Acetonitrile supplier | CasNO.75-05-8

Name
Acetonitrile
EINECS 200-835-2
CAS No. 75-05-8
Article Data695
CAS DataBase
Density 0.747 g/cm³
Solubility miscible with water
Melting Point -46 °C
Formula C₂H₃N
Boiling Point 63.452 °C at 760 mmHg
Molecular Weight 41.0525
Flash Point 5.556 °C
Transport Information UN 1993 3/PG 3
Appearance Clear liquid
Safety 16-36/37-45-36/37/39-27-26-36
Risk Codes 11-36-20/21/22-10-36/37/38-23/24/25-41-24-20/22
Molecular Structure
Hazard Symbols F, Xn, Xi, T
Synonyms Acetonitrilecluster;Cyanomethane;Ethanenitrile;Ethyl nitrile;Methane, cyano-;Methanecarbonitrile;Methyl cyanide;Methyl cyanide (MeCN);NSC 7593;
PSA 23.79000
LogP 0.52988

Synthetic route

: 75-07-0
acetaldehyde

acetonitrile: acetonitrile

Conditions

Conditions	Yield
With N-(4-sulphonic acid)butylpyridinium hydrogen sulphate; C9H13NO3S2H3NOH(1+)*HO4S(1-) In para-xylene at 120℃; under 760.051 Torr; for 2h; Catalytic behavior; Temperature; Time; Green chemistry;	100%
With PhNHCO2NH2*TsOH In toluene for 0.5h; Condensation; elimination; Heating;	87%
With K2Co4[WZn3(H2O)2][ZnW9O34]2*53H2O; ammonia; dihydrogen peroxide In water at 20℃; for 6h;	100 %Spectr.

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

: 333-27-7
methyl trifluoromethanesulfonate

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In chloroform-d1; dichloromethane at 20℃; for 0.0833333h; Product distribution; Further Variations:; Reaction partners;	100%

: NiOs3H3(1+)*C5H5(1-)*8CO*CH3CN=(C5H5)NiOs3H3(CO)8(CH3CN)

: 201230-82-2
carbon monoxide

A: NiOs3H3(1+)*C5H5(1-)*9CO=(C5H5)NiOs3H3(CO)9

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In hexane The complex is refluxed in hexane for 3 min. A slow current of CO is passed through the soln.; The reaction soln. was filtered and concd. to small vol. under reduced pressure then subjected to preparative thin layer chromy. (silica gel; light petroleum/diethyl ether).;	A 100% B n/a

...Expand

: NiOs3H3(1+)*C5H5(1-)*8CO*CH3CN=(C5H5)NiOs3H3(CO)8(CH3CN)

: 603-35-0
triphenylphosphine

A: NiOs3H3(1+)*C5H5(1-)*8CO*P(C6H5)3=(C5H5)NiOs3H3(CO)8(P(C6H5)3)

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In hexane The complex and a slight excess of Pp is refluxed in hexane (N2) for 3 min.; The reaction soln. was filtered and concd. to small vol. under reduced pressure then subjected to preparative thin layer chromy. (silica gel; light petroleum/diethyl ether).;	A 100% B n/a

...Expand

: 64-17-5
ethanol

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With air; silico-aluminophosphate; ammonia; water at 350℃; Product distribution; Mechanism; other reagents, var. temperature;	99%
With ammonia; hydrogen at 279.84℃; Reagent/catalyst; Temperature; Flow reactor;	96%
With ammonia; oxygen at 350 - 370℃; Catalytic behavior; Temperature; Reagent/catalyst; Gas phase;	74%

: 60-35-5
acetamide

: 18306-29-1
bis(trimethylsilyl)sulphate

A: 107-46-0
Hexamethyldisiloxane

B: N-(trimethylsilyl) acetimidate

C: 75-05-8
acetonitrile

D: acetamide sulfate

Conditions

Conditions	Yield
Dehydration; sulfation; silylation; Heating;	A 69% B 5% C 94% D 99%

...Expand

: 372-09-8
cyanoacetic acid

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
copper(I) oxide In N,N-dimethyl-formamide at 110 - 120℃; for 0.5h; Product distribution / selectivity;	98.3%
copper(I) oxide In dimethyl sulfoxide at 110 - 120℃; for 0.5h; Product distribution / selectivity;	95%
zinc at 110 - 120℃; for 3h; Product distribution / selectivity;	93.1%
iron(III) chloride In N,N-dimethyl-formamide at 110 - 120℃; for 0.5h; Product distribution / selectivity;	92.7%
Raney nickel In N,N-dimethyl-formamide at 110 - 120℃; for 3h; Product distribution / selectivity;	89.8%

