4-Methoxybenzyl cyanide supplier

Name
4-Methoxybenzyl cyanide
EINECS 203-206-0
CAS No. 104-47-2
Article Data109
CAS DataBase
Density 1.053 g/cm³
Solubility
Melting Point 8 °C
Formula C₉H₉NO
Boiling Point 286.5 °C at 760 mmHg
Molecular Weight 147.177
Flash Point 112 °C
Transport Information
Appearance Clear colorless to slightly yellow liquid
Safety 26-36/37/39-61-45
Risk Codes 20/21/22-36/37/38-52/53
Molecular Structure
Hazard Symbols Xn; Xi; T
Synonyms Acetonitrile,(p-methoxyphenyl)- (6CI,7CI,8CI);(4-Methoxyphenyl)acetonitrile;(p-Methoxyphenyl)acetonitrile;2-(4-Methoxyphenyl)acetonitrile;4-Methoxybenzeneacetonitrile;NSC 96;PAI 106;p-Anisylacetonitrile;p-Methoxybenzeneacetonitrile;p-Methoxybenzyl cyanide;p-Methoxybenzylnitrile;
PSA 33.02000
LogP 1.76128

Synthetic route

: C22H18N2O5

A: 104-47-2
p-methoxybenzylnitrile

B: 92-92-2
biphenyl-4-carboxylic acid

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene Heating;	A 94% B 100%

: 31236-71-2
lysichitalexin

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With dmap; Sn(thiophenolate)4; tributylphosphine; diethylazodicarboxylate In dichloromethane at 0℃; for 0.0833333h;	99%
Multi-step reaction with 3 steps 1: 83 percent / NaNO2, NaOH / methanol / 0 °C 2: 63 percent / Et3N / CH2Cl2 / Ambient temperature 3: 94 percent / Bu3SnH, AIBN / benzene / Heating View Scheme
Multi-step reaction with 2 steps 1: tris(2,2'-bipyridyl)ruthenium(II)chloride hexahydrate; N-ethyl-N,N-diisopropylamine; magnesium(II) perchlorate / acetonitrile / 12 h / 20 °C / Inert atmosphere; Irradiation 2: triphenylphosphine; iodine / dichloromethane / 8 h / 20 °C / Inert atmosphere View Scheme

: 1197-58-6
1-(isocyanomethyl)-4-methoxybenzene

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
at 520 - 550℃; under 0.01 Torr;	98%
With 1,1-Diphenylethylene In various solvent(s) at 210℃; Rate constant; Thermodynamic data; ΔG(excit.) <250 deg C>; ΔH(excit.), ΔS(excit.);	101 % Chromat.
With 1,1-diphenylene; chlorobenzene In benzene at 170℃; Rate constant; Thermodynamic data; also at 190, 210 and 230 deg C; ΔHY (excit.), ΔΔHY-H(excit.), ΔSY(excit.), ΔΔSY-H(excit);

: 6343-93-7
2-(4-methoxyphenyl)acetamide

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With triethylamine; ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate In ethyl acetate at 20℃; for 1h; Inert atmosphere;	98%
With thionyl chloride In benzene Reflux;

: 18494-82-1
2-(4-methoxy-benzyloxy)-tetrahydro-pyran

: 10442-39-4
tetra-n-butylammonium cyanide

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile for 3h; Heating;	95%

: C9H11Cl2NO

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With TEA In dichloromethane at 25℃; for 2h;	95%

: 2594-06-1
2-(4-methoxyphenyl)acetohydroxamic acid

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With phosphorus tribromide In benzene for 5h; Heating;	93%

: 139109-50-5
2-[(Z)-Hydroxyimino]-3-(4-methoxy-phenyl)-propionic acid

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With 1,1'-carbonyldiimidazole In benzene 1.) r.t., 15 min, 2.) 68-70 deg C, 1 h;	93%

: 92565-78-1
4-methoxy-1-(methoxymethoxy)methyl benzene

: 10442-39-4
tetra-n-butylammonium cyanide

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With 1-methyl-3H-imidazolium nitrate at 135 - 140℃; for 0.05h; Microwave irradiation;	93%
With phosphotungstic acid at 130 - 142℃; for 0.05h; Microwave irradiation; Ionic liquid; chemoselective reaction;	88%
With 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0916667h; Microwave irradiation; Neat (no solvent); chemoselective reaction;	82%

