Product Name

  • Name

    Trimethylsilyl cyanide

  • EINECS 231-657-3
  • CAS No. 7677-24-9
  • Article Data62
  • CAS DataBase
  • Density 0.802 g/cm3
  • Solubility reacts with water
  • Melting Point 8-11 °C(lit.)
  • Formula C4H9NSi
  • Boiling Point 118.499 °C at 760 mmHg
  • Molecular Weight 99.2077
  • Flash Point 1.111 °C
  • Transport Information UN 3384 6.1/PG 1
  • Appearance clear colorless to yellow liquid
  • Safety 16-36/37/39-45-61-26
  • Risk Codes 11-26/27/28-29-50/53
  • Molecular Structure Molecular Structure of 7677-24-9 (Trimethylsilyl cyanide)
  • Hazard Symbols FlammableF,VeryT+,ToxicT,DangerousN
  • Synonyms Silane,cyanotrimethyl- (6CI);Cyanotrimethylsilane;Trimethylcyanosilane;Trimethylsilanecarbonitrile;Trimethylsilyl nitrile;Trimethylsilylcarbonitrile;Trimethylsilycyanide;
  • PSA 23.79000
  • LogP 1.38738

Synthetic route

bis(trimethylsilyl)sulphate
18306-29-1

bis(trimethylsilyl)sulphate

potassium cyanide
151-50-8

potassium cyanide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one at 200℃;96%
at 170 - 200℃;89%
trimethylsilyl bromide
2857-97-8

trimethylsilyl bromide

bis(triphenylphosphine)iminium cyanide
65300-07-4

bis(triphenylphosphine)iminium cyanide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

Conditions
ConditionsYield
at 20℃; for 1h;93%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

potassium cyanide
151-50-8

potassium cyanide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium iodide for 12h; Ambient temperature;88%
With PEG400; zinc(II) iodide In dichloromethane at 20℃; for 20h;86%
With 1-methyl-pyrrolidin-2-one; potassium iodide for 72h; Ambient temperature;78%
benzyl thiocyanate
3012-37-1

benzyl thiocyanate

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

benzyl trifluoromethyl sulfide
351-60-0

benzyl trifluoromethyl sulfide

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran 0 deg C, 5 min then rt., 2.5 h;A n/a
B 87%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

sodium cyanide
143-33-9

sodium cyanide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

Conditions
ConditionsYield
With PEG400; zinc(II) iodide In dichloromethane at 20℃; for 16h;83%
With PEG400; zinc(II) iodide In dichloromethane at 20℃; for 4h; sonification;80%
With sodium iodide solvent: N-methyl-2-pyrrolidone;70%
With 1-methyl-pyrrolidin-2-one; AMBERLITE XAD-4 for 0.05h; Ambient temperature;
trimethylsilyl iodide
16029-98-4

trimethylsilyl iodide

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

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

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

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

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

Conditions
ConditionsYield
In benzene at 65℃; for 36h;A n/a
B 81%
terephthalonitrile
623-26-7

terephthalonitrile

2-methallyltrimethylsilane
18292-38-1

2-methallyltrimethylsilane

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

4-(2-methyl-2-propenyl)benzonitrile
97780-97-7

4-(2-methyl-2-propenyl)benzonitrile

Conditions
ConditionsYield
In acetonitrile Irradiation;A n/a
B 80%
octyl thiocyanate
19942-78-0

octyl thiocyanate

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

n-octyll trifluoromethyl sulfide
134776-65-1

n-octyll trifluoromethyl sulfide

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran 0 deg C, 5 min then rt., 2.5 h;A n/a
B 76%
ethyl isothiocyanate
542-90-5

ethyl isothiocyanate

diethyl trimethylsilyl phosphite
13716-45-5

diethyl trimethylsilyl phosphite

A

O,O,S-triethyl phosphorothioate
1186-09-0

O,O,S-triethyl phosphorothioate

B

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

Conditions
ConditionsYield
at 100 - 110℃; for 1h;A 75%
B n/a
at 100 - 110℃; for 1h; Yields of byproduct given;
1-octaneselenocyanate
81328-78-1

1-octaneselenocyanate

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

octyl(trifluoromethyl)selane

octyl(trifluoromethyl)selane

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran 0 deg C, 5 min then rt., 2.5 h;A n/a
B 75%
hexamethyldisilathiane
3385-94-2

hexamethyldisilathiane

dicyanodimethylsilane
5158-09-8

dicyanodimethylsilane

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

Conditions
ConditionsYield
for 15h; Heating;72%
methyl thiocyanate
556-64-9

methyl thiocyanate

diisopropyl trimethylsily phosphite
24350-54-7

diisopropyl trimethylsily phosphite

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

O,O-diisopropyl S-methyl phosphorothioate
22907-64-8

O,O-diisopropyl S-methyl phosphorothioate

Conditions
ConditionsYield
at 100 - 110℃; for 1h;A n/a
B 70%
at 100 - 110℃; for 1h; Yields of byproduct given;
phenyl thiocyanate
5285-87-0

