2-(4-Pyridinyl)benzaldehyde

Base Information

• Chemical Name: 2-(4-Pyridinyl)benzaldehyde
• CAS No.: 176526-00-4
• Molecular Formula: C12H9NO
• Molecular Weight: 183.21
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40349086
• Nikkaji Number: J2.094.229K
• Wikidata: Q72504616
• ChEMBL ID: CHEMBL4472471
• Mol file: 176526-00-4.mol

Synonyms:176526-00-4;2-(4-Pyridinyl)benzaldehyde;2-(4-Pyridyl)benzaldehyde;2-(pyridin-4-yl)benzaldehyde;2-pyridin-4-ylbenzaldehyde;2-Pyridin-4-yl-benzaldehyde;benzaldehyde, 2-(4-pyridinyl)-;MFCD02684098;4-pyridyl-benzaldehyde;2-Pyridin-4-yl-benzaldehyd;SCHEMBL612351;CHEMBL4472471;DTXSID40349086;AR1223;AKOS004116771;2-(4-Pyridinyl)benzaldehyde, AldrichCPR;AS-45060;SY239051;BB 0224010;CS-0067809;FT-0602381;A21410;J-510307

Chemical Property of 2-(4-Pyridinyl)benzaldehyde

Chemical Property:

• Vapor Pressure: 7.35E-05mmHg at 25°C
• Refractive Index: 1.614
• Boiling Point: 342.797 °C at 760 mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: 169.065 °C
• PSA: 29.96000
• Density: 1.148 g/cm³
• LogP: 2.56110
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 183.068413911
• Heavy Atom Count: 14
• Complexity: 187

Purity/Quality:

99.5% ^*data from raw suppliers

2-(4-Pyridinyl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=O)C2=CC=NC=C2

Technology Process of 2-(4-Pyridinyl)benzaldehyde

There total 6 articles about 2-(4-Pyridinyl)benzaldehyde 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: 95.0%

2-formylphenylboronic acid N-methyliminodiacetic acid ester + 4-bromopyridine hydrochloride (19524-06-2) → 2-(pyridin-4-yl)benzaldehyde (176526-00-4)

Guidance literature:

With potassium carbonate; In ethanol; water; at 120 ℃; for 0.166667h; Microwave irradiation; Sealed tube;

DOI:10.1080/00397911.2015.1057289

Reference yield: 90.0%

4-bromopyridin (1120-87-2) + 2-formylbenzene boronic acid (40138-16-7) → 2-(pyridin-4-yl)benzaldehyde (176526-00-4)

Guidance literature:

With potassium carbonate; furancarbothioamide-based palladacycle; In N,N-dimethyl acetamide; water; at 100 ℃; for 2h;

DOI:10.1021/ol048749s

Reference yield: 89.0%

4-pyridylboronic acid (1692-15-5) + ortho-bromobenzaldehyde (6630-33-7) → 2-(pyridin-4-yl)benzaldehyde (176526-00-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; triphenylphosphine; In ethanol; water; Reflux;

DOI:10.1039/c4ob00797b

upstream raw materials:

4-bromopyridin

2-formylbenzene boronic acid

4-pyridylboronic acid

ortho-bromobenzaldehyde

Downstream raw materials:

4-[2-((E)-2-iodovinyl)phenyl]pyridine

methyl 2-[1-hydroxy-1-{2-(pyridin-4-yl)phenyl}methyl]propenoate

2,2,2-trifluoro-1-(2-pyridin-4-yl-phenyl)ethanol

4-methyl-N'-(2-(pyridin-4-yl)benzylidene)benzenesulfonohydrazide

Refernces

• 1、 -. "COMPOUNDS OF PHOSPHINANES AND AZAPHOSPHINANES, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM". Paragraph 0314; 0426; 0427. . Retrieved 2018/02/27.
• 2、 Tang, Jiawei,Sivaguru, Paramasivam,Ning, Yongquan,Zanoni, Giuseppe,Bi, Xihe. "Silver-Catalyzed Tandem C=C Bond Hydroazidation/Radical Addition/Cyclization of Biphenyl Acetylene: One-Pot Synthesis of 6-Methyl Sulfonylated Phenanthridines". supporting information. p. 4026 - 4029. Retrieved 2017/08/14.