: 10442-39-4
tetra-n-butylammonium cyanide

: 105-13-5
4-Methoxybenzyl alcohol

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 20℃;	92%

: 623-12-1
4-chloromethoxybenzene

: 1071-36-9
sodium cyanoacetate

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(η3-allyl-μ-chloropalladium(II)) In 1,3,5-trimethyl-benzene at 20 - 140℃; for 5.16667h; Inert atmosphere; Sealed tube; chemoselective reaction;	92%

: 128224-91-9
(E)-2-(4-methoxyphenyl)acetaldehyde oxime

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With iodine; triphenylphosphine In dichloromethane at 20℃; for 8h; Inert atmosphere;	92%

: ethyl 4-(4-methoxyphenyl)-5-methyl-isoxazole-3-carboxylate

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With potassium fluoride In water; N,N-dimethyl-formamide at 125℃; for 16h; Inert atmosphere;	91%

: 3682-16-4
2-(hydroxyimino)-3-(4-methoxyphenyl)propanoic acid

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With 1,1'-oxalyldiimidazole In benzene 1.) r.t., 15 min, 2.) 68-70 deg C, 1 h;	90%
With acetic anhydride at 100℃;

: 143-33-9
sodium cyanide

: 105-13-5
4-Methoxybenzyl alcohol

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With triethylamine; tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide for 3h; Heating;	90%

: 104-01-8
4-Methoxyphenylacetic acid

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With sodium azide; TEA; triethylphosphine; (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane; dimethyl sulfoxide at 0℃; for 30h;	90%

: 3353-51-3
2-(4-methoxyphenyl)acetaldehyde oxime

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With triethylamine; ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate In ethyl acetate at 20℃; for 1h; Inert atmosphere;	90%
With p-toluenesulfonyl chloride In acetonitrile at 0℃; for 8h; Inert atmosphere;

: 55-81-2
4-Methoxyphenethylamine

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With TEA; trichloroisocyanuric acid In N,N-dimethyl-formamide at 15℃; for 4h;	89%
With iodine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 65℃; for 1.5h;	58%
With HRu(1,3-bis(6'-methyl-2'-pyridylimino)isoindoline)(PPh3)2 In toluene at 110℃; for 24h; Inert atmosphere; Glovebox; chemoselective reaction;	48%
With [Ru(p-cymene)(pzH-NP)(Cl)]Cl; potassium tert-butylate In toluene at 70℃; for 24h; Schlenk technique; Inert atmosphere;	43%

: 773837-37-9
sodium cyanide

: 824-94-2
p-methoxybenzyl chloride

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With polyethylene glycol functionalized magnetic dicationic ionic liquid In water for 1h; Reflux; Green chemistry;	88%
In ethanol; water for 4h; Reflux;	58%
In acetonitrile Reflux;
In acetonitrile for 4h; Reflux;

: 14191-95-8
4-cyanomethylphenol

: 74-88-4
methyl iodide

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
Stage #1: 4-cyanomethylphenol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 72h; Inert atmosphere;	87%
With potassium hydroxide
With potassium hydroxide at 100℃;

: 143-33-9
sodium cyanide

: 76950-80-6
1-(4-Methoxy-benzyl)-2-methylsulfanyl-4,6-diphenyl-pyridinium; iodide

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
In 1,2-dimethoxyethane for 24h; Heating;	87%

: 137042-70-7
C10H12BrNO2

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With acetic acid; zinc In N,N-dimethyl-formamide at 150℃; for 0.5h;	86%
With sodium carbonate In methanol for 2h; Irradiation;	80%

: 5720-07-0
4-methoxyphenylboronic acid

: 6011-14-9
2-aminoacetonitrile hydrochloride

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With sodium nitrite In water; toluene at 50℃; for 24h; Schlenk technique;	86%

: 143-33-9
sodium cyanide

: 824-94-2
p-methoxybenzyl chloride

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
In dimethyl sulfoxide	85%
With acetone; potassium iodide
In dimethyl sulfoxide at 45 - 50℃; for 5h;
With acetone; potassium iodide

: copper(l) cyanide

: 105-13-5
4-Methoxybenzyl alcohol

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
In tetrahydrofuran at 80℃; for 11h;	82%