: 80490-53-5
4-decyl-4-hydroxy-3-methylisoxazoline-5-one

A: 80490-57-9
2-ketododecanoic acid

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With 2,6-dichloro-benzonitrile In benzene for 0.5h; Heating;	A 98% B n/a

: 80490-54-6
4-dodecyl-4-hydroxy-3-methylisoxazoline-5-one

A: 25575-65-9
2-oxotetradecanoic acid

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With 2,6-dichloro-benzonitrile In benzene for 0.5h; Heating;	A 98% B n/a

: 15038-48-9, 17731-95-2
fac-[Mo(CO)3(acetonitrile)3]

: 2-{N,N-bis(2-diphenylphosphinoethyl)amino}-tetrahydro-2H-1,3,2-oxazaphosphorin-2-oxide

: ((+/-)-2-{N,N-bis(2-diphenylphosphinoethyl)amino}-tetrahydro-2H-1,3,2-oxazaphosphorin-2-oxide-P,P',N)-{tricarbonylmolybdenum(0)}*0.5THF

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In tetrahydrofuran exclusion of air and moisture; addn. of soln. of org. compd. in THF to soln. of Mo-compd. in THF with stirring, refluxing (8 h), cooling (room temp.); filtn., washing (pentane), drying (2 h, vac.); elem. anal.;	A 96.2% B n/a

...Expand

: 16800-47-8, 30958-95-3
fac-[W(CO)3(MeCN)3]

: 2-{N,N-bis(2-diphenylphosphinoethyl)amino}-tetrahydro-2H-1,3,2-oxazaphosphorin-2-oxide

: ((+/-)-2-{N,N-bis(2-diphenylphosphinoethyl)amino}-tetrahydro-2H-1,3,2-oxazaphosphorin-2-oxide-P,P',N)-{tricarbonyltungsten(0)}*0.5THF

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In tetrahydrofuran exclusion of air and moisture; addn. of soln. of org. compd. in THF to soln. of W-compd. in THF with stirring, refluxing (8 h), cooling (room temp.); filtn., washing (pentane), drying (2 h, vac.); elem. anal.;	A 96% B n/a

...Expand

: 60-35-5
acetamide

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With zeolite HZSM-5 In water at 350℃; Product distribution; var. zeolites; also at 400 deg C;	95%
With sulfur dioxide; oxygen at 65℃; for 0.666667h; Temperature;	95%
at 215℃; for 1h; Temperature;	83%

: 64-19-7
acetic acid

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With ammonium hydroxide at 500 - 600℃; for 3h;	95%
With ammonia; silica gel at 500℃;
With iron(III) oxide; ammonia at 425℃;

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 75-07-0
acetaldehyde

A: 3453-83-6
mesitylene sulfonic acid

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 16h; Product distribution;	A 95% B n/a

...Expand

: 4222-23-5
3-bromo-3-methyldiazirine

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With tetrabutylammoniun azide at -1.3℃; Rate constant;	95%

: 30043-13-1
2,4-bis(4-ethoxycarbonylphenyl)-2,4-dithioxo-1,3,2λ5,4λ5-dithiadiphosphetane

: 10416-58-7
N,N-bis(trimethylsilyl)acetamide

A: 138172-30-2
O,S-bis(trimethylsilyl)-4-ethoxyphenyldithiophosphonate

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
at 50℃; for 2.5h;	A 80.8% B 95%

...Expand

: 56-41-7
L-alanin

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With ammonium bromide In methanol; water Electrochemical reaction;	94%
With perchloric acid; N,N-Dichlorobenzenesulfonamide In methanol; water at 29.9℃; Rate constant; Kinetics; Thermodynamic data; other amino acids; var. temp. and conditions; ΔH(excit.), ΔS(excit.), ΔG(excit.), Ea; equilibrium constant;
With perchloric acid; N,N-Dichlorobenzenesulfonamide; sodium perchlorate In water; acetic acid at 39.9℃; Rate constant; Kinetics; Thermodynamic data; var. temp. and conditions; Ea, ΔH(excit.), ΔS(excit.), ΔG(excit.);

: 143-33-9
sodium cyanide

: 77-78-1
dimethyl sulfate

: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With PEG400 for 5h; Heating;	94%

: 133672-21-6
carbonyl(acetonitrile)bis(1,2-bis(dimethylphosphino)ethane)manganese(I) tetraphenylborate

