• Name

  3,4-Dichlorobenzonitrile

• EINECS 229-494-8
• CAS No. 6574-99-8
• Article Data35
• CAS DataBase
• Density 1.4 g/cm³
• Solubility Insoluble in water
• Melting Point 74-78 °C(lit.)
• Formula C₇H₃Cl₂N
• Boiling Point 235.5 °C at 760 mmHg
• Molecular Weight 172.014
• Flash Point 95 °C
• Transport Information
• Appearance white crystalline powder
• Safety 26-36
• Risk Codes 20/21/22-36/37/38
• Molecular Structure
• Hazard Symbols Xn,T,Xi
• Synonyms 3,4-Dichlorobenzonitrle
• PSA 23.79000
• LogP 2.86508

Synthetic route

18282-59-2

4-bromo-1,2-dichlorobenzene

544-92-3

copper(I) cyanide

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
With L-proline In N,N-dimethyl-formamide at 128℃; for 3h; Temperature;	96.5%

5331-92-0

3,4-dichlorobenzaldehyde oxime

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
With trifluoromethylsulfonic anhydride; triethylamine; triphenylphosphine In dichloromethane at 0℃; for 0.166667h;	95%
With diethyl cyanophosphonate; triethylamine In dichloromethane at 20℃; for 10h; Inert atmosphere;	84%
With bis(trichloromethyl) carbonate In chloroform at 20℃;
With thionyl chloride In benzene Heating;
With fluorosulfonyl fluoride; sodium carbonate In dimethyl sulfoxide at 20℃; for 12h;	337 mg

13014-24-9

3,4-dichloro-1-trichloromethylbenzene

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
With copper; ammonium chloride at 120 - 220℃; for 20h; Temperature; Reagent/catalyst; Green chemistry;	94.6%

2670-38-4

3,4-dichlorobenzamide

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
With thionyl chloride In chlorobenzene for 15h; Heating;	93%

21719-62-0

3.4-Dichlorbenzaldehyd-phenylhydrazon

A

7684-30-2

N,N-dimethyl-N'-phenylcarbamimidic chloride

B

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
With dichloromethylenedimethyliminium chloride In 1,2-dichloro-ethane 1.) room temp., 1 h, 2.) reflux, 4 h;	A n/a B 90%

102-49-8

3,4-dichlorobenzyl amine

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
With potassium hydroxide; nickel copper formate; (Bu4N)2S2O8 In 1,2-dichloro-ethane at 20℃; for 13h; Oxidation;	90%
With ammonium hydroxide; oxygen In tert-Amyl alcohol at 110℃; under 2250.23 Torr; for 15h; Autoclave; Green chemistry;	96 %Chromat.
With ammonium hydroxide; oxygen In tert-Amyl alcohol at 110℃; under 1500.15 Torr; Autoclave; Green chemistry;	96 %Chromat.
With ammonia; oxygen; silica gel; 11-pyridino[3,2-h]quinoxalino[2,3-f]quinolin-11-ylpyridino[3,2-h]quinoxalino[2,3-f]quinoline In tert-Amyl alcohol; N,N-dimethyl-formamide at 120 - 800℃; under 1500.15 Torr; for 16h; Sonication; Inert atmosphere; Calcination;	62.74 %Chromat.

6287-38-3

3,4-dichlorobenzaldehyde

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
With phthalic anhydride; hydroxylamine hydrochloride; triethylamine for 0.05h; Reduction; Irradiation;	90%
With aluminum oxide; hydroxylamine hydrochloride; di(n-butyl)tin oxide for 0.0833333h; microwave irradiation;	90%
With acetic acid; hydroxylamine-O-sulfonic acid In water at 50℃; for 6h;	89%

1805-32-9

3,4-dichlorobenzyl alcohol

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; TEMPOL; ammonia; copper(l) chloride In water; acetonitrile at 20℃; for 24h;	75%

95-75-0

3,4-Dichlorotoluene

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
With bismuth(III) vanadate; ammonia at 440℃; under 760.051 Torr; Catalytic behavior; Temperature;	73.1%
With ammonia at 380℃; Reagent/catalyst; Flow reactor;	72.5%
With vanadyl pyrophosphate; ammonia; water; oxygen at 414.84℃;	55%
With ammonia; oxygen; DC-108 at 425℃; Yield given;

