• Name

  2,4-Dichlorophenylacetonitrile

• EINECS 228-621-4
• CAS No. 6306-60-1
• Article Data23
• CAS DataBase
• Density 1.333 g/cm³
• Solubility
• Melting Point 58-61 °C(lit.)
• Formula C₈H₅Cl₂N
• Boiling Point 286.9 °C at 760 mmHg
• Molecular Weight 186.04
• Flash Point 124 °C
• Transport Information
• Appearance white to light yellow crystal powder
• Safety 26-36/37/39
• Risk Codes 36/37/38-20/21/22
• Molecular Structure
• Hazard Symbols Xi,Xn
• Synonyms Acetonitrile,(2,4-dichlorophenyl)- (6CI,7CI,8CI);2,4-Dichlorobenzyl cyanide;2-(2,4-Dichlorophenyl)acetonitrile;NSC 22988;
• PSA 23.79000
• LogP 3.05948

Synthetic route

773837-37-9

sodium cyanide

94-99-5

2,4-Dichlorobenzyl chloride

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
With tetrabutylammomium bromide In water; 1,2-dichloro-ethane at 70℃; for 5h;	88.1%
With sodium iodide In methanol for 6h; Finkelstein reaction; Reflux;	87%
With polyethylene glycol functionalized magnetic dicationic ionic liquid In water for 1.25h; Reflux; Green chemistry;	84%

877468-98-9

2,4-dichloro-1-(methoxymethoxy)methyl benzene

10442-39-4

tetra-n-butylammonium cyanide

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
With phosphotungstic acid at 130 - 142℃; for 0.05h; Microwave irradiation; Ionic liquid; chemoselective reaction;	89%
With 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0916667h; Microwave irradiation; Neat (no solvent); chemoselective reaction;	82%
With 1-methyl-3H-imidazolium nitrate at 135 - 140℃; for 0.075h; Microwave irradiation;	82%

19719-28-9

2,4-dichlorophenylacetic acid

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
With sodium azide; TEA; triethylphosphine; (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane; dimethyl sulfoxide at 0℃; for 30h;	92%

773837-37-9

sodium cyanide

20443-99-6

2,4-dichlorobenzyl bromide

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
In ethanol; water	93%
With silica-coated Fe3O4 nanoparticles-functionalized polycalix[4]resorcinarene In water at 90℃; for 0.333333h; Green chemistry;	80%

1058649-24-3

2,4-dichloro-1-[(ethoxymethoxy)methyl]benzene

10442-39-4

tetra-n-butylammonium cyanide

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
With 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0916667h; Microwave irradiation; Neat (no solvent); chemoselective reaction;	80%

151-50-8

potassium cyanide

94-99-5

2,4-Dichlorobenzyl chloride

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
With ethanol

143-33-9

sodium cyanide

94-99-5

2,4-Dichlorobenzyl chloride

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
In dimethyl sulfoxide at 40 - 50℃; for 5h; Yield given;

2,4-Dichlorophenylacetonitrile

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: PBr3 / CH2Cl2 View Scheme
Multi-step reaction with 2 steps 1: phosphorus tribromide / dichloromethane; N,N-dimethyl-formamide / 80 °C 2: ethanol; water View Scheme
Multi-step reaction with 3 steps 1: diethylamino-sulfur trifluoride / dichloromethane / 1 h / -78 - 20 °C 2: tris(pentafluorophenyl)borate / 1,2-dichloro-ethane / 0.08 h / 20 °C / Glovebox; Schlenk technique 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C View Scheme

773837-37-9

sodium cyanide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 18h;

2,4-Dichlorophenylacetonitrile

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: SOCl2, (PhCO)2O2 View Scheme
Multi-step reaction with 2 steps 1: 2,2'-azobis(isobutyronitrile); chlorine / 3 h / 110 °C 2: tetrabutylammomium bromide / 1,2-dichloro-ethane; water / 5 h / 70 °C View Scheme