phenyl thiocyanate

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

phenyl trifluoromethylsulfide
456-56-4

phenyl trifluoromethylsulfide

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran 0 deg C, 5 min then rt., 2.5 h;A n/a
B 70%
benzyl selenocyanate
4671-93-6

benzyl selenocyanate

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

{[(trifluoromethyl)selanyl]methyl}benzene
186047-38-1

{[(trifluoromethyl)selanyl]methyl}benzene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran 0 deg C, 5 min then rt., 2.5 h;A n/a
B 70%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

silver(I) cyanide
506-64-9

silver(I) cyanide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

Conditions
ConditionsYield
68%
phthalonitrile
91-15-6

phthalonitrile

allyl-trimethyl-silane
762-72-1

allyl-trimethyl-silane

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

2-allylbenzonitrile
61463-61-4

2-allylbenzonitrile

Conditions
ConditionsYield
In acetonitrile Irradiation;A n/a
B 67%
terephthalonitrile
623-26-7

terephthalonitrile

allyl-trimethyl-silane
762-72-1

allyl-trimethyl-silane

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

4-allylbenzonitrile
51980-05-3

4-allylbenzonitrile

Conditions
ConditionsYield
In acetonitrile Irradiation;A n/a
B 66%
2-propyl thiocyanate
625-59-2

2-propyl thiocyanate

diisopropyl trimethylsily phosphite
24350-54-7

diisopropyl trimethylsily phosphite

A

O,O,S-triisopropyl phosphorothioate
63785-58-0

O,O,S-triisopropyl phosphorothioate

B

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

Conditions
ConditionsYield
at 100 - 110℃; for 1h;A 64%
B n/a
at 100 - 110℃; for 1h; Yields of byproduct given;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

Conditions
ConditionsYield
With AMBERLITE XAD-4; sodium cyanide In various solvent(s) at 25℃; for 0.5h;61%
With NaCN impregnated on Amberlite XAD-4 In acetonitrile at 60℃; for 1.5h; Product distribution; effect of other reagent, other solvents, reaction time and temperature;95 % Chromat.
phenyl selenocyanate
2179-79-5

phenyl selenocyanate

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

phenyl trifluoromethylselenide
5173-02-4

phenyl trifluoromethylselenide

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran 0 deg C, 5 min then rt., 2.5 h;A n/a
B 58%
4-nitrophenyl thiocyanate
2137-92-0

4-nitrophenyl thiocyanate

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

p-nitrophenyl trifluoromethyl sulfide
403-66-7

p-nitrophenyl trifluoromethyl sulfide

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran 0 deg C, 5 min then rt., 2.5 h;A n/a
B 58%
2-methallyltrimethylsilane
18292-38-1

2-methallyltrimethylsilane

phthalonitrile
91-15-6

phthalonitrile

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

2-(2-methyl-2-propenyl)benzonitrile
97780-98-8

2-(2-methyl-2-propenyl)benzonitrile

Conditions
ConditionsYield
In acetonitrile Irradiation;A n/a
B 44%
potassium cyanide
151-50-8

potassium cyanide

tris(trimethylsilyl)polyphosphate

tris(trimethylsilyl)polyphosphate

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

Conditions
ConditionsYield
150 to 200 deg C;42%
thiocyanatocyclohexane
4251-13-2

thiocyanatocyclohexane

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

cyclohexyl(trifluoromethyl)sulfane
6476-52-4

cyclohexyl(trifluoromethyl)sulfane

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran 0 deg C, 5 min then rt., 2.5 h;A n/a
B 33%
1-methyl-1H-pyrrol-2-yl thiocyanate
18519-25-0

1-methyl-1H-pyrrol-2-yl thiocyanate

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

A

1-methyl-2-trifluoromethylsulfanyl-pyrrole
58679-52-0

1-methyl-2-trifluoromethylsulfanyl-pyrrole

B

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran 0 deg C, 5 min then rt., 2.5 h;A 32%
B n/a
(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

1,3-dimethoxy-4-thiocyanatobenzene

1,3-dimethoxy-4-thiocyanatobenzene

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

2,4-dimethoxy-1-[(trifluoromethyl)sulfanyl]benzene
66476-29-7

2,4-dimethoxy-1-[(trifluoromethyl)sulfanyl]benzene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran 0 deg C, 5 min then rt., 2.5 h;A n/a
B 30%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

hydrogen cyanide
74-90-8

hydrogen cyanide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

Conditions
ConditionsYield
With lithium
(i) LiH, ether, (ii) /BRN= 1209232/; Multistep reaction;
hexamethyldisilathiane
3385-94-2

hexamethyldisilathiane

silver(I) cyanide
506-64-9

silver(I) cyanide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

trimethylsilyl bromide
2857-97-8

trimethylsilyl bromide

silver(I) cyanide
506-64-9

silver(I) cyanide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

cyclohexanone
108-94-1

cyclohexanone

1-trimethylsilanyloxycyclohexanecarbonitrile
24731-36-0

1-trimethylsilanyloxycyclohexanecarbonitrile

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 20℃; for 4h; Inert atmosphere;100%
With MgAlCO3-HT In n-heptane for 0.0833333h; Ambient temperature;99%
With tris(2-hydroxyethyl)amine-N-oxide; N-benzyl-N,N-dimethylphenylmethylammonium bromide In dichloromethane at 23℃; for 16h;99%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