: 100-47-0
benzonitrile

: 133672-19-2
carbonyl(benzonitrile)bis(1,2-bis(dimethylphosphino)ethane)manganese(I) tetraphenylborate

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In benzonitrile at 70°C for 1.5 h; added diethyl ether; pptd.;	A n/a B 94%

...Expand

4-benzyl-4-hydroxy-3-methylisoxazoline-5-one: 4-benzyl-4-hydroxy-3-methylisoxazoline-5-one

A

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With 2,6-dichloro-benzonitrile In benzene for 1h; Heating;	A 92.7% B n/a

: 21797-13-7
tetrakis(acetonitrile)palladium(II) tetrafluoroborate

: 109-89-7
diethylamine

: 127469-78-7
trans-bis(N,N-diethylcarbamato)bis(diethylamine)palladium(II)

B: diethylammonium tetrafluoroborate

C: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With CO2 In toluene satn. of NHEt2 in toluene with CO2 at room temp. and atm. pressure, addn. of the Pd compd. and stirring for 8 h; concn. (vac.), filtn. under CO2, evapn. to dryness (vac.) and recrystn. from n-heptane; elem. anal.;	A 92% B n/a C n/a

...Expand

: (3aR*)-pentacarbonyl[thioacetimidic acid (3-ethoxy-4,5,6,7,-tetrahydro-3aH-inden-1-yl) ester-N]tungsten

A: (3aR*,7aS*)-pentacarbonyl(3-ethoxy-3a,4,5,6,7,7a-hexahydroindene-3-thione-S)tungsten

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In dichloromethane decomposition in dichloromethane soln. at 50°C for 5 h;	A 92% B n/a

: 10416-58-7
N,N-bis(trimethylsilyl)acetamide

A: 138172-29-9
O,S-bis(trimethylsilyl)-4-methoxyphenyldithiophosphonate

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
at 20℃; for 168h;	A 68.2% B 90.9%

...Expand

: NiOs3H3(1+)*C5H5(1-)*8CO*CH3CN=(C5H5)NiOs3H3(CO)8(CH3CN)

A: NiOs3H3(1+)*C5H5(1-)*9CO=(C5H5)NiOs3H3(CO)9

B: NiOs3H3(1+)*C5H5(1-)*8CO*C2(P(C6H5)2)2=(C5H5)NiOs3H3(CO)8(C2(P(C6H5)2)2)

C: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In hexane The complex and a slight excess of C2(PPh2)2 were refluxed in hexane (N2) for 3 min. Decompn. was observed.; The reaction soln. was filtered and concd. to small vol. under reduced pressure then subjected to preparative thin layer chromy. (silica gel; light petroleum/diethyl ether).;	A n/a B 90% C n/a

...Expand

: (3aR*)-pentacarbonyl[thioacetimidic acid (3-ethoxy-4,5,6,7,8-pentahydro-3aH-azulen-1-yl) ester-N]tungsten

A: (3aR*,8aS*)-pentacarbonyl(3-ethoxy-4,5,6,7,8,8a-hexahydro-3aH-azulene-1-thione-S)tungsten

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In dichloromethane decomposition in dichloromethane soln. at 50°C for 5 h;	A 90% B n/a

: [(η5-C5H2-1,2,4-Me3)2Hf(CN)](μ-O)[(η5-C5H2-1,2,4-Me3)2Hf(NCO)]

: 333-27-7
methyl trifluoromethanesulfonate

A: [(η5-C5H2-1,2,4-Me3)2Hf(OTf)](μ-O)[(η5-C5H2-1,2,4-Me3)2Hf(NCO)]

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
In toluene at 23℃; for 18h;	A 90% B n/a

...Expand

: 104-46-1
anethole

A

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; ammonium bicarbonate In methanol; water at 36℃; for 12h; Sealed tube;	A 90% B n/a

: tetrakis(acetonitrile)copper(I)tetrafluoroborate

: bis(cyclopentadienyl)(phenylthiolato)2molybdenum

A {(C5H5)2Mo(μ-SPh)2Cu(PPh3)2}BF4: {(C5H5)2Mo(μ-SPh)2Cu(PPh3)2}BF4

B: 75-05-8
acetonitrile

Conditions

Conditions	Yield
With P(C6H5)3 In acetone under N2, Cu-compd. in acetone and PPh3 stirred for 15 min at room temp., addn. to a soln. of Mo-compd. in acetone, stirred for 2 h; filtered, concd. in vac., addn. of ether, pptn. washed with benzene and ether, recrystn. (CH2Cl2/ether); elem. anal.;	A 88% B n/a

