4,4'-Bis(hydroxymethyl)-2,2'-bipyridine

Base Information

• Chemical Name: 4,4'-Bis(hydroxymethyl)-2,2'-bipyridine
• CAS No.: 109073-77-0
• Molecular Formula: C12H12O2N2
• Molecular Weight: 216.239
• Hs Code.: 29333990
• European Community (EC) Number: 679-574-5
• DSSTox Substance ID: DTXSID30457260
• Nikkaji Number: J284.374I
• Wikidata: Q72445990
• ChEMBL ID: CHEMBL1650629
• Mol file: 109073-77-0.mol

Synonyms:109073-77-0;4,4'-Bis(hydroxymethyl)-2,2'-bipyridine;[2,2'-Bipyridine]-4,4'-diyldimethanol;[2,2'-Bipyridine]-4,4'-dimethanol;[2-[4-(hydroxymethyl)pyridin-2-yl]pyridin-4-yl]methanol;2,2'-Bipyridine-4,4'-dimethanol;4,4'-Bis(hydroxymethyl)-2,2'-bipyridyl;4,4/'-Bis(hydroxymethyl)-2,2/'-bipyridine;BUTANOICACID;YSWG301;SCHEMBL1411265;CHEMBL1650629;2,2'-Bi(pyridine-4-methanol);DTXSID30457260;RRXGRDMHWYLJSY-UHFFFAOYSA-N;MFCD06202808;2,2'-bipyridine-4,4'-diyldimethanol;AKOS015856465;CS-W004569;4,4'-Bis(hydroxymethyl)-2,2-bipyridine;AC-22677;AS-15762;B3511;FT-0757521;E10019;A801962;W-200795;[2-[4-(hydroxymethyl)-2-pyridyl]-4-pyridyl]methanol

Chemical Property of 4,4'-Bis(hydroxymethyl)-2,2'-bipyridine

Chemical Property:

• Melting Point: 170.6-171.4 °C
• Boiling Point: 450.4 °C at 760 mmHg
• PKA: 12.94±0.10(Predicted)
• Flash Point: 226.2 °C
• PSA: 66.24000
• Density: 1.281 g/cm³
• LogP: 1.12820
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 216.089877630
• Heavy Atom Count: 16
• Complexity: 191

Purity/Quality:

98% ^*data from raw suppliers

4,4''-bis(Hydroxymethyl)-2,2''-bipyridine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1CO)C2=NC=CC(=C2)CO

Technology Process of 4,4'-Bis(hydroxymethyl)-2,2'-bipyridine

There total 11 articles about 4,4'-Bis(hydroxymethyl)-2,2'-bipyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4,4'-bis(carbomethoxy)-2,2'-bipyridine (71071-46-0) → 4,4'-bis(hydroxymethyl)-2,2'-bipyridine (109073-77-0)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 4h; Reflux; Inert atmosphere;

DOI:10.1002/cbic.201800507

Reference yield: 98.0%

4,4'-bis(ethoxycarbonyl)-2,2'-bipyridine (1762-42-1) → 4,4'-bis(hydroxymethyl)-2,2'-bipyridine (109073-77-0)

Guidance literature:

With sodium tetrahydroborate; ethanol; Reflux;

DOI:10.1039/b916007h

Reference yield: 44.0%

2,2'-bipyridine-4,4'-diyldimethanediyl diacetate (279681-06-0) → 4,4'-bis(hydroxymethyl)-2,2'-bipyridine (109073-77-0)

Guidance literature:

With sodium hydroxide; water; In methanol; for 3h; Heating;

DOI:10.3987/com-01-s(k)12

upstream raw materials:

4,4'-bis(carbomethoxy)-2,2'-bipyridine

4,4'-bis(ethoxycarbonyl)-2,2'-bipyridine

4,4'-bis(bromomethyl)-2,2'-bipyridine

4,4’-bis(chloromethyl)-2,2’-bipyridine

Downstream raw materials:

