4-(Chloromethyl)tolunitrile supplier

Name
4-(Chloromethyl)tolunitrile
EINECS 212-869-5
CAS No. 874-86-2
Article Data27
CAS DataBase
Density 1.18 g/cm³
Solubility
Melting Point 77 °C
Formula C₈H₆ClN
Boiling Point 271 °C at 760 mmHg
Molecular Weight 151.595
Flash Point 120.2 °C
Transport Information UN 3276
Appearance White to light yellow crystal powder
Safety 23-36-45-36/37/39-26
Risk Codes 20/21-65-36/37/38-32-23/25
Molecular Structure
Hazard Symbols T
Synonyms NSC 6307;p-(Chloromethyl)benzonitrile;p-Cyanobenzyl chloride;a-Chloro-p-cyanotoluene;a-Chloro-p-tolunitrile;a-Chloro-p-toluonitrile;p-Tolunitrile,a-chloro- (6CI,7CI,8CI);(4-Cyanophenyl)methyl chloride;4-(Chloromethyl)benzeneacetonitrile;4-Chloromethylbenzonitrile;NSC 44855;4-(Chloromethyl)tolunitrile;
PSA 23.79000
LogP 2.29708

Synthetic route

: 17201-43-3
4-cyanobenzyl bromide

: 874-86-2
4-cyanobenzyl chloride

Conditions

Conditions	Yield
With lithium chloride In tetrahydrofuran at 25℃; Reflux; Inert atmosphere;	97%
With acetyl chloride In N,N-dimethyl-formamide for 2h; Heating;

: 1592-20-7
4-Vinylbenzyl chloride

: 874-86-2
4-cyanobenzyl chloride

Conditions

Conditions	Yield
With formic acid; 5,10,15,20‐tetrakis‐(4‐sulfonatophenyl)‐porphyrin‐iron(III) chloride; sodium nitrite In acetonitrile at 70℃; for 4.5h;	96.2%
With formic acid; sodium nitrite In acetonitrile at 70℃; for 4h; Schlenk technique;	95%

: 104-85-8
para-methylbenzonitrile

: 874-86-2
4-cyanobenzyl chloride

Conditions

Conditions	Yield
With N-chloro-succinimide; N-hydroxyphthalimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 80℃; for 16h; Time; Sealed tube; Inert atmosphere;	75%
With N-hydroxyphthalimide; carbon tetrabromide; trichloroisocyanuric acid; copper(II) acetate monohydrate In dichloromethane at 25℃; for 24h;	70%
Stage #1: para-methylbenzonitrile With fluorosulphonic acid; lead dioxide at -40℃; for 5h; Stage #2: With hydrogenchloride	28%

: 104-85-8
para-methylbenzonitrile

A: 74231-65-5
1-(dichloromethyl)-4-cyanobenzene

B: 874-86-2
4-cyanobenzyl chloride

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); benzyl(trimethyl)ammonium tetrachloroiodate In tetrachloromethane for 6h; Heating;	A 7 % Spectr. B 58 % Spectr.
With chlorine at 210℃;
With 2,2'-azobis(isobutyronitrile); benzyl(trimethyl)ammonium tetrachloroiodate In tetrachloromethane for 4h; Heating;	A 7 % Spectr. B 58 % Spectr.

: 7782-50-5
chlorine

: 104-85-8
para-methylbenzonitrile

: 874-86-2
4-cyanobenzyl chloride

: 7782-50-5
chlorine

: 104-85-8
para-methylbenzonitrile

A: 74231-65-5
1-(dichloromethyl)-4-cyanobenzene

B: 874-86-2
4-cyanobenzyl chloride

...Expand

: 10406-25-4
4-aminobenzyl cyanide

: 107-06-2
1,2-dichloro-ethane

: 874-86-2
4-cyanobenzyl chloride

Conditions

Conditions	Yield
With sodium chloride; sulfuric acid; sodium thiosulfate; sodium nitrite In water

: 874-89-5
4-Cyanobenzyl alcohol

A: 1396318-76-5
bis(p-cyanobenzyl) sulfite

B: 874-86-2
4-cyanobenzyl chloride

Conditions

Conditions	Yield
With pyridine; thionyl chloride In dichloromethane	A 17.5 %Spectr. B 6.2 %Spectr.

: 874-89-5
4-Cyanobenzyl alcohol

: 874-86-2
4-cyanobenzyl chloride

Conditions

Conditions	Yield
With pyridine; thionyl chloride In dichloromethane	100 %Spectr.