...Expand

: 87439-92-7
4,7-diaza-3,8-di(1-methylpropyl)deca-2,8-diene-1,10-dinitrile

A: 29782-33-0
3-cyanomethylene-2-ethyl-2-methyl-4-(1-methylpropylidene)cyclobutanecarbonitrile

B: 54956-98-8
2-(1-methylpropyl)-2-imidazoline

C: 75-05-8
acetonitrile

Conditions

Conditions	Yield
at 300℃;	A 0.45 g B 87% C 73%

...Expand

: 93-58-3
benzoic acid methyl ester

: 75-05-8
acetonitrile

: 614-16-4
Benzoylacetonitrile

Conditions

Conditions	Yield
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: benzoic acid methyl ester In tetrahydrofuran; hexane at -78 - -45℃; for 3h;	100%
Stage #1: acetonitrile With sodium hydride In dimethyl sulfoxide at 20℃; for 0.333333h; Cooling with ice; Stage #2: benzoic acid methyl ester In dimethyl sulfoxide at 20℃; for 2h;	98%
Stage #1: acetonitrile With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 0.333333h; Cooling with ice; Stage #2: benzoic acid methyl ester In mineral oil for 2h;	98%

: 75-05-8
acetonitrile

: 75-65-0
tert-butyl alcohol

: 762-84-5
N-tert-butylacetamide

Conditions

Conditions	Yield
With Selectfluor; Diphenylphosphine oxide at 60℃; for 24h; Ritter Amidation;	100%
With 1-methyl-3-(4-sulfonylbutyl)-1H-imidazol-3-ium trifluoromethanesulfonate at 70℃; for 8h; Ritter reaction; Inert atmosphere; Ionic liquid;	95%
With HClO4-functionalized silica-coated magnetic nanoparticles [γ-Fe2O3@SiO2-HClO4] at 20℃; for 4h; Ritter reaction; Neat (no solvent);	94%

: 75-05-8
acetonitrile

: 461-98-3
4-amino-2,6-dimethylpyrimidine

Conditions

Conditions	Yield
With potassium tert-butylate; dihydrogen peroxide In water at 120℃; for 12h; Sealed tube;	100%
With magnesium at 120 - 130℃; for 14h;	93%
With sodium methylate at 150℃; for 14h;	90%

: 75-05-8
acetonitrile

: 118493-85-9, 117771-39-8, 1141922-26-0
acetamide oxime

Conditions

Conditions	Yield
With hydroxylamine monohydrate In ethanol at 90℃; for 3h; Sealed tube;	100%
With hydroxylamine hydrochloride; potassium carbonate In ethanol for 20h; Reflux;	82.4%
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water at 55℃; for 0.5h; Sonication;	81%

: 501-65-5
diphenyl acetylene

: 75-05-8
acetonitrile

: 14224-99-8
2-methyl-4,5-diphenyloxazole

Conditions

Conditions	Yield
Stage #1: acetonitrile With tetrabutylammonium tetrafluoroborate; water; iodine; acetic acid for 2.68333h; Electrolysis; Stage #2: diphenyl acetylene for 1.08333h; Reagent/catalyst; Electrolysis;	100%
With 1-Chloro-4-iodobenzene; bis(trifluoromethanesulfonyl)amide; 3-chloro-benzenecarboperoxoic acid at 20℃; for 24h; Inert atmosphere; regioselective reaction;	81%
With trifluorormethanesulfonic acid; benzenetellurinyl trifluoromethanesulfonate for 2h; Heating;	75%
With iodosylbenzene; bis(trifluoromethanesulfonyl)amide at 0 - 20℃; for 20h; Reagent/catalyst; Temperature; Time; Inert atmosphere;	73%
With iodosylbenzene; bis(trifluoromethanesulfonyl)amide at 20℃; for 20h; Reagent/catalyst; Temperature; regioselective reaction;	73%

: 700-58-3
2-Adamantanone

: 75-05-8
acetonitrile

: 38121-89-0
2-adamantaneylideneacetonitrile

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide for 10h; Reflux;	100%
With potassium hydroxide for 12h; Heating;	86%
With perhydrodibenzo-18-crown-6; potassium hydroxide Heating;	80%
With potassium hydroxide In dimethyl sulfoxide for 10h; Reflux;