2,4-dichlorobenzylnitrile

2,4-dichlorobenzylnitrile

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sulfuric acid / 2 h / 125 - 130 °C 2: sodium bis(2-methoxyethoxy)aluminium dihydride / diethyl ether / 1 h / 20 °C 3: phosphorus tribromide / dichloromethane; N,N-dimethyl-formamide / 80 °C 4: ethanol; water View Scheme

50-84-0

2,4 dichlorobenzoic acid

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium bis(2-methoxyethoxy)aluminium dihydride / diethyl ether / 1 h / 20 °C 2: phosphorus tribromide / dichloromethane; N,N-dimethyl-formamide / 80 °C 3: ethanol; water View Scheme

2,4-dichlorobenzyl fluoride

2,4-dichlorobenzyl fluoride

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tris(pentafluorophenyl)borate / 1,2-dichloro-ethane / 0.08 h / 20 °C / Glovebox; Schlenk technique 2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C View Scheme

151-50-8

potassium cyanide

20443-99-6

2,4-dichlorobenzyl bromide

6306-60-1

2,4-Dichlorophenylacetonitrile

6306-60-1

2,4-Dichlorophenylacetonitrile

120-92-3

cyclopentanone

2,4-bis(2,4-dichlorobenzyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine

Conditions

Conditions	Yield
With trifluoromethylsulfonic anhydride In chloroform for 47h; Heating;	99%

6306-60-1

2,4-Dichlorophenylacetonitrile

1028-19-9

1-(4'-methylbenzenesulfonyl)-1H-benzo[d][1.2.3]triazole

(2,4-dichlorophenyl)(toluene-4-sulfonyl)acetonitrile

Conditions

Conditions	Yield
Stage #1: 2,4-Dichlorophenylacetonitrile With potassium tert-butylate In dimethyl sulfoxide for 0.166667h; cooling; Stage #2: 1-(4'-methylbenzenesulfonyl)-1H-benzo[d][1.2.3]triazole In dimethyl sulfoxide at 20℃; for 8h;	97%

773837-37-9

sodium cyanide

20443-99-6

2,4-dichlorobenzyl bromide

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
In ethanol; water	93%
With silica-coated Fe3O4 nanoparticles-functionalized polycalix[4]resorcinarene In water at 90℃; for 0.333333h; Green chemistry;	80%

19719-28-9

2,4-dichlorophenylacetic acid

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
With sodium azide; TEA; triethylphosphine; (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane; dimethyl sulfoxide at 0℃; for 30h;	92%

877468-98-9

2,4-dichloro-1-(methoxymethoxy)methyl benzene

10442-39-4

tetra-n-butylammonium cyanide

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
With phosphotungstic acid at 130 - 142℃; for 0.05h; Microwave irradiation; Ionic liquid; chemoselective reaction;	89%
With 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0916667h; Microwave irradiation; Neat (no solvent); chemoselective reaction;	82%
With 1-methyl-3H-imidazolium nitrate at 135 - 140℃; for 0.075h; Microwave irradiation;	82%

773837-37-9

sodium cyanide

94-99-5

2,4-Dichlorobenzyl chloride

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
With tetrabutylammomium bromide In water; 1,2-dichloro-ethane at 70℃; for 5h;	88.1%
With sodium iodide In methanol for 6h; Finkelstein reaction; Reflux;	87%
With polyethylene glycol functionalized magnetic dicationic ionic liquid In water for 1.25h; Reflux; Green chemistry;	84%

1058649-24-3

2,4-dichloro-1-[(ethoxymethoxy)methyl]benzene

10442-39-4

tetra-n-butylammonium cyanide

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
With 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0916667h; Microwave irradiation; Neat (no solvent); chemoselective reaction;	80%

151-50-8

potassium cyanide

94-99-5

2,4-Dichlorobenzyl chloride

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
With ethanol

143-33-9

sodium cyanide

94-99-5

2,4-Dichlorobenzyl chloride

6306-60-1

2,4-Dichlorophenylacetonitrile

Conditions

Conditions	Yield
In dimethyl sulfoxide at 40 - 50℃; for 5h; Yield given;

2,4-Dichlorophenylacetonitrile Chemical Properties

2,4-Dichlorophenylacetonitrile Uses

2,4-Dichlorophenylacetonitrile Safety Profile