2-Chlorobenzoylacetonitrile

Base Information

• Chemical Name: 2-Chlorobenzoylacetonitrile
• CAS No.: 40018-25-5
• Molecular Formula: C9H6ClNO
• Molecular Weight: 179.606
• Hs Code.: 29269095
• European Community (EC) Number: 609-772-9
• DSSTox Substance ID: DTXSID40370158
• Nikkaji Number: J30.663K
• Wikidata: Q69759006
• Mol file: 40018-25-5.mol

Synonyms:2-Chlorobenzoylacetonitrile;40018-25-5;3-(2-chlorophenyl)-3-oxopropanenitrile;(2-Chlorobenzoyl)acetonitrile;2-CHLOROBENZOYLACETONITIRLE;EC 609-772-9;MFCD00051624;3-(2-chloro-phenyl)-3-oxo-propionitrile;4001-82-5;2'-CHLOROBENZOYLACETONITRILE;0-chlorocyanoacetophenone;(o-Chlorobenzoyl)acetonitrile;SCHEMBL135637;2'-Chloro-2-cyanoacetophenone;DTXSID40370158;CL8846;STK662209;3-(chlorophenyl)-3-oxo-propionitrile;AKOS000170408;CS-W016011;FS-3216;2-(2-chlorophenyl)-2-oxoethyl cyanide;SY013582;3-(2-chlorophenyl)-3-oxopropanenitrile??;A6686;AM20050186;C2580;FT-0604211;FT-0611921;EN300-41328

Chemical Property of 2-Chlorobenzoylacetonitrile

Chemical Property:

• Appearance/Colour: Yellowish solid
• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 55-59 °C
• Refractive Index: 1.553
• Boiling Point: 302.242 °C at 760 mmHg
• PKA: 6.41±0.10(Predicted)
• Flash Point: 136.592 °C
• PSA: 40.86000
• Density: 1.258 g/cm³
• LogP: 2.43638
• Storage Temp.: -20°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 179.0137915
• Heavy Atom Count: 12
• Complexity: 218

Purity/Quality:

98% ^*data from raw suppliers

2-Chlorobenzoylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T,Xi
• Hazard Codes: Xn,T,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)CC#N)Cl
• Uses: 2-Chlorobenzoylacetonitrile is used in the synthesis of Clotiazepam (C587410). Compound commonly found in brown and black hair dyes.

Technology Process of 2-Chlorobenzoylacetonitrile

There total 21 articles about 2-Chlorobenzoylacetonitrile 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%

2‐chloro‐N‐methoxy‐N‐methylbenzamide (289686-74-4) + acetonitrile (75-05-8,26809-02-9) → 2-Chlorobenzoyl acetonitrile (40018-25-5)

Guidance literature:

acetonitrile; With methyllithium; lithium bromide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.5h; Inert atmosphere;

2‐chloro‐N‐methoxy‐N‐methylbenzamide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/c4ob02398f

Reference yield: 89.0%

sodium cyanide (143-33-9,25596-52-5) + 2-chlorophenacyl bromide (5000-66-8) → 2-Chlorobenzoyl acetonitrile (40018-25-5)

Guidance literature:

DOI:10.1021/ol061542+

Reference yield: 85.0%

methyl chlorobenzoate (610-96-8) + acetonitrile (75-05-8,26809-02-9) → 2-Chlorobenzoyl acetonitrile (40018-25-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chir.22082

upstream raw materials:

β-amino-2-chloro-cinnamonitrile

methyl chlorobenzoate

acetonitrile

ethyl 2-chlorobenzoate

Downstream raw materials:

3-(2-chlorophenyl)isoxazol-5-amine

3-(2-chlorophenyl)-2-hydroxyimino-3-oxopropanenitrile

2-Amino-3-(o-chlorobenzoyl)-thiophene

3-(2-Chloro-phenyl)-3-oxo-2-pyrrolidin-(2Z)-ylidene-propionitrile

Refernces

• 1、 Zhou, Jie,Zhu, Xinhai,Huang, Manna,Wan, Yiqian. "SeO2-Mediated One-Pot Synthesis of 3-Cyanofurans from 3-Oxo-3-arylpropanenitriles and Substituted Acetaldehydes". supporting information. p. 2317 - 2321. Retrieved 2017/05/01.
• 2、 -. "WNT PATHWAY MODULATORS". Paragraph 0195; 0196; 0202; 0203. . Retrieved 2015/07/07.