: 1058649-04-9
4-methoxy-1-[(ethoxymethoxy)methyl]benzene

: 10442-39-4
tetra-n-butylammonium cyanide

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With 1-(n-butyl)-3-methylimidazolium tetrachloroindate at 135 - 140℃; for 0.0916667h; Microwave irradiation; Neat (no solvent); chemoselective reaction;	82%

: 5720-07-0
4-methoxyphenylboronic acid

: 107-14-2
chloroacetonitrile

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; sodium carbonate In 1,4-dioxane; water at 60℃; for 12h; Inert atmosphere; Sealed tube;	81%

: 77797-05-8
1'p.methoxyphenyl 1'-cyano 1,3,5,5-tetramethyl 2-cyclohexen 1-ol

A: 78-59-1
3,5,5-Trimethylcyclohex-2-en-1-one

B: 77797-11-6
p-methoxyphenyl-3' cyano-3' tetramethyl-3,3,5,5 cyclohexanone

C: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at -70℃; for 0.0833333h; Yield given;	A n/a B 80% C n/a
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at -70℃; for 0.0833333h; Yields of byproduct given;	A n/a B 80% C n/a

...Expand

: 7677-24-9
trimethylsilyl cyanide

: 104-21-2
p-methoxybenzyl acetate

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
With iron(III) trifluoromethanesulfonate In 1,2-dichloro-ethane at 80℃; for 2h;	78%

: 104-92-7
1-bromo-4-methoxy-benzene

: 17729-59-8
tri-n-butyl(cyanomethyl)stannane

: 104-47-2
p-methoxybenzylnitrile

Conditions

Conditions	Yield
dichlorobis(tri-O-tolylphosphine)palladium In m-xylene at 120℃; for 3h;	77%

: 104-47-2
p-methoxybenzylnitrile

: 616-38-6
carbonic acid dimethyl ester

: 30698-32-9
methyl 2-cyano-2-(4-methoxyphenyl) acetate

Conditions

Conditions	Yield
With sodium hydride In toluene; mineral oil at 80℃; for 5.5h;	100%
With sodium hydride In toluene at 80℃; for 5h; Inert atmosphere; Cooling with ice;	81%
With sodium methylate In methanol; toluene at 75 - 80℃; for 12h;	42%

: 55-86-7
mechlorethamine hydrochloride

: 104-47-2
p-methoxybenzylnitrile

: 487013-52-5
4-(4-methoxyphenyl)-1-methylpiperidine-4-carbonitrile

Conditions

Conditions	Yield
With sodium hydride In DMF (N,N-dimethyl-formamide) at 0 - 60℃; for 24h;	100%
With tetra(n-butyl)ammonium hydrogensulfate In sodium hydroxide	20%

: 104-47-2
p-methoxybenzylnitrile

: 111-44-4
3-oxa-1,5-dichloropentane

: 3648-78-0
4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-carbonitrile

Conditions

Conditions	Yield
Stage #1: p-methoxybenzylnitrile With sodium hydride In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 0.5h; Stage #2: 3-oxa-1,5-dichloropentane In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 2.33333h;	100%
Stage #1: p-methoxybenzylnitrile With sodium hydroxide In N,N-dimethyl-formamide for 0.5h; Stage #2: 3-oxa-1,5-dichloropentane In N,N-dimethyl-formamide at 80 - 100℃; for 5h;	69%
With sodium hydride In N,N-dimethyl-formamide; mineral oil Cooling with ice;	64%
With NaH In dimethyl sulfoxide

: 77681-22-2, 3376-26-9, 85225-56-5
(Z)-N-benzylidenebenzylamine N-oxide

: 79271-56-0
Triethylsilyl trifluoromethanesulfonate

: 104-47-2
p-methoxybenzylnitrile

: 3-(benzyl((triethylsilyl)oxy)amino)-2-(4-methoxyphenyl)-3-phenylpropanenitrile

Conditions

Conditions	Yield
With triethylamine In 1,2-dichloro-ethane at -30℃; for 0.5h; Inert atmosphere;	100%