: 874-86-2
4-cyanobenzyl chloride

: 56105-98-7
sodium (4-cyanophenyl)methanesulfonate

Conditions

Conditions	Yield
With sodium sulfite In water; acetone for 4h; Heating / reflux;	100%

: 874-86-2
4-cyanobenzyl chloride

: 98-80-6
phenylboronic acid

: 23450-31-9
4-benzylbenzonitrile

Conditions

Conditions	Yield
With potassium phosphate; triphenylphosphine; palladium diacetate In toluene for 19h; Suzuki cross-coupling reaction;	99%
With potassium carbonate; sodium chloride; palladium dichloride; cucurbituril In ethanol; water at 90℃; for 1h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Time; Suzuki Coupling; Inert atmosphere;	94%
With potassium carbonate; N,N-dimethyl-formamide; palladium dichloride In water at 90℃; for 1h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Concentration; Suzuki Coupling;	90%
With C36H49Cl2N3Pd; sodium t-butanolate In ethanol at 50℃; for 1h; Suzuki-Miyaura Coupling; Sealed tube;	90 %Chromat.

: 536-74-3
phenylacetylene

: 874-86-2
4-cyanobenzyl chloride

: 4-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)benzonitrile

Conditions

Conditions	Yield
With sodium azide In water at 20℃; for 5h; Green chemistry;	99%
With sodium azide In water at 80℃; for 6h;	98%
With sodium azide; sodium L-ascorbate In water at 60℃; for 3.5h;	95%
With sodium azide; C32H45BCuN4PS2 In water at 60℃; for 0.833333h; Green chemistry;	95%
With sodium azide In water at 80℃; for 1h; Green chemistry; regioselective reaction;	90%

: 75-15-0
carbon disulfide

: 107-11-9
1-amino-2-propene

: 874-86-2
4-cyanobenzyl chloride

: 1448156-34-0
4-cyanobenzyl N-allylcarbamodithioate

Conditions

Conditions	Yield
In neat (no solvent) at 20℃; for 3h;	99%

...Expand

: 93-61-8
N-methyl-N-phenylformamide

: 874-86-2
4-cyanobenzyl chloride

: 66545-20-8
4-((methyl(phenyl)amino)methyl)benzonitrile

Conditions

Conditions	Yield
With potassium hydroxide In water at 80℃; for 3h; Green chemistry;	99%
With NHC-Pd(II)-Im; sodium hydroxide In water at 50℃; for 3h; Inert atmosphere; Schlenk technique;	82%

: 874-86-2
4-cyanobenzyl chloride

: 385-00-2
2,6-difluorobenzoic acid

: 4-cyanobenzyl 2,6-difluorobenzoate

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene at 100℃; for 3h;	99%

: 4394-85-8
4-morpholinecarboxaldehyde

: 874-86-2
4-cyanobenzyl chloride

: 37812-51-4
4-(morpholin-4-ylmethyl)benzonitrile

Conditions

Conditions	Yield
With NHC-Pd(II)-Im; sodium hydroxide In water at 50℃; for 3h; Inert atmosphere; Schlenk technique;	98%
With potassium hydroxide In water at 50℃; for 3h; Green chemistry;	92%

: 2591-86-8
N-Formylpiperidine

: 874-86-2
4-cyanobenzyl chloride

: 727733-92-8
4-(piperidin-1-ylmethyl)benzonitrile

Conditions

Conditions	Yield
With potassium hydroxide In water at 50℃; for 3h; Green chemistry;	98%
With NHC-Pd(II)-Im; sodium hydroxide In water at 50℃; for 3h; Inert atmosphere; Schlenk technique;	98%

: 90591-48-3
tris-(4-ethoxy-phenyl)-bismuthine

: 874-86-2
4-cyanobenzyl chloride

: C16H15NO

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In N,N-dimethyl-formamide at 90℃; for 2h; Schlenk technique; Inert atmosphere;	98%

: 31295-36-0
diphenylmaleimide

: 874-86-2
4-cyanobenzyl chloride

: 1-(4-cyanobenzyl)-3,4-diphenyl-1H-pyrrole-2,5-dione

Conditions

Conditions	Yield
Stage #1: diphenylmaleimide With potassium hydroxide In ethanol at 80℃; for 0.25h; Microwave irradiation; Stage #2: 4-cyanobenzyl chloride In acetonitrile at 80℃; for 0.25h; Microwave irradiation;	98%

: 914784-11-5
3-(4-hydroxyphenyl)-5-pentylisoxazole

: 874-86-2
4-cyanobenzyl chloride

: 3-(4-cyanophenylmethoxy)phenyl-5-pentylisoxazole

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In acetone for 9.5h; Heating;	97.5%

