2-(3,5-Dichlorophenyl)acetonitrile

Base Information

• Chemical Name: 2-(3,5-Dichlorophenyl)acetonitrile
• CAS No.: 52516-37-7
• Molecular Formula: C8H5Cl2N
• Molecular Weight: 186.04
• Hs Code.: 2926909090
• European Community (EC) Number: 692-386-8
• DSSTox Substance ID: DTXSID20507001
• Wikidata: Q72467267
• Mol file: 52516-37-7.mol

Synonyms:2-(3,5-DICHLOROPHENYL)ACETONITRILE;52516-37-7;3,5-dichlorophenylacetonitrile;(3,5-DICHLORO-PHENYL)-ACETONITRILE;3,5-Dichlorobenzyl cyanide;(3,5-dichlorophenyl)acetonitrile;MFCD09923674;Benzeneacetonitrile, 3,5-dichloro-;SCHEMBL502201;3,5-Dichloro-benzeneacetonitrile;DTXSID20507001;DLAKEJZPXICNSC-UHFFFAOYSA-N;CL8767;AKOS006314358;AS-5662;CS-W019487;SB37508;SY030562;2-(3 pound not5-Dichlorophenyl)acetonitrile;AM20050185;EN300-177820;(3,5-Dichloro-phenyl)-acetonitrile, AldrichCPR;J-505743

Chemical Property of 2-(3,5-Dichlorophenyl)acetonitrile

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.566
• Boiling Point: 287℃
• Flash Point: 124℃
• PSA: 23.79000
• Density: 1.333
• LogP: 3.05948
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 184.9799046
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

98%Min ^*data from raw suppliers

2-(3,5-Dichlorophenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1Cl)Cl)CC#N
• Uses: 2-(3,5-Dichlorophenyl)acetonitrile is used in the synthesis of 6-arylpyrido[2,3-d]pyrimidines as ATP-competitive inhibitors of bacterial -alanine:-alanine ligase.

Technology Process of 2-(3,5-Dichlorophenyl)acetonitrile

There total 10 articles about 2-(3,5-Dichlorophenyl)acetonitrile 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: 80.0%

2-aminoacetonitrile hydrochloride (6011-14-9) + (3,5-dichlorophenyl)boronic acid (67492-50-6) → 3,5-dichlorophenylacetonitrile (52516-37-7)

Guidance literature:

With sodium nitrite; In water; toluene; at 50 ℃; for 24h; Schlenk technique;

DOI:10.1002/anie.201406765

Reference yield: 57.0%

sodium cyanide (143-33-9,25596-52-5) + 1,3-dichloro-5-chloromethyl-benzene (3290-06-0) → 3,5-dichlorophenylacetonitrile (52516-37-7)

Guidance literature:

In ethanol; water; Heating;

DOI:10.1002/ardp.200400952

Reference yield:

3,5-dichlorobenzyl mesylate → 3,5-dichlorophenylacetonitrile (52516-37-7)

Guidance literature:

With potassium cyanide; In N,N-dimethyl-formamide; at 0 ℃; for 18h;

upstream raw materials:

potassium cyanide

3,5-dichlorobenzyl bromide

sodium cyanide

1,3-dichloro-5-chloromethyl-benzene

Downstream raw materials:

2-(3,5-dichlorophenyl)acetic acid

(3,5-Dichloro-phenyl)-pyridin-2-yl-acetonitrile

4-(3,5-dichloro-phenyl)-2H-pyrazol-3-ylamine

ethyl 4-(3,5-dichlorophenyl)-2-ethyl-3-oxobutyrate

Refernces

• 1、 -. "CYCLOALKYL, LACTAM, LACTONE AND RELATED COMPOUNDS, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME, AND METHODS FOR INHIBITING BETA-AMYLOID PEPTIDE RELEASE AND/OR ITS SYNTHESIS BY USE OF SUCH COMPOUNDS". Page/Page column 287. . Retrieved 2009/02/10.
• 2、 -. "N-(ARYL/HETEROARYLACETYL) AMINO ACID ESTERS, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME, AND METHODS FOR INHIBITING BETA-AMYLOID PEPTIDE RELEASE AND/OR ITS SYNTHESIS BY USE OF SUCH COMPOUNDS". Page/Page column 31. . Retrieved 2010/02/11.