...Expand

: 104-47-2
p-methoxybenzylnitrile

: 645-58-9
4-methoxyphenethylamine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen In propan-1-ol; water at 60℃; under 375.038 Torr; for 18h; Flow reactor;	100%
Stage #1: p-methoxybenzylnitrile With MnBr(CO)2[NH(CH2CH2P(iPr)2)2]; hydrogen; sodium t-butanolate In toluene at 120℃; under 37503.8 Torr; for 36h; Autoclave; Stage #2: With hydrogenchloride In diethyl ether	96%
Stage #1: p-methoxybenzylnitrile With borane-ammonia complex; C17H16BrMnN2O3S In hexane at 60℃; for 6h; Stage #2: With hydrogenchloride In diethyl ether; water	96%
Stage #1: p-methoxybenzylnitrile With ammonium hydroxide; hydrogen In water; isopropyl alcohol at 130℃; under 30003 Torr; for 2h; Autoclave; Stage #2: With hydrogenchloride In methanol	85%
Multi-step reaction with 2 steps 1: hydrogen; ammonium hydroxide / isopropyl alcohol / 15 h / 120 °C / 22502.3 Torr / Autoclave 2: hydrogenchloride / methanol View Scheme

: 104-47-2
p-methoxybenzylnitrile

: 122-57-6
1-Phenylbut-1-en-3-one

: 102118-66-1, 102118-67-2, 114879-80-0, 114879-87-7
(methoxy-4 phenyl)-1 phenyl-2 oxo-4 pentane carbonitrile

Conditions

Conditions	Yield
With sodium methylate In methanol for 4h; Ambient temperature;	99%
With tetrabutylammomium bromide; potassium carbonate In toluene at 50℃; for 6h;	70%

: 104-47-2
p-methoxybenzylnitrile

: 161644-02-6
4-Bromo-5,6-dimethyl-furo[2,3-d]pyrimidine

: (5,6-Dimethyl-furo[2,3-d]pyrimidin-4-yl)-(4-methoxy-phenyl)-acetonitrile

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 130℃; for 0.5h;	99%

: 2524-52-9
ethyl-2-picolinate

: 104-47-2
p-methoxybenzylnitrile

: 5-amino-6-(4-methoxyphenyl)-1-pyridine-7-one

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -10 - 20℃; Condensation; cyclization;	99%

: 854139-16-5
{1-[chloro(p-tolylsulfinyl)methyl]cyclobutyl}acetonitrile

: 104-47-2
p-methoxybenzylnitrile

: 854139-25-6
6-amino-7-(4-methoxyphenyl)spiro[3.4]octa-5,7-diene-5-carbonitrile

Conditions

Conditions	Yield
Stage #1: {1-[chloro(p-tolylsulfinyl)methyl]cyclobutyl}acetonitrile With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Stage #2: p-methoxybenzylnitrile With n-butyllithium In tetrahydrofuran at -78 - -40℃; for 1.5h; Further stages.;	99%

: 3376-23-6, 7372-59-0, 59862-60-1
C-phenyl-N-methylnitrone

: 79271-56-0
Triethylsilyl trifluoromethanesulfonate

: 104-47-2
p-methoxybenzylnitrile

: 2-(4-methoxyphenyl)-3-(methyl((triethylsilyl)oxy)amino)-3-phenylpropanenitrile

Conditions

Conditions	Yield
With triethylamine In 1,2-dichloro-ethane at -30℃; for 0.5h; Inert atmosphere;	99%

...Expand

: 623-27-8
terephthalaldehyde,

: 104-47-2
p-methoxybenzylnitrile

: 1,4-bis(4-methoxy-α-cyanostyryl)benzene

Conditions

Conditions	Yield
With sodium methylate In methanol; ethanol at 20℃; for 0.166667h;	99%
With sodium ethanolate In ethanol at 40℃; for 0.666667h; Knoevenagel Condensation;	91%

: 104-47-2
p-methoxybenzylnitrile

: 75-26-3
isopropyl bromide

: 51632-18-9
2-(4-methoxyphenyl)-3-methylbutyronitrile

Conditions

Conditions	Yield
With sodium hydroxide; triethylamine In water	98.7%
With sodium hydroxide In benzene	81%
With sodium hydroxide In benzene	81%

: 100-52-7
benzaldehyde

: 104-47-2
p-methoxybenzylnitrile

: 54648-50-9
(Z)-2-(4-methoxyphenyl)-3-phenylpropenenitrile

Conditions

Conditions	Yield
With potassium hydroxide In ethanol	98%
With sodium methylate In methanol at 30℃; Kinetics; Thermodynamic data; ΔE, ς, A;	95%
With sodium methylate In ethanol at 20℃; for 2h;	93%

