6-Phenoxynicotinaldehyde

Base Information

• Chemical Name: 6-Phenoxynicotinaldehyde
• CAS No.: 173282-69-4
• Molecular Formula: C12H9NO2
• Molecular Weight: 199.209
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00380132
• Wikidata: Q72501135
• Mol file: 173282-69-4.mol

Synonyms:6-Phenoxynicotinaldehyde;173282-69-4;6-phenoxypyridine-3-carbaldehyde;6-Phenoxypyridine-3-carboxaldehyde;3-Pyridinecarboxaldehyde, 6-phenoxy-;MFCD02681950;2-Phenoxypyridine-5-carboxaldehyde;SCHEMBL510519;DTXSID00380132;SOPOQXNWJNVZMI-UHFFFAOYSA-N;6-phenoxy-3-pyridinecarboxaldehyde;6-Phenoxy-pyridine-3-carbaldehyde;AKOS005069329;SB52414;CS-0187236;FT-0621299;D97338;A811505;10X-0989;W-206053

Chemical Property of 6-Phenoxynicotinaldehyde

Chemical Property:

• Vapor Pressure: 6.41E-05mmHg at 25°C
• Melting Point: 100-102°C
• Refractive Index: 1.614
• Boiling Point: 344.8 °C at 760 mmHg
• PKA: 0.74±0.22(Predicted)
• Flash Point: 162.3 °C
• PSA: 39.19000
• Density: 1.207 g/cm³
• LogP: 2.68640
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 199.063328530
• Heavy Atom Count: 15
• Complexity: 202

Purity/Quality:

98%min ^*data from raw suppliers

6-Phenoxynicotinaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-43-22
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=NC=C(C=C2)C=O

Technology Process of 6-Phenoxynicotinaldehyde

There total 3 articles about 6-Phenoxynicotinaldehyde 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%

6-chloronicotinylaldehyde (23100-12-1) + phenol (108-95-2,27073-41-2) → 3-formyl-6-phenyloxypyridine (173282-69-4)

Guidance literature:

With caesium carbonate; copper(l) chloride; In N,N-dimethyl-formamide; at 100 ℃; for 10h;

Reference yield: 37.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 5-bromo-2-phenoxypyridine (59717-96-3) → 3-formyl-6-phenyloxypyridine (173282-69-4)

Guidance literature:

5-bromo-2-phenoxypyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.583333h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.166667h;

Reference yield:

3-trichloromethyl-pyridine (3099-50-1) + phenol (108-95-2,27073-41-2) → 3-formyl-6-phenyloxypyridine (173282-69-4) + 5-diphenoxymethyl-2-phenoxypyridine

Guidance literature:

With sodium; Multistep reaction. Yields of byproduct given; 1.) THF, 1 h, 2.) DMF, 110 deg C, 3 h;

DOI:10.1016/0040-4020(95)00734-P

upstream raw materials:

3-trichloromethyl-pyridine

phenol

N,N-dimethyl-formamide

5-bromo-2-phenoxypyridine

Downstream raw materials:

2-(6-phenoxy-pyridin-3-ylmethyl)-1-aza-bicyclo[2.2.2]octan-3-one

5-(2-nitro-ethyl)-2-phenoxy-pyridine

4-(2-(6-methyl-2-oxo-4-(6-phenoxypyridin-3-yl)-1,2,3,4-tetrahydropyrimidin-5-yl)thiazol-4-yl)benzonitrile

Refernces

• 1、 Yang, Yan,Liu, Yuxiu,Song, Hongjian,Li, Yongqiang,Wang, Qingmin. "Additive effects on the improvement of insecticidal activity: Design, synthesis, and insecticidal activity of novel pymetrozine derivatives". . p. 391 - 402. Retrieved 2016.
• 2、 -. "4-Pyridinylmethyl-Morpholine Derivatives and the use thereof as Medicament". Paragraph 0288-0290. . Retrieved 2020/05/06.