: 271-58-9
anthranil

: 874-86-2
4-cyanobenzyl chloride

: 13939-06-5, 199620-15-0
molybdenum hexacarbonyl

: 4-(2-oxo-1,2-dihydroquinolin-3-yl)benzonitrile

Conditions

Conditions	Yield
With water; palladium diacetate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); triethylamine In 1,2-dimethoxyethane at 100℃; for 26h; Sealed tube; Inert atmosphere;	97%

...Expand

: 874-86-2
4-cyanobenzyl chloride

: 874-89-5
4-Cyanobenzyl alcohol

Conditions

Conditions	Yield
With potassium carbonate In water at 80℃; for 10h; Reagent/catalyst; Temperature;	96.2%
With potassium carbonate
Multi-step reaction with 3 steps 1: potassium carbonate / acetone / Reflux 2: sodium periodate / water; ethanol 3: 3-cyano-1-methylquinolinium perchlorate; water; toluene / Schlenk technique; Inert atmosphere; Irradiation View Scheme

: 874-86-2
4-cyanobenzyl chloride

: 73291-09-5
4-chloromethylbenzaldehyde

Conditions

Conditions	Yield
With diisobutylaluminium hydride In chlorobenzene	96%
With hydrogenchloride; diethyl ether; tin(ll) chloride anschl. mit H2O;
With hydrogenchloride; tin(ll) chloride

: 874-86-2
4-cyanobenzyl chloride

: sodium S-4-cyanobenzyl sulfothioate

Conditions

Conditions	Yield
With Sodium thiosulfate pentahydrate In methanol; water at 65℃; for 2h; Green chemistry;	96%
With ethanol; sodium thiosulfate
With Sodium thiosulfate pentahydrate In ethanol; water for 2h; Schlenk technique; Inert atmosphere; Reflux;

: 106-45-6
para-thiocresol

: 874-86-2
4-cyanobenzyl chloride

: 59475-53-5
4-cyanobenzyl(4-methylphenyl)sulfane

Conditions

Conditions	Yield
Stage #1: para-thiocresol With sodium ethanolate In ethanol at 0℃; Inert atmosphere; Stage #2: 4-cyanobenzyl chloride In ethanol at 0 - 20℃;	96%

: 874-86-2
4-cyanobenzyl chloride

: 100-51-6
benzyl alcohol

: N-benzyl-4-(chloromethyl)benzamide

Conditions

Conditions	Yield
With SiO2 coated on magnetic CoFe2O4 nanoparticle immobilized N-propyldiethylenetriamine sulfamic acid at 80℃; for 3h; Ritter Amidation; Green chemistry;	96%

: 116332-62-8
N-methoxy-N-methyl-3-trifluoromethylbenzamide

: 874-86-2
4-cyanobenzyl chloride

: 1-(4-cyano)benzyl-1-(3-trifluoromethyl)phenylketone

Conditions

Conditions	Yield
Stage #1: 4-cyanobenzyl chloride With iodine; magnesium In tetrahydrofuran at 70 - 80℃; for 0.5h; Inert atmosphere; Stage #2: N-methoxy-N-methyl-3-trifluoromethylbenzamide In tetrahydrofuran at 70 - 80℃; for 1h; Reagent/catalyst; Temperature; Inert atmosphere;	96%

: 874-86-2
4-cyanobenzyl chloride

: 84466-87-5
4-(azidomethyl)benzonitrile

Conditions

Conditions	Yield
With sodium azide In dimethyl sulfoxide at 20℃; for 24h;	96%
With sodium azide In N,N-dimethyl-formamide for 6h; Heating;	86%
With sodium azide In methanol; water at 80℃; for 10h;

: N-methyl-N-ethoxy-3-trifluoromethylbenzamide

: 874-86-2
4-cyanobenzyl chloride

: 1-(4-cyano)benzyl-1-(3-trifluoromethyl)phenylketone

Conditions

Conditions	Yield
Stage #1: 4-cyanobenzyl chloride With iodine; magnesium In tetrahydrofuran at 70 - 80℃; for 0.5h; Inert atmosphere; Stage #2: N-methyl-N-ethoxy-3-trifluoromethylbenzamide In tetrahydrofuran at 70 - 80℃; for 1h; Temperature; Inert atmosphere;	95.4%

: 773837-37-9
sodium cyanide

: 874-86-2
4-cyanobenzyl chloride

: 876-31-3
4-(cyanomethyl)benzonitrile

Conditions

Conditions	Yield
With bis(fluorosulfonyl)imide 1-butyl-3-methylimidazolium salt In water at 95℃; for 2h; Temperature;	95.2%

