2-(2-Methoxyphenyl)-3-oxobutyronitrile

Base Information

• Chemical Name: 2-(2-Methoxyphenyl)-3-oxobutyronitrile
• CAS No.: 70751-30-3
• Molecular Formula: C11H11 N O2
• Molecular Weight: 189.214
• European Community (EC) Number: 274-847-1
• DSSTox Substance ID: DTXSID20991007
• Nikkaji Number: J288.793B
• Mol file: 70751-30-3.mol

Synonyms:70751-30-3;2-(2-methoxyphenyl)-3-oxobutanenitrile;2-(2-Methoxyphenyl)-3-oxobutyronitrile;EINECS 274-847-1;Benzeneacetonitrile, a-acetyl-2-methoxy-;DTXSID20991007;STK954212;AKOS001329605;AKOS016048317;alpha-Acetyl-2-methoxybenzeneacetonitrile;NCGC00334539-01;AB01136925-03;Z234796434

Chemical Property of 2-(2-Methoxyphenyl)-3-oxobutyronitrile

Chemical Property:

• Vapor Pressure: 0.00195mmHg at 25°C
• Boiling Point: 291.4°C at 760 mmHg
• Flash Point: 125.7°C
• PSA: 50.09000
• Density: 1.109g/cm³
• LogP: 1.89138
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 253

Purity/Quality:

99% ^*data from raw suppliers

2-(2-METHOXYPHENYL)-3-OXOBUTYRONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(C#N)C1=CC=CC=C1OC

Technology Process of 2-(2-Methoxyphenyl)-3-oxobutyronitrile

There total 2 articles about 2-(2-Methoxyphenyl)-3-oxobutyronitrile 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: 86.0%

2-methoxy-benzeneacetonitrile (7035-03-2) + ethyl acetate (141-78-6) → 2-(2-methoxyphenyl)-3-oxobutanenitrile (70751-30-3)

Guidance literature:

2-methoxy-benzeneacetonitrile; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;

ethyl acetate; In tetrahydrofuran; at 60 ℃; Inert atmosphere;

DOI:10.1002/anie.202007520

Reference yield: 40.0%

2-methoxy-benzeneacetonitrile (7035-03-2) + acetyl chloride (75-36-5) → 2-(2-methoxyphenyl)-3-oxobutanenitrile (70751-30-3)

Guidance literature:

2-methoxy-benzeneacetonitrile; With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 0.75h;

acetyl chloride; In tetrahydrofuran; at -78 - 20 ℃; for 14h; Further stages.;

DOI:10.1016/j.tet.2007.08.112

Reference yield: 89.0%

2-(2-methoxyphenyl)-3-oxobutanenitrile (70751-30-3) + N-methoxylamine hydrochloride (593-56-6) → 3-(methoxyimino)-2-(2-methoxyphenyl)butanenitrile

Guidance literature:

With sodium acetate; In ethanol; water; Heating;

DOI:10.1021/jo7024477

upstream raw materials:

2-methoxy-benzeneacetonitrile

ethyl acetate

acetyl chloride

Downstream raw materials:

1-(2-methoxyphenyl)propan-2-one

2-Methyl-3-(o-methoxyphenyl)-4(1H)-benzoquinolinone

5-amino-3-methyl-4-(2-methoxyphenyl)-1Н-pyrazole

7-chloro-3-(2-methoxy-phenyl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidine

Refernces

• 1、 Rasool, Nasir,Rashid, Muhammad A.,Reinke, Helmut,Fischer, Christine,Langer, Peter. "Regioselective synthesis of ω-bromo-3-ketosulfones, ω-bromo-3-ketonitriles and 2-(ω-bromoalkyl)benzofurans based on a 'ring-closing/ring-opening' strategy". . p. 11626 - 11635. Retrieved 2008/03/13.