2,4-Dichlorophenylacetonitrile

Base Information

• Chemical Name: 2,4-Dichlorophenylacetonitrile
• CAS No.: 6306-60-1
• Molecular Formula: C8H5Cl2N
• Molecular Weight: 186.04
• Hs Code.: 29269090
• European Community (EC) Number: 228-621-4
• NSC Number: 22988
• UNII: D9J4C5M11E
• DSSTox Substance ID: DTXSID6041185
• Nikkaji Number: J43.022F
• Wikidata: Q27276278
• ChEMBL ID: CHEMBL3183818
• Mol file: 6306-60-1.mol

Synonyms:2,4-Dichlorophenylacetonitrile;6306-60-1;2-(2,4-Dichlorophenyl)acetonitrile;2,4-Dichlorobenzyl cyanide;Benzeneacetonitrile, 2,4-dichloro-;(2,4-Dichlorophenyl)acetonitrile;2,4-Dichlorobenzeneacetonitrile;Acetonitrile, (2,4-dichlorophenyl)-;UNII-D9J4C5M11E;D9J4C5M11E;DTXSID6041185;(2,4-dichloro-phenyl)-acetonitrile;EINECS 228-621-4;MFCD00001899;NSC-22988;AI3-12073;6-bromo-2-chloroBenzoic acid;SCHEMBL549082;Benzeneacetonitrile,4-dichloro-;2,4-dichlorophenyl acetonitrile;2,4-dichlorophenyl-acetonitrile;Acetonitrile,4-dichlorophenyl)-;CHEMBL3183818;DTXCID4021185;VJARIBGMDPJLCL-UHFFFAOYSA-;NSC22988;STR00977;Tox21_301022;CK2049;NSC 22988;2,4-Dichlorophenylacetonitrile, 98%;AKOS000119594;AM10838;DICHLOROPHENYLACETONITRILE, 2,4-;NCGC00248259-01;NCGC00254924-01;AC-23570;CAS-6306-60-1;CS-0071560;D1792;FT-0610052;FT-0610069;EN300-20190;A834195;W-104935;Q27276278;F0001-1712;Z104477208;2-(2,4-dichlorophenyl)acetonitrile

Chemical Property of 2,4-Dichlorophenylacetonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00299mmHg at 25°C
• Melting Point: 58-61 °C(lit.)
• Refractive Index: 1.565
• Boiling Point: 286.9 °C at 760 mmHg
• Flash Point: 124 °C
• PSA: 23.79000
• Density: 1.333 g/cm³
• LogP: 3.05948
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 184.9799046
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

99.5% ^*data from raw suppliers

2,4-Dichlorophenylacetonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)CC#N
• Uses: 2,4-Dichlorophenylacetonitrile was used in the synthesis of 2,4-dichloromandelic acid.

Technology Process of 2,4-Dichlorophenylacetonitrile

There total 15 articles about 2,4-Dichlorophenylacetonitrile 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: 93.0%

sodium cyanide (773837-37-9) + 2,4-dichlorobenzyl bromide (20443-99-6) → 2,4-Dichlorophenylacetonitrile (6306-60-1)

Guidance literature:

In ethanol; water;

Reference yield: 92.0%

2,4-dichlorophenylacetic acid (19719-28-9) → 2,4-Dichlorophenylacetonitrile (6306-60-1)

Guidance literature:

With sodium azide; TEA; triethylphosphine; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In dichloromethane; dimethyl sulfoxide; at 0 ℃; for 30h;

DOI:10.1016/j.tetlet.2007.11.090

Reference yield: 89.0%

2,4-dichloro-1-(methoxymethoxy)methyl benzene (877468-98-9) + tetra-n-butylammonium cyanide (10442-39-4) → 2,4-Dichlorophenylacetonitrile (6306-60-1)

Guidance literature:

With phosphotungstic acid; at 130 - 142 ℃; for 0.05h; chemoselective reaction; Microwave irradiation; Ionic liquid;

DOI:10.1016/j.crci.2010.03.015

upstream raw materials:

potassium cyanide

2,4-Dichlorobenzyl chloride

sodium cyanide

2,4-dichlorobenzyl bromide

Downstream raw materials:

(2,4-dichloro-phenyl)-[2]pyridyl-acetonitrile

2,4-dichlorophenylacetic acid

2-(2,4-dichloro-phenyl)-ethylamine

3-Cyano-3-(2,4-dichloro-phenyl)-propionic acid tert-butyl ester

Refernces

• 1、 Jaiswal, Amit K.,Prasad, Pragati K.,Young, Rowan D.. "Nucleophilic Substitution of Aliphatic Fluorides via Pseudohalide Intermediates". . p. 6290 - 6294. Retrieved 2019/04/26.
• 2、 Mouradzadegun, Arash,Ganjali, Mohammad Reza,Mostafavi, Mahsa Alsadat. "Design and synthesis of a magnetic hierarchical porous organic polymer: A new platform in heterogeneous phase-transfer catalysis". . . Retrieved 2018/01/05.