: 589-18-4
4-Methylbenzyl alcohol

: 874-86-2
4-cyanobenzyl chloride

: 1097079-57-6
4-chloromethyl-N-(4-methylbenzyl)benzamide

Conditions

Conditions	Yield
With SiO2 coated on magnetic CoFe2O4 nanoparticle immobilized N-propyldiethylenetriamine sulfamic acid at 80℃; for 3h; Ritter Amidation; Green chemistry;	95%

: 615-43-0
2-iodophenylamine

: 874-86-2
4-cyanobenzyl chloride

: 17930-02-8
2-(4'-cyanophenyl)benzothiazole

Conditions

Conditions	Yield
With copper(II) acetate monohydrate; sodium carbonate; sulfur In dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; Inert atmosphere;	95%

: 874-86-2
4-cyanobenzyl chloride

: 643750-00-9
4-cyanobenzyl thioacetate

: 120883-12-7
4,4'-(disulfanediylbis(methylene))dibenzonitrile

Conditions

Conditions	Yield
With caesium carbonate; sodium thiosulfate In water at 70℃; for 24h; Schlenk technique; Green chemistry;	95%

: 874-86-2
4-cyanobenzyl chloride

: 7440-66-6
zinc

: 480424-47-3
(4-cyanobenzyl)zinc chloride

Conditions

Conditions	Yield
Stage #1: 4-cyanobenzyl chloride With chloro-trimethyl-silane In tetrahydrofuran; ethylene dibromide at 60 - 70℃; Inert atmosphere; Stage #2: zinc In tetrahydrofuran; ethylene dibromide for 3h;	94.2%
Stage #1: zinc With ethylene dibromide Inert atmosphere; Stage #2: 4-cyanobenzyl chloride In tetrahydrofuran at 30 - 40℃; Inert atmosphere;

: 5142-75-6
tri(p-tolyl)bismuth

: 874-86-2
4-cyanobenzyl chloride

: 71947-05-2
4-(4-methylbenzyl)benzonitrile

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In N,N-dimethyl-formamide at 90℃; for 2h; Schlenk technique; Inert atmosphere;	94%

: 960-16-7
tributylphenylstannane

: 874-86-2
4-cyanobenzyl chloride

: 23450-31-9
4-benzylbenzonitrile

Conditions

Conditions	Yield
With bromobis(triphenylarsine)(N-succinimide)palladium(II) In N,N-dimethyl-formamide at 40℃; for 24h; Stille Cross Coupling; Inert atmosphere; Schlenk technique; chemoselective reaction;	94%

: 22841-91-4
8-chloro-[1,2,4]triazolo[4,3-a]pyridine-3(2H)-thione

: 874-86-2
4-cyanobenzyl chloride

: 4-(((8-chloro-[1,2,4]triazolo[4,3-a]pyridine-3-yl)thio)methyl)benzonitrile

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 90℃; for 0.25h; Microwave irradiation;	94%
With sodium hydroxide In N,N-dimethyl-formamide at 90℃; for 0.25h; Microwave irradiation;	76%
With sodium hydroxide In N,N-dimethyl-formamide at 90℃; for 0.25h; Microwave irradiation;	76%

4-(Chloromethyl)tolunitrile Chemical Properties

The molecular formula of p-Cyanobenzyl chloride(874-86-2) is C₈H₆ClN and its formula weight is 151.59.
p-Cyanobenzyl chloride(874-86-2) has a melting point of 77 °C. The boiling point is 263 °C.
The chemical synonyms of p-Cyanobenzyl chloride(874-86-2) are Benzonitrile, 4-(chloromethyl)-;ALPHA-CHLORO-P-TOLUNITRILE;AKOS B030136;4-CYANOBENZYL CHLORIDE;4-(CHLOROMETHYL)BENZONITRILE;P-CYANOBENZYL CHLORIDE;P-(CHLOROMETHYL)BENZONITRILE;4-(Chloromethyl)benzonitrile, 98+%
The molecular structure of p-Cyanobenzyl chloride(874-86-2):

4-(Chloromethyl)tolunitrile Safety Profile

Hazard Codes T
Risk Statements 20/21-65-36/37/38-32-23/25
Safety Statements 23-36-45-36/37/39-26
RIDADR 3276
HazardClass 8
PackingGroup III

Product Name

4-(Chloromethyl)tolunitrile

Synthetic route

4-(Chloromethyl)tolunitrile Chemical Properties

4-(Chloromethyl)tolunitrile Safety Profile

Related Products

Hot Products