[2,2'-Bipyridine]-6,6'-diyldimethanol: Key Facts & FAQs

[2,2'-Bipyridine]-6,6'-diyldimethanol is a bifunctional bipyridyl ligand bearing two hydroxymethyl groups at the 6 and 6' positions, making it a versatile chelating scaffold for coordination chemistry, supramolecular assembly, and catalysis research.

Chemical Name

[2,2'-Bipyridine]-6,6'-diyldimethanol

SKU / Product Code

B590050

Functional Groups

Two pyridine nitrogen donors and two hydroxymethyl (–CH₂OH) groups

Core Structure

2,2'-Bipyridine backbone with substituents at the 6 and 6' positions

Primary Application Area

Chelating ligand in coordination chemistry and metal-complex synthesis

Supplier

Aladdin Scientific

What Is [2,2'-Bipyridine]-6,6'-diyldimethanol?

[2,2'-Bipyridine]-6,6'-diyldimethanol is a derivatives of the well-known 2,2'-bipyridine (bipy) ligand in which hydroxymethyl (–CH₂OH) groups are introduced at both the 6 and 6' positions of the bipyridine ring system. This substitution pattern retains the strong bidentate nitrogen-donor chelation characteristic of the bipyridine core while adding two protic, hydrogen-bond-capable alcohol arms. The combination of N,N-chelation and pendant –OH groups gives the molecule a rich and tunable coordination chemistry, enabling interactions with a broad range of transition metals.

The molecule's dual functionality—aromatic nitrogen donors plus aliphatic alcohol groups—makes it attractive for designing ligands that can engage in both metal coordination and hydrogen-bonding networks, which is important in crystal engineering and supramolecular frameworks.

Key Chemical Properties and Structure

[2,2'-Bipyridine]-6,6'-diyldimethanol possesses a symmetric structure with a C₂ axis. The bipyridyl unit provides two pyridine nitrogen atoms oriented for bidentate chelation to metal centers, while the 6,6'-positioned –CH₂OH groups are adjacent to the coordinating nitrogens. This proximity means the alcohol oxygens can also participate in coordination or secondary interactions depending on the metal and reaction conditions.

The hydroxymethyl groups also provide synthetic handles for further functionalization, for example through esterification, etherification, or oxidation to aldehyde or carboxylic acid derivatives, making this compound a useful building block in ligand design.

Applications in Research

[2,2'-Bipyridine]-6,6'-diyldimethanol is used primarily as a chelating ligand in inorganic and coordination chemistry research. Its bifunctional nature supports applications including:

• Metal complex synthesis: Formation of stable chelate complexes with transition metals such as ruthenium, iron, copper, and zinc, relevant to catalysis and photochemistry studies.
• Supramolecular chemistry: The –OH groups facilitate directional hydrogen bonding, enabling construction of metal-organic frameworks (MOFs), coordination polymers, and self-assembled architectures.
• Ligand precursor: Serves as a synthetic precursor for more complex polydentate ligands via chemical transformation of the –CH₂OH groups.
• Catalyst design: Bipyridyl-metal complexes derived from this scaffold may be explored in oxidation, reduction, or transfer hydrogenation catalysis.

Handling, Storage, and Safety Guidance

As with all fine chemical reagents, standard laboratory safety precautions should be observed when handling [2,2'-Bipyridine]-6,6'-diyldimethanol. Researchers should consult the product Safety Data Sheet (SDS) provided by Aladdin Scientific for specific hazard classifications, first-aid measures, and disposal guidelines before use.

General guidance includes storing the compound in a cool, dry, well-ventilated location away from incompatible materials, in a tightly sealed container to prevent moisture uptake. Wear appropriate personal protective equipment (PPE) including gloves, eye protection, and lab coat during handling. Specific storage temperature requirements should be confirmed from the SDS or product label.

Ordering and Product Availability at Aladdin Scientific

[2,2'-Bipyridine]-6,6'-diyldimethanol is available from Aladdin Scientific under SKU B590050. Researchers and procurement managers can place orders directly through the Aladdin Scientific website or by contacting the sales team. When ordering, please quote the SKU to ensure accurate fulfillment.

For questions regarding bulk quantities, custom pack sizes, certificates of analysis (CoA), or lead times, please reach out to Aladdin Scientific customer service. Information on pricing, current promotions, and available reward credits can be found in your account portal or by contacting a sales representative.

Frequently asked questions

What is the CAS number for [2,2'-Bipyridine]-6,6'-diyldimethanol?

The CAS number for [2,2'-Bipyridine]-6,6'-diyldimethanol is not specified in the current source material. Please refer to the Aladdin Scientific product page for SKU B590050 or the Certificate of Analysis for the confirmed CAS number.

What solvents are suitable for dissolving [2,2'-Bipyridine]-6,6'-diyldimethanol?

Bipyridyl diol compounds of this type generally show solubility in polar protic solvents such as methanol and ethanol, as well as polar aprotic solvents such as DMSO and DMF, due to the combined polarity of the pyridine rings and hydroxymethyl groups. Solubility in non-polar solvents is expected to be low. Researchers should verify actual solubility data from the SDS or CoA and perform preliminary solubility tests before use in sensitive experiments.

How does [2,2'-Bipyridine]-6,6'-diyldimethanol differ from unsubstituted 2,2'-bipyridine?

Unsubstituted 2,2'-bipyridine functions purely as a bidentate N,N-donor chelating ligand. [2,2'-Bipyridine]-6,6'-diyldimethanol retains this bidentate nitrogen chelation but adds two –CH₂OH groups at the 6 and 6' positions, introducing the ability to participate in hydrogen bonding, potential O-donor coordination, and further synthetic derivatization. This makes the diol compound more versatile for supramolecular design and as a building block for polydentate ligand synthesis compared to the parent bipyridine.

What purity grade is Aladdin Scientific's B590050 product?

Specific purity information for B590050 is not detailed in the current source material. Please consult the product page on the Aladdin Scientific website or request a Certificate of Analysis (CoA) from customer service for confirmed purity specifications.

Can [2,2'-Bipyridine]-6,6'-diyldimethanol be used as a precursor for other ligands?

Yes, the two –CH₂OH groups present in [2,2'-Bipyridine]-6,6'-diyldimethanol can be chemically transformed through reactions such as oxidation (to aldehydes or carboxylic acids), esterification, or etherification, enabling the synthesis of more complex or polydentate ligand frameworks. This versatility makes it a valuable synthetic building block in coordination chemistry and ligand design.

References

1. Aladdin Scientific product listing for [2,2'-Bipyridine]-6,6'-diyldimethanol, SKU B590050.
2. General coordination chemistry of 2,2'-bipyridine ligands and their derivatives — textbook-level reference; specific citation to be confirmed.

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.