1-(3,4-dichlorophenyl)-2-methylpropan-1-one O-acetyl oxime

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
With copper(l) iodide In dimethyl sulfoxide at 90℃; for 12h;	73%

98-10-2

benzenesulfonamide

51-44-5

3,4-dichlorbenzoic acid

A

6574-99-8

3,4-dichloro-benzonitrile

B

25412-64-0

3,4-dichlorobenzenecarboximidamide

Conditions

Conditions	Yield
With ammonia at 260℃;

...Expand

95-76-1

m,p-dichloroaniline

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite Eintragen der erhaltenen Diazonium-Salz-Loesung in eine aus Kaliumcyanid und Kupfer(II)-sulfat in Wasser bereitete Loesung bei 60-70grad;

51-44-5

3,4-dichlorbenzoic acid

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
With ammonium hydroxide; thionyl chloride 2.) dioxane, 3.) reflux; Multistep reaction;

6287-38-3

3,4-dichlorobenzaldehyde

(S)-(Fmoc-amino)-(4-fluoro-phenyl)-acetic acid on Wang resin

(S)-(Fmoc-amino)-(4-fluoro-phenyl)-acetic acid on Wang resin

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (NH2OH)2*H2SO4; sodium acetate / ethanol / Heating 2: SOCl2 / benzene / Heating View Scheme

3024-72-4

3,4-dichlorobenzoyl chloride

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 25percent aq. NH3 / H2O / 2 h / Ambient temperature 2: 93 percent / thionyl chloride / chlorobenzene / 15 h / Heating View Scheme

623-03-0

4-Cyanochlorobenzene

6574-99-8

3,4-dichloro-benzonitrile

Conditions

Conditions	Yield
With iron(III) chloride; chlorine; zirconium(IV) chloride; pyrographite; nickel dichloride In water at 200 - 245℃; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere;

95-50-1

1,2-dichloro-benzene

potassium hexacyanoferrate(III)

A

6574-99-8

3,4-dichloro-benzonitrile

B

6574-97-6

2,3-dichlorobenzonitrile

Conditions

Conditions	Yield
With 2,3-diethynylquinoxaline; (2S,3S)-N-acetyl-2-amino-3-methylpentanoic acid; palladium diacetate; potassium trifluoroacetate; silver carbonate at 80℃; for 24h; Inert atmosphere; Sealed tube; Overall yield = 69 %; Overall yield = 59.3 mg;

...Expand

6574-99-8

3,4-dichloro-benzonitrile

methyl 2-diazo-2-(fluorosulfonyl)acetate

2-(3,4-dichlorophenyl)-5-methoxyoxazole-4-sulfonyl fluoride

Conditions

Conditions	Yield
Stage #1: 3,4-dichloro-benzonitrile With dirhodium tetraacetate In chloroform at 70℃; Stage #2: methyl 2-diazo-2-(fluorosulfonyl)acetate In chloroform at 70℃; for 12h;	98%

6574-99-8

3,4-dichloro-benzonitrile

5-(3,4-dichlorophenyl)-1H-tetrazole

Conditions

Conditions	Yield
Stage #1: 3,4-dichloro-benzonitrile With sodium azide; tris(pentafluorophenyl)borate In N,N-dimethyl-formamide at 120℃; for 6h; Stage #2: With hydrogenchloride In water; ethyl acetate; N,N-dimethyl-formamide for 0.25h;	96%

6574-99-8

3,4-dichloro-benzonitrile

1527-91-9

N-phenylbenzamidine

3-(3,4-dichlorophenyl)-1,5-diphenyl-1H-1,2,4-triazole

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; zinc(II) iodide In chlorobenzene at 130℃; for 36h; Sealed tube;	96%
With copper(l) iodide; 1,10-Phenanthroline; zinc(II) iodide In chlorobenzene at 130℃; for 36h;	22.6 mg

6574-99-8

3,4-dichloro-benzonitrile

102-49-8

3,4-dichlorobenzyl amine

Conditions

Conditions	Yield
With sodium tetrahydroborate In water at 95℃; for 1h; chemoselective reaction;	96%

