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2,2'-Bipyridyl-5,5'-dialdehyde
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Name

2,2'-Bipyridyl-5,5'-dialdehyde

 EINECS 635-105-6
CAS No. 135822-72-9 Density 1.289±0.06 g/cm3(Predicted)
PSA 59.92000 LogP 1.76860
Solubility N/A Melting Point 227-229 °C
Formula C12H8 N2 O2 Boiling Point 423.4±45.0 °C(Predicted)
Molecular Weight 212.208 Flash Point 211.2oC
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 135822-72-9 (2,2'-BIPYRIDYL-5,5'-DIALDEHYDE) Hazard Symbols N/A
Synonyms

5,5'-Bis(formyl)-2,2'-bipyridine;5,5'-Diformyl-2,2'-bipyridine

Article Data 12

2,2'-Bipyridyl-5,5'-dialdehyde Synthetic route

2-isopropyl-1,2-dihydro-[2,2']bipyridinyl-5,5'-dicarbaldehyde

A

3031-75-2

2-hydroperoxypropane

B

135822-72-9

2,2′-bipyridine-5,5′-dicarbaldehyde

Conditions
ConditionsYield
With air In dichloromethane at 20℃;A n/a
B 99%

(1E,1'E)-2,2'-([2,2'-bipyridine]-5,5'-diyl)bis(N,N-dimethylethen-1-amine)

135822-72-9

2,2′-bipyridine-5,5′-dicarbaldehyde

Conditions
ConditionsYield
With sodium periodate In tetrahydrofuran; dichloromethane; water at 20℃;73%
With sodium periodate In tetrahydrofuran; dichloromethane; water at 20℃; for 20h;72%
With sodium periodate In tetrahydrofuran; dichloromethane; water at 20℃; for 20h;70%
With sodium periodate In tetrahydrofuran; dichloromethane; water at 20℃; for 20h;70%

(2-(4′-(2-dimethylaminovinyl)-(2,2′)-bipyridinyl-4-yl)vinyl)dimethylamine

135822-72-9

2,2′-bipyridine-5,5′-dicarbaldehyde

Conditions
ConditionsYield
With sodium periodate In tetrahydrofuran; dichloromethane; water at 20℃; for 20h;72%
With sodium periodate In tetrahydrofuran; dichloromethane; water at 20℃; for 22h; Inert atmosphere;60%
With sodium periodate In tetrahydrofuran; water
63361-65-9

4,4′-bis(hydroxymethyl)-2,2′-bipyridine

135822-72-9

2,2′-bipyridine-5,5′-dicarbaldehyde

Conditions
ConditionsYield
With Dess-Martin periodane In dichloromethane at 20℃; for 1h; Inert atmosphere;63%
With pyridine; lead(IV) acetate at 90℃; for 2h;15 % Chromat.
92642-09-6

5,5'-bis(bromomethyl)-2,2'-bipyridine

135822-72-9

2,2′-bipyridine-5,5′-dicarbaldehyde

Conditions
ConditionsYield
With sodium hydrogencarbonate; dimethyl sulfoxide at 115℃; for 3.5h;49%
With hexamethylenetetramine In ethanol; water for 60h;
153305-75-0

5,5'-Bis(carboxyethyl)-2,2'-bipyridine

135822-72-9

2,2′-bipyridine-5,5′-dicarbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaBH4 / ethanol / Heating
1.2: acetone / 1 h / Heating
1.3: aq. K2CO3 / 1 h / Heating
2.1: 15 percent Chromat. / pyridine; Pb(CH3CO2)4 / 2 h / 90 °C
View Scheme
1762-34-1

5,5'-dimethyl-2,2'-bipyridine

135822-72-9

2,2′-bipyridine-5,5′-dicarbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide
2: sodium periodate / tetrahydrofuran; water
View Scheme
Multi-step reaction with 2 steps
1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 14 h / Inert atmosphere; Reflux
2: hexamethylenetetramine / water; ethanol / 60 h
View Scheme
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide / 72 h / 120 °C / Inert atmosphere
2: sodium periodate / dichloromethane; tetrahydrofuran; water / 22 h / 20 °C / Inert atmosphere
View Scheme
1802-30-8

2,2'-bipyridine-5,5'-dicarboxylic acid

135822-72-9

2,2′-bipyridine-5,5′-dicarbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 16 h / Reflux; Inert atmosphere
2: sodium tetrahydroborate / ethanol / 4 h / Reflux; Inert atmosphere
3: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere
View Scheme
1762-46-5

[2,2']bipyridinyl-5,5'-dicarboxylic acid diethyl ester

135822-72-9

2,2′-bipyridine-5,5′-dicarbaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / ethanol / 4 h / Reflux; Inert atmosphere
2: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere
View Scheme
14384-45-3

N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

135822-72-9

2,2′-bipyridine-5,5′-dicarbaldehyde

5,5'-bis(1,3-dihydroxy-4,4,5,5-tetramethylimidazolin-2-yl)-2,2'-bipyridine

Conditions
ConditionsYield
In toluene Inert atmosphere; Reflux;88%
In methanol at 20℃; for 72h; Condensation;85%

2,2'-Bipyridyl-5,5'-dialdehyde Chemical Properties

 Molecular Structure of 2,2'-Bipyridyl-5,5'-dialdehyde (CAS No.135822-72-9):

Molecular Formula: C12H8N2O2
Molecular Weight: 212.2041
CAS No: 135822-72-9
H bond acceptors: 4
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 59.92 Å2
Index of Refraction: 1.657
Molar Refractivity: 60.53 cm3
Molar Volume: 164.4 cm3
Surface Tension: 60.6 dyne/cm
Density: 1.289 g/cm3
Flash Point: 211.2 °C
Enthalpy of Vaporization: 67.77 kJ/mol
Boiling Point: 423.4 °C at 760 mmHg
Vapour Pressure: 2.24E-07 mmHg at 25°C
InChI: InChI=1/C12H8N2O2/c15-7-9-1-3-11(13-5-9)12-4-2-10(8-16)6-14-12/h1-8H
InChIKey: SUQGULAGAKSTIB-UHFFFAOYAM
Std. InChI: InChI=1S/C12H8N2O2/c15-7-9-1-3-11(13-5-9)12-4-2-10(8-16)6-14-12/h1-8H
Std. InChIKey: SUQGULAGAKSTIB-UHFFFAOYSA-N

2,2'-Bipyridyl-5,5'-dialdehyde Specification

   2,2'-Bipyridyl-5,5'-dialdehyde (CAS No.135822-72-9), its synonym is [2,2'-Bipyridine]-5,5'-dicarboxaldehyde .

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