4,4'-bis(benzoyloxymethyl)-2,2'-bipyridine

4,4'-bis(aminomethyl)-2,2'-bipyridine

1,1'-([2,2'-bipyridine]-4,4'-diylbis(methylene))bis(3-(3,5-bis(triflu-oromethyl)phenyl)-thiourea)

(E,E′)-4,4′-bisstyryl-2,2′-bipyridine

Refernces

• 1、 Li, Jing,Guo, Li-Rong,Gao, Wei,Xia, Xing-Hua,Zheng, Li-Min. "Enhanced electrochemiluminescence efficiency of Ru(ii) derivative covalently linked carbon nanotubes hybrid". . p. 7545 - 7547. Retrieved 2009.
• 2、 He,Fontmorin,Hapiot,Soutrel,Floner,Fourcade,Amrane,Geneste. "A new bipyridyl cobalt complex for reductive dechlorination of pesticides". . p. 313 - 320. Retrieved 2016.
• 3、 Luo, Rongchang,Zhou, Xiantai,Zhang, Wuying,Liang, Zhongxiu,Jiang, Jun,Ji, Hongbing. "New bi-functional zinc catalysts based on robust and easy-to-handle N-chelating ligands for the synthesis of cyclic carbonates from epoxides and CO2 under mild conditions". . p. 4179 - 4189. Retrieved 2014.
• 4、 Lu, Zhen,Shangguan, Mingqin,Jiang, Xingzong,Xu, Peiyao,Hou, Linxi,Wang, Tao. "A water-soluble cyclometalated iridium(III) complex with fluorescent sensing capability for hypochlorite". . . Retrieved 2019.
• 5、 Cui, Yali,Hao, Yuanqiang,Zhang, Yintang,Liu, Baoxia,Zhu, Xu,Qu, Peng,Li, Deliang,Xu, Maotian. "A water-soluble and retrievable ruthenium-based probe for colorimetric recognition of Hg(II) and Cys". . p. 150 - 154. Retrieved 2016.
• 6、 Ganesan, Vinothkumar,Sivanesan, Dharmalingam,Yoon, Sungho. "Correlation between the Structure and Catalytic Activity of [Cp*Rh(Substituted Bipyridine)] Complexes for NADH Regeneration". . p. 1366 - 1374. Retrieved 2017.
• 7、 Lee, Jihoon,Seo, Jinhyung,Choi, Yong Rack,Oh, Hyunju,Huh, Jun Nyeong,Park, Byoungchoo,Tak, Jungae,Kim, Byeong Hyo. "Synthesis and Characterization of Heteroleptic Ru(II) Complexes Based on 4,4′-Bis((E)-styryl)-2,2′-bipyridine as Ancillary Ligand and Application for Dye-Sensitized Solar Cells". . . Retrieved 2018.
• 8、 Huang, Tianci,Yu, Qi,Liu, Shujuan,Zhang, Kenneth Yin,Huang, Wei,Zhao, Qiang. "Rational Design of Phosphorescent Iridium(III) Complexes for Selective Glutathione Sensing and Amplified Photodynamic Therapy". . p. 576 - 586. Retrieved 2019.
• 9、 Archer, Stuart A.,Keane, Theo,Delor, Milan,Bevon, Elizabeth,Auty, Alexander J.,Chekulaev, Dimitri,Sazanovich, Igor V.,Towrie, Michael,Meijer, Anthony J. H. M.,Weinstein, Julia A.. "Directly Coupled Versus Spectator Linkers on Diimine PtII Acetylides—Change the Structure, Keep the Function?". . p. 18239 - 18251. Retrieved 2017.
• 10、 Smith, Adam P.,Corbin, Perry S.,Fraser, Cassandra L.. "An improved synthesis of hydroxymethyl bipyridines". . p. 2787 - 2789. Retrieved 2000.