2,2'-Bipyrimidine

Base Information

• Chemical Name: 2,2'-Bipyrimidine
• CAS No.: 34671-83-5
• Molecular Formula: C8H6N4
• Molecular Weight: 158.162
• Hs Code.: 29335990
• European Community (EC) Number: 252-137-2
• UNII: Y67VU82SCE
• DSSTox Substance ID: DTXSID50188226
• Nikkaji Number: J250.941E
• Wikipedia: 2,2%27-Bipyrimidine,2'-Bipyrimidine
• Wikidata: Q56291601
• Mol file: 34671-83-5.mol

Synonyms:2,2'-Bipyrimidine;34671-83-5;2,2'-Bipyrimidyl;2-pyrimidin-2-ylpyrimidine;2-(pyrimidin-2-yl)pyrimidine;2,2'-Dipyrimidyl;2,2'-Bipyrimidinyl;Y67VU82SCE;EINECS 252-137-2;MFCD00014600;bpym;Bipyrimidine;2,2`-Bipyrimidine;2,2''-Bipyrimidine;2,2\'-Bipyrimidine;UNII-Y67VU82SCE;2,2'-DIPYRIMIDINE;YSWG509;2,2'-Bipyrimidine, 95%;SCHEMBL171853;DTXSID50188226;BCP17863;BBL102972;STL556781;AKOS015840944;AM85737;CS-W008340;AC-22790;DS-13604;SY039350;2,2 inverted exclamation mark -Bipyrimidine;B2496;FT-0603730;EN300-112116;J-400158

Chemical Property of 2,2'-Bipyrimidine

Chemical Property:

• Melting Point: 112-116 °C(lit.)
• Boiling Point: 395.395 °C at 760 mmHg
• PKA: -1.22±0.33(Predicted)
• Flash Point: 197.045 °C
• PSA: 51.56000
• Density: 1.239 g/cm³
• LogP: 0.93360
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in methanol.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 158.059246208
• Heavy Atom Count: 12
• Complexity: 111

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,2''-Bipyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(N=C1)C2=NC=CC=N2
• Uses: 2,2'-Bipyrimidine is used in the preparation of 5-bromo-[2,2']bipyrimidinyl.

Technology Process of 2,2'-Bipyrimidine

There total 7 articles about 2,2'-Bipyrimidine 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: 99.0%

1,2,3-triazine (289-96-3) + pyrimidine-2-carboxamidine hydrochloride → 2,2'-Bipyrimidine (34671-83-5)

Guidance literature:

pyrimidine-2-carboxamidine hydrochloride; With potassium hydroxide; In dichloromethane; water;

1,2,3-triazine; In acetonitrile; at 60 ℃; for 5h; regioselective reaction;

DOI:10.1021/ol2007428

Reference yield: 99.0%

pyrimidine-2-carboxamidine (45695-56-5) + 1,2,3-triazine (289-96-3) → 2,2'-Bipyrimidine (34671-83-5)

Guidance literature:

In acetonitrile; at 60 ℃; for 5h; regioselective reaction;

DOI:10.1021/ja204856a

Reference yield: 96.0%

2-chloropyrimidine (1722-12-9,1195939-87-7) → 2,2'-Bipyrimidine (34671-83-5)

Guidance literature:

With palladium diacetate; tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; toluene; at 105 ℃; for 24h;

DOI:10.1002/jhet.5570420726

upstream raw materials:

2-chloropyrimidine

2-bromopyrimidine

2-iodopyrimidine

1,2,3-triazine

Downstream raw materials:

{Ru(bpm)3}Cl2

(2,2'-bipyrimidine)bis(triphenylphosphine)copper(I) tetrafluoroborate

[C₆H₅C(O)CHC(O)CF₃]2Ni((C₄H₃N₂)2)Ni[CF₃C(O)CHC(O)C₆H₅]2

Refernces

• 1、 Barqawi, Khaled,Akasheh, Talal S.,Parsons, Barry J.,Beaumont, Paul C.. "One-electron Reduction of 2,2'-Bipyrimidine in Aqueous Solution". . . Retrieved 1987.
• 2、 Anderson, Erin D.,Boger, Dale L.. "Inverse electron demand diels-alder reactions of 1,2,3-triazines: Pronounced substituent effects on reactivity and cycloaddition scope". supporting information; experimental part. p. 12285 - 12292. Retrieved 2011/09/16.
• 3、 Boully, Ludovic,Darabantu, Mircea,Turck, Alain,Ple, Nelly. "Aryl-aryl bonds formation in pyridine and diazine series. Diazines part 41". . p. 1423 - 1428. Retrieved 2007/10/03.