CAS No.135822-72-9,2,2'-BIPYRIDYL-5,5'-DIALDEHYDE Suppliers

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Basic Information

Molecular Structure:
CAS No.:	135822-72-9
Name:	2,2'-BIPYRIDYL-5,5'-DIALDEHYDE
Article Data:	12

Formula:	C12H8 N2 O2
Molecular Weight:	212.208
Synonyms:	5,5'-Bis(formyl)-2,2'-bipyridine;5,5'-Diformyl-2,2'-bipyridine
EINECS:	635-105-6
Density:	1.289±0.06 g/cm3(Predicted)
Melting Point:	227-229 °C
Boiling Point:	423.4±45.0 °C(Predicted)
Flash Point:	211.2oC
PSA:	59.92000
LogP:	1.76860

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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

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Chemistry

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

Specification

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