1-(4-Chloropyridin-2-yl)ethanone

Base Information

• Chemical Name: 1-(4-Chloropyridin-2-yl)ethanone
• CAS No.: 60159-37-7
• Molecular Formula: C7H6ClNO
• Molecular Weight: 155.584
• Hs Code.: 2933399090
• European Community (EC) Number: 692-377-9
• DSSTox Substance ID: DTXSID70515111
• Mol file: 60159-37-7.mol

Synonyms:1-(4-chloropyridin-2-yl)ethanone;60159-37-7;1-(4-Chloropyridine-2-yl)ethanone;2-acetyl-4-chloropyridine;1-(4-Chloro-pyridin-2-yl)-ethanone;1-(4-CHLOROPYRIDIN-2-YL)ETHAN-1-ONE;1-(4-Chloro-2-pyridyl)ethanone;MFCD10697662;Ethanone, 1-(4-chloro-2-pyridinyl)-;2-acetyl4-chloropyridine;SCHEMBL899382;DTXSID70515111;BHKULLGEGMMZQD-UHFFFAOYSA-N;1-(4-chloro-2-pyridinyl)ethanone;BCP06614;AKOS006302275;AB60198;AS-5502;AC-33329;AM804116;SY020055;1-(4-CHLORO-2-PYRIDINYL)-ETHANONE;BB 0261873;CS-0037389;FT-0647209;ETHANONE,1-(4-CHLORO-2-PYRIDINYL)-;EN300-1967991;A832618;J-503289;1-(4-chloro-2-pyridyl)ethanone;2-Acetyl-4-chloropyridine

Chemical Property of 1-(4-Chloropyridin-2-yl)ethanone

Chemical Property:

• Boiling Point: 238.108 °C at 760 mmHg
• PKA: 1.06±0.10(Predicted)
• Flash Point: 97.805 °C
• PSA: 29.96000
• Density: 1.233 g/cm³
• LogP: 1.93760
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 1.5
• 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:

98% ^*data from raw suppliers

1-(4-Chloropyridin-2-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=NC=CC(=C1)Cl
• Uses: 1-(4-Chloropyridin-2-yl)ethanone is a useful reagent for the asymmetric synthesis of pyridylalkylamines.

Technology Process of 1-(4-Chloropyridin-2-yl)ethanone

There total 4 articles about 1-(4-Chloropyridin-2-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: 92.0%

4-chloro-pyridine-2-carbonitrile (19235-89-3) → 2-Acetyl-4-chloropyridine (60159-37-7)

Guidance literature:

With methylmagnesium chloride; In diethyl ether; at 0 ℃;

DOI:10.1039/c7dt02289a

Reference yield: 87.0%

4-chloro-pyridine-2-carbonitrile (19235-89-3) + methyl magnesium iodide (917-64-6) → 2-Acetyl-4-chloropyridine (60159-37-7)

Guidance literature:

In diethyl ether; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2006.03.018

Reference yield:

2-methyl-4-nitropyridine N-oxide (5470-66-6) → 2-Acetyl-4-chloropyridine (60159-37-7)

Guidance literature:

Multi-step reaction with 3 steps

1: acetyl chloride / 60 °C

2: phosphorus trichloride / chloroform / Reflux

3: methylmagnesium chloride / diethyl ether / 0 °C

With methylmagnesium chloride; acetyl chloride; phosphorus trichloride; In diethyl ether; chloroform;

DOI:10.1039/c7dt02289a

upstream raw materials:

4-chloro-pyridine-2-carbonitrile

methyl magnesium iodide

2-methyl-4-nitropyridine N-oxide

methylmagnesium bromide

Downstream raw materials:

(+/-)-4-chloro-2-(1-hydroxyethyl)pyridine