: 19791-95-8, 19791-97-0, 16555-77-4
α-hydroxyhippuric acid

: 75-05-8
acetonitrile

: 128600-16-8
1-Benzamido-1-acetamidoacetic acid

Conditions

Conditions	Yield
With trichlorophosphate at 80℃; for 0.08h;	100%

: 75-05-8
acetonitrile

: 333-27-7
methyl trifluoromethanesulfonate

: 76893-86-2
N-methylacetonitrilium trifluoromethanesulphonate

Conditions

Conditions	Yield
for 18h; Ambient temperature;	100%
	94%
In dichloromethane at 70 - 80℃; for 0.166667h; Product distribution; other temperature, time; a series of nitriles investigated;	78%
In benzene for 0.333333h; Heating;	57%

: 75-05-8
acetonitrile

: 557-66-4
ethanamine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen In propan-1-ol; water at 60 - 70℃; under 375.038 Torr; for 18h; Flow reactor;	100%
Stage #1: acetonitrile With cobalt pivalate; 1,1,3,3-Tetramethyldisiloxane; tert-butylisonitrile at 80℃; for 24h; Stage #2: With hydrogenchloride In diethyl ether at 20℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Temperature; Time;	96%
With hydrogenchloride; lithium borohydride; chloro-trimethyl-silane In tetrahydrofuran for 24h; Ambient temperature;	75%
Stage #1: acetonitrile With ammonium hydroxide; hydrogen; cobalt(II) diacetate tetrahydrate; zinc trifluoromethanesulfonate; zinc In methanol at 120℃; under 30003 Torr; for 15h; Sealed tube; Autoclave; Stage #2: With hydrogenchloride In diethyl ether	48%
Stage #1: acetonitrile With [2,6-η6:η1-bis(2,4,6-trimethylphenyl)phenylthiolato]triethylphosphineruthenium(II)tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; diethylphenylsilane at 20℃; for 18h; Glovebox; Inert atmosphere; Stage #2: With hydrogenchloride In diethyl ether at 20℃; for 1h; Glovebox; Inert atmosphere;	34%

: 4187-87-5
1-Phenyl-2-propyn-1-ol

: 75-05-8
acetonitrile

: 123772-66-7
N-(α-phenylpropargyl)acetamide

Conditions

Conditions	Yield
With sulfuric acid; sodium sulfate at -25 - 20℃; for 48h; Inert atmosphere;	100%
With sulfuric acid; sodium sulfate at -20 - 20℃; for 48h; Inert atmosphere;	97%
With sulfuric acid; sodium sulfate at -20 - 20℃; for 48h; Substitution; Ritter reaction;	91%

: 1109-15-5
tris(pentafluorophenyl)borate

: 75-05-8
acetonitrile

: 212619-93-7
tris(perfluorophenyl)borane-acetonitrile adduct

Conditions

Conditions	Yield
Inert atmosphere; Sealed tube;	100%
In pentane Ar-atmosphere; pptn. Lewis base dropwise addn., stirring (room temp., 2 h); filtering, washing (pentane), drying (vac.); elem. anal.;	94%
In acetonitrile; pentane stirring at room temp. for 1 h; evapn., drying (vac., 1E-5 Torr, room temp.); elem. anal.;	89%
In pentane Schlenk techniques; MeCN added to suspn. of B(C6F5)3 (molar ratio 3.4:1) in pentane; stirred for 1 h; filtered; ppt. dried in vac.;	78%
With 2,6-dimethylpyridine In toluene N2 glove box; mixt. 2,6-lutidine, B(C6F5)3 and MeCN (1:1:1 mol) in toluene stirred for 20 min; evapd. (vac.); NMR;

: 104-94-9
4-methoxy-aniline

: 75-05-8
acetonitrile

A: 15144-80-6
N,N-diethyl-4-methoxyaniline

B: 104-48-3
4-methoxy-N-ethylaniline

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In water at 20℃; for 0.7h;	A n/a B 100%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 18h;

...Expand

: 108-44-1
1-amino-3-methylbenzene

: 75-05-8
acetonitrile

A: 102-27-2
N-ethyl-m-toulidine

B N,N-diethyl-m-toluidine: N,N-diethyl-m-toluidine

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In water at 20℃; for 0.8h;	A 100% B n/a

...Expand

: 24313-88-0
3,4,5-Trimethoxyaniline

: 75-05-8
acetonitrile

: 163629-15-0
N-ethyl-3,4,5-trimethoxyaniline

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 22h;	100%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 22h;	100%

