1-(3-Chloropyridin-4-yl)ethanone

Base Information

• Chemical Name: 1-(3-Chloropyridin-4-yl)ethanone
• CAS No.: 78790-82-6
• Molecular Formula: C₇H₆ClNO
• Molecular Weight: 155.584
• Hs Code.: 2933399090
• European Community (EC) Number: 862-830-7
• DSSTox Substance ID: DTXSID00508672
• Nikkaji Number: J398.113D
• Wikidata: Q72434974
• Mol file: 78790-82-6.mol

Synonyms:1-(3-chloropyridin-4-yl)ethanone;78790-82-6;1-(3-Chloropyridin-4-yl)ethan-1-one;MFCD10000759;1-(3-CHLORO-PYRIDIN-4-YL)-ETHANONE;Ethanone,1-(3-chloro-4-pyridinyl)-;4-acetyl-3-chloropyridine;1-(3-Chloro-4-pyridinyl)ethanone;Ethanone, 1-(3-chloro-4-pyridinyl)-;1-(3-CHLORO(PYRIDIN-4-YL))ETHANONE;SCHEMBL1891569;DTXSID00508672;1-(3-Chloro-4-pyridyl)ethanone;USENXBJIUNFKAX-UHFFFAOYSA-N;AKOS006302638;SB52399;AS-60853;SY198472;A9882;CS-0186239;EN300-205149;N12959

Chemical Property of 1-(3-Chloropyridin-4-yl)ethanone

Chemical Property:

• Vapor Pressure: 0.192mmHg at 25°C
• Refractive Index: 1.535
• Boiling Point: 210.477 °C at 760 mmHg
• PKA: 1.24±0.18(Predicted)
• Flash Point: 81.094 °C
• PSA: 29.96000
• Density: 1.233 g/cm³
• LogP: 1.93760
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 155.0137915
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

97% ^*data from raw suppliers

1-(3-Chloropyridin-4-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(3-Chloropyridin-4-yl)ethanone

There total 4 articles about 1-(3-Chloropyridin-4-yl)ethanone 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: 89.0%

3-chloro-N-methyl-N-(methyloxy)-4-pyridinecarboxamide (1187669-51-7) + methylmagnesium bromide (75-16-1) → 4-acetyl-3-chloropyridine (78790-82-6)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 ℃;

DOI:10.1021/jm901457w

Reference yield: 81.0%

methylmagnesium bromide (75-16-1) + 3-chloro-isonicotinonitrile (68325-15-5) → 4-acetyl-3-chloropyridine (78790-82-6)

Guidance literature:

In diethyl ether; for 0.0833333h; Ambient temperature;

DOI:10.1021/jo00334a014

Reference yield:

3-chloro-isonicotinic acid (88912-27-0) → 4-acetyl-3-chloropyridine (78790-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 h / 20 °C

2.1: tetrahydrofuran; diethyl ether / 0 - 20 °C

2.2: Saturated solution

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;

upstream raw materials:

3-Chloropyridine

2-methylpropyl acetate

methylmagnesium bromide

3-chloro-isonicotinonitrile

Downstream raw materials:

4-(3-chloro-4-pyridinyl)-N-(3-methylphenyl)-1,3-thiazol-2-amine