6574-99-8

3,4-dichloro-benzonitrile

n-butylmagnesium halide

n-butylmagnesium halide

68120-72-9

1-(3,4-dichloro-phenyl)-pentan-1-one

Conditions

Conditions	Yield
In toluene at -25℃; for 2h;	95%

6574-99-8

3,4-dichloro-benzonitrile

64248-62-0

3,4-Difluorobenzonitrile

Conditions

Conditions	Yield
Stage #1: 3,4-dichloro-benzonitrile With 1,3-dimethylimidazolidin-2-ylidene In water; toluene at 90 - 120℃; Large scale; Stage #2: With potassium fluoride In water; toluene at 130 - 150℃; Large scale;	93%
With potassium fluoride; C6H10BNO4 In N,N-dimethyl-formamide at 110℃; for 11h; Solvent; Temperature;	91%
With potassium fluoride; N,N-bis(1,3-dimethyl-2-imidazolidinyl)ammonium chloride; sodium dodecyl-sulfate; sodium thiosulfate In 1-methyl-pyrrolidin-2-one; toluene at 200 - 210℃; for 4h; Reagent/catalyst; Temperature; Solvent;	90.7%
With potassium fluoride In various solvent(s) at 290℃; under 3677.5 Torr; for 4h;	64%

(N,N-dimethylimidazolidino)tris-(diethylamino)phosphazenium chloride

(N,N-dimethylimidazolidino)tris-(diethylamino)phosphazenium chloride

6574-99-8

3,4-dichloro-benzonitrile

117482-84-5

3-chloro-4-fluorobenzonitrile

Conditions

Conditions	Yield
With potassium fluoride In water; dimethyl sulfoxide	92%

6574-99-8

3,4-dichloro-benzonitrile

100-51-6

benzyl alcohol

28394-01-6

N-benzyl-3,4-dichlorobenzamide

Conditions

Conditions	Yield
Stage #1: 3,4-dichloro-benzonitrile With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; butyraldehyde oxime In toluene at 100℃; for 6h; Schlenk technique; Green chemistry; Stage #2: benzyl alcohol With caesium carbonate In toluene at 130℃; for 12h; Schlenk technique; Green chemistry;	90%

6574-99-8

3,4-dichloro-benzonitrile

22179-73-3

3,4-dichlorobenzothioamide

Conditions

Conditions	Yield
With sodium hydrogen sulfide; magnesium chloride In N,N-dimethyl-formamide at 40℃;	89%
With pyridine; diammonium sulfide; triethylamine In water at 50℃;	83%

6574-99-8

3,4-dichloro-benzonitrile

117482-84-5

3-chloro-4-fluorobenzonitrile

Conditions

Conditions	Yield
With fluorosulfonyl fluoride; tetramethylammonium 2,6-dimethylphenoxide In N,N-dimethyl-formamide at 20℃; for 24h; Sealed tube;	85%
With tetrabutyl ammonium fluoride In dimethyl sulfoxide at 20℃; for 0.333333h;
With potassium fluoride In cyclohexane; water at 130℃; for 3h; Solvent; Temperature;

6574-99-8

3,4-dichloro-benzonitrile

2234-82-4

1-propylmagnesium chloride

6582-45-2

1-(3,4-dichlorophenyl)butan-1-one

Conditions

Conditions	Yield
Stage #1: 3,4-dichloro-benzonitrile; 1-propylmagnesium chloride In tetrahydrofuran; diethyl ether at 0 - 20℃; Inert atmosphere; Stage #2: With hydrogenchloride; water In tetrahydrofuran; diethyl ether at 0 - 20℃;	83%
Stage #1: 3,4-dichloro-benzonitrile; 1-propylmagnesium chloride In toluene Stage #2: With sulfuric acid In toluene

6574-99-8

3,4-dichloro-benzonitrile

49552-34-3

(3,4-dichlorophenyl)methylammonium chloride

Conditions

Conditions	Yield
Stage #1: 3,4-dichloro-benzonitrile With MnBr(CO)2[NH(CH2CH2P(iPr)2)2]; hydrogen; sodium t-butanolate In toluene at 120℃; under 37503.8 Torr; for 24h; Autoclave; Stage #2: With hydrogenchloride In diethyl ether	83%

6574-99-8

3,4-dichloro-benzonitrile

80-17-1

benzenesufonyl hydrazide

6284-79-3

3,4-dichlorobenzophenone

Conditions

Conditions	Yield
With 2,2'-biquinoline; water; palladium diacetate In dimethyl sulfoxide at 80℃; under 760.051 Torr; for 6h;	83%

