2-(Pyridin-3-Yl)Benzaldehyde

Base Information

• Chemical Name: 2-(Pyridin-3-Yl)Benzaldehyde
• CAS No.: 176690-44-1
• Molecular Formula: C12H9NO
• Molecular Weight: 183.21
• Hs Code.: 2933399090
• European Community (EC) Number: 803-187-4
• DSSTox Substance ID: DTXSID90397431
• Nikkaji Number: J2.406.444A
• Wikidata: Q72504066
• ChEMBL ID: CHEMBL4452320
• Mol file: 176690-44-1.mol

Synonyms:176690-44-1;2-(Pyridin-3-Yl)Benzaldehyde;2-PYRIDIN-3-YL-BENZALDEHYDE;2-pyridin-3-ylbenzaldehyde;2-(3-Pyridyl)benzaldehyde;2-(3-pyridinyl)benzaldehyde;2-(3-Pyrldinyl)benzaldehyde;Benzaldehyde, 2-(3-pyridinyl)-;MFCD02684097;SCHEMBL894805;CHEMBL4452320;DTUANRRVVJRTJS-UHFFFAOYSA-;DTXSID90397431;DTUANRRVVJRTJS-UHFFFAOYSA-N;AR1220;AKOS004114062;2-(3-pyridinyl)benzaldehyde, AldrichCPR;DS-10177;SY109752;AM20080596;BB 0222744;CS-0097865;FT-0643709;EN300-745563;A812201;W-206240;InChI=1/C12H9NO/c14-9-11-4-1-2-6-12(11)10-5-3-7-13-8-10/h1-9H

Chemical Property of 2-(Pyridin-3-Yl)Benzaldehyde

Chemical Property:

• Vapor Pressure: 2.85E-05mmHg at 25°C
• Melting Point: 83℃
• Refractive Index: 1.614
• Boiling Point: 356.8 °C at 760 mmHg
• Flash Point: 177.4 °C
• PSA: 29.96000
• Density: 1.147 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: 193

Purity/Quality:

98%min ^*data from raw suppliers

2-Pyridin-3-yl-benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-41-37/38
• Safety Statements: 22-26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Pyridin-3-Yl)Benzaldehyde

There total 15 articles about 2-(Pyridin-3-Yl)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: 99.0%

3-Chloropyridine (626-60-8) + 2-formylbenzene boronic acid (40138-16-7) → 2-(pyridin-3-yl)benzaldehyde (176690-44-1)

Guidance literature:

3-Chloropyridine; 2-formylbenzene boronic acid; With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl; In dodecane; butan-1-ol; at 25 ℃; for 0.0833333h; Glovebox; Inert atmosphere;

With cesiumhydroxide monohydrate; In dodecane; water; butan-1-ol; at 80 ℃; for 4h; Glovebox; Inert atmosphere;

DOI:10.1002/ejoc.201200918

Reference yield: 97.0%

3-Bromopyridine (626-55-1,163928-56-1) + 2-formylphenylboronic acid N-methyliminodiacetic acid ester → 2-(pyridin-3-yl)benzaldehyde (176690-44-1)

Guidance literature:

With potassium carbonate; In ethanol; water; for 9h; Reflux; Green chemistry;

DOI:10.1039/c4ra03586k

Reference yield: 87.0%

3-Bromopyridine (626-55-1,163928-56-1) + 2-formylbenzene boronic acid (40138-16-7) → 2-(pyridin-3-yl)benzaldehyde (176690-44-1)

Guidance literature:

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

DOI:10.1021/ol048749s

upstream raw materials:

N-(2-[3]pyridyl-benzoyl)-N'-(toluene-4-sulfonyl)-hydrazine

3-Bromopyridine

2-formylbenzene boronic acid

3-iodopyridine

Downstream raw materials:

indeno[2,1-b]pyridin-9-one

9H-indeno(2,1-c)pyridin-9-one

3-[2-((E)-2-iodovinyl)phenyl]pyridine

(2-(pyridin-3-yl)phenyl)methanol

Refernces

• 1、 Laha, Joydev K.,Jethava, Krupal P.,Patel, Sagarkumar,Patel, Ketul V.. "Intramolecular Acylation of Unactivated Pyridines or Arenes via Multiple C-H Functionalizations: Synthesis of All Four Azafluorenones and Fluorenones". . p. 76 - 85. Retrieved 2017/04/26.
• 2、 Xu, Chen,Li, Hong-Mei,Xiao, Zhi-Qiang,Wang, Zhi-Qiang,Tang, Si-Fu,Ji, Bao-Ming,Hao, Xin-Qi,Song, Mao-Ping. "Cyclometalated Pd(ii) and Ir(iii) 2-(4-bromophenyl)pyridine complexes with N-heterocyclic carbenes (NHCs) and acetylacetonate (acac): Synthesis, structures, luminescent properties and application in one-pot oxidation/Suzuki coupling of aryl chlorides containing hydroxymethyl". . p. 10235 - 10247. Retrieved 2014/06/24.