[2,2'-Bipyridine]-4,4'-diol

Name: [2,2'-Bipyridine]-4,4'-diol
Brand: ChemScene
Availability: InStock
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CAS No. 90770-88-0
Cat. No. CS-0110281
Purity≥98%
MDL No.MFCD08704189

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 90770-88-0
Cat. No. CS-0110281
Purity ≥98%
MDL No. MFCD08704189
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈N₂O₂
Molecular Weight 188.19
Synonym(s) 4,4'-Dihydroxy-2,2'-bipyridine
SMILES OC=1C=CN=C(C1)C=2N=CC=C(O)C2

Description

This bipyridine derivative features two hydroxyl groups at the 4,4′-positions, enhancing solubility and enabling coordination to metal ions through oxygen-donor sites. The electron-rich framework supports redox-active complexes, while the rigid scaffold facilitates precise ligand geometry in catalytic and supramolecular applications.

Application

[2,2'-Bipyridine]-4,4'-diol serves as a versatile ligand in transition metal catalysis, offering enhanced solubility and coordination stability compared to parent bipyridine. Its dual hydroxyl groups enable hydrogen bonding and improve functional group tolerance in cross-coupling and complexation reactions. The molecule exhibits bench stability and facilitates purification via recrystallization, making it well-suited for reproducible synthesis of catalytic systems and coordination polymers.

Synthesis

Route1
- In-stock
  
  17217-57-1
- ~92%
- In-stock
  
  90770-88-0
References
- Willemsen, Jorgen S.; Van Hest, Jan C.M.; Rutjes, Floris P.J.T. Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 960 - 965
Route2
- In-stock
  
  17228-69-2
- ~%
- In-stock
  
  90770-88-0
References
- Dehmlow, Eckehard V.; Sleegers, Arthur Liebigs Annalen der Chemie, 1992 , # 9 p. 953 - 960

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 66.24
LogP 1.5548
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Key Words

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[2,2'-Bipyridine]-4,4'-diol

CAS No. 90770-88-0

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