6574-99-8

3,4-dichloro-benzonitrile

22276-16-0

3,4-dichloro-N-hydroxybenzenecarboximidamide

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water at 70℃; for 8h;	80.4%
With sodium hydroxide; hydroxylamine hydrochloride In ethanol at 20℃; for 0.333333h;	45%
With hydroxylamine hydrochloride In ethanol	276 mg (45%)
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water at 20℃;
With hydroxylamine hydrochloride; sodium hydrogencarbonate In ethanol; water at 20℃;

6574-99-8

3,4-dichloro-benzonitrile

693-04-9

butyl magnesium bromide

68120-72-9

1-(3,4-dichloro-phenyl)-pentan-1-one

Conditions

Conditions	Yield
Stage #1: 3,4-dichloro-benzonitrile; butyl magnesium bromide In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Stage #2: With hydrogenchloride; water In tetrahydrofuran at 0 - 20℃;	80%
Stage #1: 3,4-dichloro-benzonitrile; butyl magnesium bromide In toluene Stage #2: With sulfuric acid In toluene
Stage #1: 3,4-dichloro-benzonitrile; butyl magnesium bromide In toluene at 20℃; for 2h; Grignard Reaction; Stage #2: With sulfuric acid; water at 0 - 20℃;

6574-99-8

3,4-dichloro-benzonitrile

A

64248-62-0

3,4-Difluorobenzonitrile

B

117482-84-5

3-chloro-4-fluorobenzonitrile

Conditions

Conditions	Yield
With potassium fluoride In various solvent(s) at 225℃; for 6h;	A 11% B 78%
With potassium fluoride In various solvent(s) at 225℃; for 6h; Product distribution; variation of solvent, temperature, concentration of reagent and catalyst, also without catalyst and with pressure;	A 65 % Chromat. B 23 % Chromat.

6574-99-8

3,4-dichloro-benzonitrile

2670-38-4

3,4-dichlorobenzamide

Conditions

Conditions	Yield
With sodium perborate In 1,4-dioxane; water at 89℃; for 1h;	77%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; valeraldoxime In toluene at 100℃; for 6h; Inert atmosphere; Schlenk technique;
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]gold bis(trifluoromethanesulfonyl)imidate; water In tetrahydrofuran at 130℃; for 12h;
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]gold bis(trifluoromethanesulfonyl)imidate; water In tetrahydrofuran at 130℃; for 12h; Schlenk technique;

6574-99-8

3,4-dichloro-benzonitrile

150-76-5

4-methoxy-phenol

3-chloro-4-(4-methoxyphenoxy)benzonitrile

Conditions

Conditions	Yield
With potassium fluoride on basic alumina; 18-crown-6 ether In dimethyl sulfoxide at 140℃; for 16h;	72%

6574-99-8

3,4-dichloro-benzonitrile

25412-64-0

3,4-dichlorobenzenecarboximidamide

Conditions

Conditions	Yield
Stage #1: 3,4-dichloro-benzonitrile With hydrogenchloride In ethanol; chloroform at 20℃; Cooling; Stage #2: With ammonium carbonate In ethanol at 20℃;	68%
With lithium hexamethyldisilazane

75-89-8

2,2,2-trifluoroethanol

6574-99-8

3,4-dichloro-benzonitrile

93624-58-9

3-chloro-4-2',2',2'-trifluoroethoxybenzonitrile

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 150℃; for 15h;	63%

3,4-Dichlorobenzonitrile Chemical Properties

The molecular formula of 3,4-Dichlorobenzonitrile(6574-99-8) is C₇H₃Cl₂N and its formula weight is 172.01.
3,4-Dichlorobenzonitrile(6574-99-8) has a melting point of  74-78 °C(lit.).
The chemical synonyms of 3,4-Dichlorobenzonitrile(6574-99-8) are Benzonitrile, 3,4-dichloro-;BUTTPARK 87\02-72;3,4-DICHLOROBENZONITRILE;3,4-Dichlorobenzonitrle;3,4-Dichlorbenzonitril;3,4-Dichlorobenzonitrile 97%;3,4-DICHLOROBENZONITRILE HPLC99%;3,4-Dichlorobenzonitrile ,99%
The molecular structure of 3,4-Dichlorobenzonitrile(6574-99-8):

3,4-Dichlorobenzonitrile Safety Profile

3,4-Dichlorobenzonitrile Specification