: 106-95-6
allyl bromide

: 75-05-8
acetonitrile

: 872278-20-1
2,2-bis(2-propenyl)-4-pentenenitrile

Conditions

Conditions	Yield
Multistep reaction;	100%
Stage #1: acetonitrile With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.25h; Stage #2: allyl bromide In tetrahydrofuran at -78 - 20℃; Stage #3: allyl bromide Further stages;	81%
Stage #1: acetonitrile With lithium diisopropyl amide In tetrahydrofuran at -78℃; Stage #2: allyl bromide In tetrahydrofuran at 20℃;

: 50490-74-9
Chlor(dimesityl)silan

: 75-05-8
acetonitrile

: 88589-59-7
bis(2,4,6-trimethylphenyl)silanol

Conditions

Conditions	Yield
Stage #1: dimesitylchlorosilane; acetonitrile With n-butyllithium In tetrahydrofuran at -78 - 20℃; Stage #2: With water; hydroxide at 22℃; Further stages.;	100%

: 556-24-1
methyl 3-methylbutanoate

: 75-05-8
acetonitrile

: 64373-43-9
5-methyl-3-oxo-hexanenitrile

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 5.5h; Heating / reflux;	100%
With sodium hydride In tetrahydrofuran for 5.5h; Heating / reflux;	100%
With sodium hydride In tetrahydrofuran; mineral oil at 70℃; for 15h;	98%

: 3430-17-9
2-bromo-3-picoline

: 75-05-8
acetonitrile

: 38203-11-1
(3-methyl-pyridin-2-yl)-acetonitrile

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 2.08333h;	100%
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 4h;	91%

: 33309-88-5
palladium(0)bis(tricyclohexylphosphine)

: 75-05-8
acetonitrile

: N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate

: trans-[(Cy3P)2Pd(H)(MeCN)][B(C6F5)4]

Conditions

Conditions	Yield
at 20℃; Product distribution / selectivity;	100%

...Expand

: 545401-38-5, 59840-38-9
bis(tricyclohexylphosphine)palladium diacetate

: lithium(etherate)2.5 tetrakis(pentafluorophenyl)borate

: 75-05-8
acetonitrile

: trans-[Pd(OAc)(P(Cy)3)2(MeCN)][B(C6F5)4]

Conditions

Conditions	Yield
for 3h;	100%

...Expand

: 164019-42-5
Pd(O2CPh)2(P(Cy)3)2

: lithium(etherate)2.5 tetrakis(pentafluorophenyl)borate

: 75-05-8
acetonitrile

: trans-(acetonitrile)(benzoato)bis(tricyclohexylphosphine)palladium(II) tetrakis(pentafluorophenyl)borate

Conditions

Conditions	Yield
In dichloromethane for 15h;	100%

...Expand

: 851368-19-9
Pd(O2C-t-Bu)2(P(Cy)3)2

: lithium(etherate)2.5 tetrakis(pentafluorophenyl)borate

: 75-05-8
acetonitrile

: trans-(acetonitrile)(trimethylacetato)bis(tricyclohexylphosphine)palladium(II) tetrakis(pentafluorophenyl)borate

Conditions

Conditions	Yield
In dichloromethane for 5h;	100%

...Expand

: 383-63-1
ethyl trifluoroacetate,

: 75-05-8
acetonitrile

: 110234-68-9
3-cyano-1,1,1-trifluoroacetone

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 70℃; for 15h; Reflux;	100%
Stage #1: acetonitrile With sodium hydride In 1,4-dioxane at 0 - 20℃; Stage #2: ethyl trifluoroacetate, In 1,4-dioxane at 20 - 100℃; for 5.5h;	74%
With sodium hydride In tetrahydrofuran Heating / reflux;

: 75-05-8
acetonitrile

methyl 9-[(tert-butyldimethylsilyl)oxy]-10-oxo-12(Z),15(Z)-octadecadienate: 359643-46-2
methyl 9-[(tert-butyldimethylsilyl)oxy]-10-oxo-12(Z),15(Z)-octadecadienate

: 359643-47-3
(12Z,15Z)-methyl 9-hydroxy-10-oxooctadeca-12,15-dienoate

Conditions

Conditions	Yield
With hydrogen fluoride	100%

Ac2 O: Ac2 O

: 75-05-8
acetonitrile

: 57-27-2
MORPHIN

: 3-acetylmorphine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In methanol; dichloromethane; water; toluene	100%