: 104-47-2
p-methoxybenzylnitrile

: 6343-93-7
2-(4-methoxyphenyl)acetamide

Conditions

Conditions	Yield
With dihydrogen peroxide; potassium carbonate In dimethyl sulfoxide for 0.333333h; Ambient temperature;	98%
With Os(hydride)6(triisopropylphosphine)2; water In tetrahydrofuran-d8 at 100℃; for 24h; Inert atmosphere;	95%
With tetra(n-butyl)ammonium hydroxide In ethanol; water at 80℃; for 8h; Green chemistry; chemoselective reaction;	90%

: 108-94-1
cyclohexanone

: 104-47-2
p-methoxybenzylnitrile

: 93413-76-4
1-[cyano(4-methoxyphenyl)methyl]cyclohexanol

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In methanol at 25 - 30℃; for 6h;	98%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate at 0 - 15℃; for 1h;	97%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water at 0 - 15℃; for 2.2h;	97.6%

: 104-47-2
p-methoxybenzylnitrile

: 106-95-6
allyl bromide

: 882-33-7
diphenyldisulfane

: 85624-02-8
2-(4-Methoxy-phenyl)-2-phenylsulfanyl-pent-4-enenitrile

Conditions

Conditions	Yield
With potassium hydroxide	98%

...Expand

: 7521-41-7
2-Aminonicotinaldehyde

: 104-47-2
p-methoxybenzylnitrile

: 60467-64-3
2-amino-3-(p-methoxyphenyl)-1,8-naphthyridine

Conditions

Conditions	Yield
With piperidine at 20℃; for 0.133333h;	98%
With potassium hydroxide Microwave irradiation;
With piperidine In neat (no solvent) at 20℃;

: 104-47-2
p-methoxybenzylnitrile

: 100-51-6
benzyl alcohol

: 5840-58-4
2-(4-methoxyphenyl)-3-phenylpropanenitrile

Conditions

Conditions	Yield
With potassium tert-butylate; C35H27Cl2N4PRuS In toluene at 135℃; for 1h; Inert atmosphere; Schlenk technique;	98%
With C41H44ClIrN2O4; potassium hydroxide In toluene at 135℃; for 2h; Reagent/catalyst;	96%
With potassium hydroxide; [IrCP*Cl2]2 at 100℃; for 16h;	93%

: C15H10N2O

: 104-47-2
p-methoxybenzylnitrile

: C24H17N3O

Conditions

Conditions	Yield
With sodium methylate In methanol; ethanol at 20℃; for 0.166667h; Knoevenagel Condensation;	98%

: C17H13NO2

: 104-47-2
p-methoxybenzylnitrile

: 1,4-bis(4-methoxy-α-cyanostyryl)benzene

Conditions

Conditions	Yield
With sodium methylate In methanol; ethanol at 20℃; for 0.166667h; Knoevenagel Condensation;	98%

: C14H9NOS

: 104-47-2
p-methoxybenzylnitrile

: C23H16N2OS

Conditions

Conditions	Yield
With sodium methylate In methanol; ethanol at 20℃; for 0.166667h; Knoevenagel Condensation;	98%

: 958253-44-6
methyl 2,4-bis(benzyloxy)-5-bromobenzoate

: 104-47-2
p-methoxybenzylnitrile

: 3-(2,4-bis(benzyloxy)-5-bromophenyl)-2-(4-methoxyphenyl)-3-oxopropanenitrile

Conditions

Conditions	Yield
Stage #1: p-methoxybenzylnitrile With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: methyl 2,4-bis(benzyloxy)-5-bromobenzoate In tetrahydrofuran at -78 - 20℃; for 2h; Inert atmosphere;	97.2%
Stage #1: p-methoxybenzylnitrile With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: methyl 2,4-bis(benzyloxy)-5-bromobenzoate In tetrahydrofuran at -78 - 20℃; for 2.5h; Inert atmosphere;	97.2%

: 104-47-2
p-methoxybenzylnitrile

: 58125-69-2
ethyl 2-(4-methoxyphenyl)acetimidate hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In ethanol at 4℃; for 72h;	97%
With hydrogenchloride In ethanol
With hydrogenchloride In ethanol at 0 - 5℃;

: 75-03-6
ethyl iodide

: 104-47-2
p-methoxybenzylnitrile

: 51558-09-9
2-ethyl-2-(4-methoxyphenyl)butanenitrile

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 20h; Cooling with ice;	97%

: 104-47-2
p-methoxybenzylnitrile

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: C21H35B2NO5

Conditions

Conditions	Yield
With C26H50N6Zn2 In neat (no solvent) at 60℃; Schlenk technique; Glovebox;	97%
With Os(hydride)6(triisopropylphosphine)2 In (2)H8-toluene; 1,3,5-trimethyl-benzene at 60℃; for 48h; Sealed tube; Inert atmosphere;	69%
With [κ2-{2-F-C6H4NP(Se)Ph2}2Al(Me)] In neat (no solvent) at 60℃; for 10h; Schlenk technique; Glovebox; Inert atmosphere; chemoselective reaction;	80 %Spectr.

