C to remove CO2, mixed with aq. soln. of U compd. (0.1 mmo l); cooled, crystd. on storage, washed (acetone), dried in air, elem. anal.;	99%

...Expand

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: uranyl(VI) (dimethyl sulfoxide)5(ClO4)2

: 497-19-8
sodium carbonate

: [Na2UO2(dipicolinate)2]

Conditions

Conditions	Yield
In water soln. of acid (0.2 mmol) treated with metal carbonate (0.2 mmol), heatedto 90°C to remove CO2, mixed with aq. soln. of U compd. (0.1 mmo l); cooled, crystd. on storage, washed (acetone), dried in air, elem. anal.;	99%

...Expand

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 112-24-3
triethylentetramine

: 7646-79-9
cobalt(II) chloride

: 1151988-61-2
[Co2(triethylenetetraamine)2(pyridine-2,6-dicarboxy)2Cl4]

Conditions

Conditions	Yield
In ethanol under N2; soln. of salt and tetraamine was stirred for ca. 30 min, then pyridine was added slowly with stirring, mixt. was stirred for 24 h; ppt. was filtered off, washed with water, ethanol, dried under vac.; elem. anal.;	99%

...Expand

2,6-Pyridinedicarboxylic acid 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

Product Name

2,6-Pyridinedicarboxylic acid

Synthetic route

2,6-Pyridinedicarboxylic acid Specification

Related Products

Hot Products