...Expand

: 5043-02-7
6-methoxy-2-naphthoic acid methyl ester

: 75-05-8
acetonitrile

: 92163-27-4
3-(6-methoxy-naphthalen-2-yl)-3-oxo-propionitrile

Conditions

Conditions	Yield
Stage #1: 6-methoxy-2-naphthoic acid methyl ester; acetonitrile With sodium hydride In toluene at 90℃; for 18h; Stage #2: With hydrogenchloride; water In toluene pH=3;	100%
Stage #1: 6-methoxy-2-naphthoic acid methyl ester With sodium hydride In toluene at 90℃; Stage #2: acetonitrile In toluene at 90℃; Stage #3: With hydrogenchloride In water pH=3;	100%
Stage #1: 6-methoxy-2-naphthoic acid methyl ester; acetonitrile With sodium hydride In toluene at 90℃; for 18h; Stage #2: With hydrogenchloride; water pH=3;	100%

: 2150-38-1
methyl 3,4-dimethoxybenzoate

: 75-05-8
acetonitrile

: 4640-69-1
ω-cyano-3,4-dimethoxyacetophenone

Conditions

Conditions	Yield
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: methyl 3,4-dimethoxybenzoate In tetrahydrofuran; hexane at -78 - -45℃; Further stages.;	100%
With sodium hydride In tetrahydrofuran for 6h; Cooling with ice; Reflux;	96%

: 1076-38-6
4-hydroxy[1]benzopyran-2-one

: 1122-91-4
4-bromo-benzaldehyde

: 75-05-8
acetonitrile

: 1092452-47-5
N-[(4-bromophenyl)(4-hydroxy-2-oxo-2H-chromen-3-yl)methyl]acetamide

Conditions

Conditions	Yield
With chlorosulfonic acid at 20℃; for 1h;	100%
Stage #1: 4-hydroxy[1]benzopyran-2-one; 4-bromo-benzaldehyde; acetonitrile With phosphorus pentaoxide; Hexamethyldisiloxane at 20℃; for 3h; Stage #2: With water cooling; Further stages.;	90%

...Expand

Acetonitrile Consensus Reports

Related NITRILES propionitrile, BUTYRONITRILE
Related compounds acetic acid, acetamide, ethylamine

Acetonitrile Specification

The Acetonitrile, with the register number 75-05-8, is a kind of colorless transparent liquid. Acetonitrile is the chemical compound with the formula CH₃CN. It also can be called Cyanomethane and Methyl cyanide . It is produced mainly as a byproduct of acrylonitrile manufacture, and can also be produced by many other methods, but these are of no commercial importance as of 2002. Starting in October 2008, the worldwide supply of Acetonitrile was low because Chinese production was shut down for the Olympics. In inorganic chemistry, acetonitrile is employed as a solvent and often an easily displaceable ligand. It has only a modest toxicity, but it can be metabolised to produce hydrogen cyanide (see below), which is the source of the observed toxic effects. In common with other nitriles, acetonitrile can be metabolised in microsomes, especially in the liver, to produce hydrogen cyanide, as was first shown by Pozzani et al.

Physical properties about Acetonitrile are: (1)ACD/LogP: -0.334; (2)ACD/LogD (pH 5.5): -0.33; (3)ACD/LogD (pH 7.4): -0.33; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5):15.68; (7)ACD/KOC (pH 7.4): 15.68; (8)#H bond acceptors: 1; (9)Index of Refraction: 1.331; (10)Molar Refractivity: 11.228 cm³; (11)Molar Volume: 54.932 cm³; (12)Polarizability: 4.451 10-24cm³; (13)Surface Tension: 22.7880001068115 dyne/cm; (14)Density: 0.747 g/cm³; (15)Flash Point: 5.556 °C; (16)Enthalpy of Vaporization: 29.75 kJ/mol; (17)Boiling Point: 63.452 °C at 760 mmHg; (18)Vapour Pressure: 170.996002197266 mmHg at 25°C

Uses of Acetonitrile: Acetonitrile is used mainly as a solvent in the purification of butadiene in refineries. It is widely used in battery applications because of its relatively high dielectric constant and ability to dissolve electrolytes. For similar reasons it is a popular solvent in cyclic voltammetry.Industrially, it is used as a solvent for the manufacture of pharmaceuticals and photographic film.