: C23H19NOS

: 104-47-2
p-methoxybenzylnitrile

: (Z)-3-(4-((E)-2-(10-ethyl-10H-phenothiazin-3-yl)vinyl)phenyl)-2-(4-methoxyphenyl)acrylonitrile

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydroxide In ethanol for 2h; Reflux;	97%

4-Methoxybenzyl cyanide Consensus Reports

Cyanide and its compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory.

4-Methoxybenzyl cyanide Specification

The CAS registry number of 4-Methoxybenzyl cyanide is 104-47-2. Its EINECS registry number is 203-206-0. The IUPAC name is 2-(4-methoxyphenyl)acetonitrile. In addition, the molecular formula is C₉H₉NO and the molecular weight is 147.17. It is also called p-methoxybenzeneacetonitrile. What's more, it is a kind of clear colorless to slightly yellow liquid and belongs to the classes of Aromatic Nitriles; Phenyls & Phenyl-Het; Nitriles. What's more, it should be stored in sealed container, and put in a cool and dry place. The storage place must stay away from oxidant, the fire, heat source and water source.

Physical properties about this chemical are: (1)ACD/LogP: 1.36; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.36; (4)ACD/LogD (pH 7.4): 1.36; (5)ACD/BCF (pH 5.5): 6.41; (6)ACD/BCF (pH 7.4): 6.41; (7)ACD/KOC (pH 5.5): 131.59; (8)ACD/KOC (pH 7.4): 131.59; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 33.02 Å²; (13)Index of Refraction: 1.519; (14)Molar Refractivity: 42.39 cm³; (15)Molar Volume: 139.6 cm³; (16)Polarizability: 16.8 ×10^-24cm³; (17)Surface Tension: 38.9 dyne/cm; (18)Density: 1.053 g/cm³; (19)Flash Point: 112 °C; (20)Enthalpy of Vaporization: 52.56 kJ/mol; (21)Boiling Point: 286.5 °C at 760 mmHg; (22)Vapour Pressure: 0.00263 mmHg at 25°C.

Preparation of 4-Methoxybenzyl cyanide: it can be prepared by p-methoxychlorobenzyl through nitrile reaction. In addition, it also can be obtained by 1-(4-Methoxyphenyl)-2-nitroethane. This reaction will need reagents Sn(SPh)₄, Bu₃P, DEAD and DMAP, and solvent CH₂Cl₂. The reaction time is 5 minutes at reaction temperature of 0 °C. The yield is about 99%.

4-Methoxybenzyl cyanide can be obtained by 1-(4-Methoxyphenyl)-2-nitroethane.

Uses of 4-Methoxybenzyl cyanide: it is used as intermediates for antidepressant drug and organic synthesis. And it can be used to get β-(p-methoxybenzene)ethylamine. In addition, it can be used to get ethyl 4-methoxyphenylacetimidate hydrochloride. This reaction will need reagent HCl-gas and solvent ethanol. The reaction time is 72 hours at reaction temperature of 4 °C. The yield is about 97%.

4-Methoxybenzyl cyanide can be used to get ethyl 4-methoxyphenylacetimidate hydrochloride

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. And it is irritating to eyes, respiratory system and skin. Moreover, it is harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.). In addition, you should avoid release to the environment and you can refer to special instructions safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: N#CCc1ccc(OC)cc1
(2)InChI: InChI=1/C9H9NO/c1-11-9-4-2-8(3-5-9)6-7-10/h2-5H,6H2,1H3
(3)InChIKey: PACGLQCRGWFBJH-UHFFFAOYAS

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	56mg/kg (56mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07882,

Product Name

4-Methoxybenzyl cyanide

Synthetic route

4-Methoxybenzyl cyanide Consensus Reports

4-Methoxybenzyl cyanide Specification

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