When you are using this chemical, please be cautious about it as the following:
1. Keep away from sources of ignition - No smoking;
2. Wear suitable protective clothing and gloves;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4. Wear suitable protective clothing, gloves and eye/face protection;
5. Take off immediately all contaminated clothing;
6. Wear suitable protective clothing;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C2H3N/c1-2-3/h1H3;
(2)InChIKey=WEVYAHXRMPXWCK-UHFFFAOYSA-N;
(3)SmilesC(C)#N;

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LC50	inhalation	18gm/m3 (18000mg/m3)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 16, 1982.
cat	LD50	oral	200mg/kg (200mg/kg)		Zentralblatt fuer Arbeitsmedizin und Arbeitsschutz. Vol. 19, Pg. 225, 1969.
child	TDLo	oral	800mg/kg (800mg/kg)	BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: NAUSEA OR VOMITING	American Journal of Emergency Medicine. Vol. 9, Pg. 268, 1991.
dog	LCLo	inhalation	16000ppm/4H (16000ppm)		Journal of Occupational Medicine. Vol. 1, Pg. 634, 1959.
frog	LDLo	subcutaneous	9100mg/kg (9100mg/kg)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE	Archives Internationales de Pharmacodynamie et de Therapie. Vol. 5, Pg. 161, 1899.
guinea pig	LC50	inhalation	5655ppm/4H (5655ppm)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BLOOD: HEMORRHAGE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Journal of Occupational Medicine. Vol. 1, Pg. 634, 1959.
guinea pig	LD50	oral	177mg/kg (177mg/kg)		Journal of Occupational Medicine. Vol. 1, Pg. 634, 1959.
human	TCLo	inhalation	160ppm/4H (160ppm)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 65, 1969.
mammal (species unspecified)	LD50	oral	1670mg/kg (1670mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974.
man	TDLo	oral	64mg/kg (64mg/kg)	BEHAVIORAL: EXCITEMENT	Journal of Toxicology, Clinical Toxicology. Vol. 29, Pg. 447, 1991.
man	TDLo	oral	571mg/kg (571mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Acta Pharmacologica et Toxicologica, Supplementun. Vol. 41, Pg. 340, 1977.
mouse	LC50	inhalation	2693ppm/1H (2693ppm)	LIVER: OTHER CHANGES	Clinical Toxicology. Vol. 18, Pg. 991, 1981.
mouse	LD50	intraperitoneal	175mg/kg (175mg/kg)	SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Toxicology and Applied Pharmacology. Vol. 59, Pg. 589, 1981.
mouse	LD50	intravenous	612mg/kg (612mg/kg)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 16, 1982.
mouse	LD50	oral	269mg/kg (269mg/kg)		Archives of Toxicology. Vol. 55, Pg. 47, 1984.
mouse	LD50	subcutaneous	4480mg/kg (4480mg/kg)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 16, 1982.
rabbit	LC50	inhalation	2828ppm/4H (2828ppm)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BLOOD: HEMORRHAGE BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)	Journal of Occupational Medicine. Vol. 1, Pg. 634, 1959.
rabbit	LD50	oral	50mg/kg (50mg/kg)		Zentralblatt fuer Arbeitsmedizin und Arbeitsschutz. Vol. 19, Pg. 225, 1969.
rabbit	LD50	skin	> 2gm/kg (2000mg/kg)		International Journal of Toxicology. Vol. 19, Pg. 363, 2000.
rabbit	LDLo	subcutaneous	105mg/kg (105mg/kg)		Archives Internationales de Pharmacodynamie et de Therapie. Vol. 36, Pg. 455, 1929.
rat	LC50	inhalation	7551ppm/8H (7551ppm)	BLOOD: HEMORRHAGE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)	Journal of Occupational Medicine. Vol. 1, Pg. 634, 1959.
rat	LD50	intraperitoneal	850mg/kg (850mg/kg)		Journal of Occupational Medicine. Vol. 1, Pg. 634, 1959.
rat	LD50	intravenous	1680mg/kg (1680mg/kg)		Journal of Occupational Medicine. Vol. 1, Pg. 634, 1959.
rat	LD50	oral	2460mg/kg (2460mg/kg)		Union Carbide Data Sheet. Vol. 3/18/1965,
rat	LD50	parenteral	1100mg/kg (1100mg/kg)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 16, 1982.
rat	LD50	subcutaneous	3500mg/kg (3500mg/kg)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 16, 1982.
women	TDLo	oral	500mg/kg (500mg/kg)	LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP BEHAVIORAL: COMA	Postgraduate Medical Journal. Vol. 73, Pg. 299, 1997.

Product Name

Acetonitrile

Synthetic route

Acetonitrile Consensus Reports

Acetonitrile Specification

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