2-(4-nitrophenyl)-2-[(trimethylsilyl)oxy]acetonitrile
71189-80-5

2-(4-nitrophenyl)-2-[(trimethylsilyl)oxy]acetonitrile

Conditions
ConditionsYield
With 2Zn(2+)*10H2O*3C10H8N2*2H(1+)*Co2Mo10H4O38(6-) In neat (no solvent) at 25℃; for 7h; Reagent/catalyst; Inert atmosphere;100%
With C42H50Mg2N4 In benzene-d6 at 25℃; Glovebox; Inert atmosphere;99%
With cobalt incorporated covalent organic framework of 2,3-dihydroxyterephthalohydrazide with triformylphloroglucinol (NUS-51-Co) In dichloromethane at 24.84℃; for 10h; Catalytic behavior;99%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

benzaldehyde
100-52-7

benzaldehyde

phenyl(trimethylsiloxy)acetonitrile
25438-37-3

phenyl(trimethylsiloxy)acetonitrile

Conditions
ConditionsYield
tris(bis(trimethylsilyl)amido)samarium(III) In tetrahydrofuran at 0℃; for 4h;100%
With lithium tetrafluoroborate In acetonitrile at 20℃; for 2h;100%
iron(III) chloride In nitromethane at 0℃; for 0.5h;100%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

acetaldehyde
75-07-0

acetaldehyde

2-<(trimethylsilyl)oxy>propanenitrile
41309-99-3

2-<(trimethylsilyl)oxy>propanenitrile

Conditions
ConditionsYield
With Zr(IV) metal-organic framework with 1,4-benzenedicarboxylate in anhydrous form In dichloromethane at 40℃; for 46h; Inert atmosphere; Reflux;100%
With Eu2(benzene-1,2,3,4,5,6-hexacarboxylate)(H2O)3 In acetonitrile at 20 - 100℃; for 3h;99%
With Mn(5-((4-(tetrazol-5-yl)benzyl)oxy)isophthalic acid)2(H2O)2 In neat (no solvent) at 20℃; Catalytic behavior; Reagent/catalyst;99%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

propionaldehyde
123-38-6

propionaldehyde

2-<(trimethylsilyl)oxy>butanenitrile
24731-32-6

2-<(trimethylsilyl)oxy>butanenitrile

Conditions
ConditionsYield
With trans-{(iBu)2ATIGeiPr}2Pt(CN)2 In chloroform-d1 at 50℃; for 2h; Catalytic behavior; Schlenk technique; Glovebox;100%
With C29H38AlN4O2(1+)*CF3O3S(1-) at 20℃; for 0.0833333h; Catalytic behavior; Inert atmosphere; Schlenk technique;99%
With Mn(5-((4-(tetrazol-5-yl)benzyl)oxy)isophthalic acid)2(H2O)2 In neat (no solvent) at 20℃; Catalytic behavior; Reagent/catalyst;99%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

succinoyl dichloride
543-20-4

succinoyl dichloride

Succinyl Dicyanide
63979-84-0

Succinyl Dicyanide

Conditions
ConditionsYield
With chloro-trimethyl-silane at 20℃; for 72h; Inert atmosphere;100%
for 168h; Ambient temperature;63%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

cyclododecanone
830-13-7

cyclododecanone

1-trimethylsilyloxy-1-cyclododecanecarbonitrile
50361-51-8

1-trimethylsilyloxy-1-cyclododecanecarbonitrile

Conditions
ConditionsYield
With zinc(II) iodide100%
With lithium perchlorate; tetraethylammonium perchlorate In dichloromethane Ambient temperature; electrolysis: 0.28 F/mol;95%
With n-butyllithium In tetrahydrofuran; hexane for 2h; Ambient temperature;90.6%
With zinc(II) iodide
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose
6974-32-9

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2,3,5-tri-O-benzoyl-β-D-ribofuranosyl-1-carbonitrile
23316-67-8

2,3,5-tri-O-benzoyl-β-D-ribofuranosyl-1-carbonitrile

Conditions
ConditionsYield
With tin(IV) chloride100%
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; stereoselective reaction;100%
With boron trifluoride diethyl etherate In nitromethane Ambient temperature;87%
oxirane
75-21-8

oxirane

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

3-trimethylsilanyloxypropionitrile
42202-44-8

3-trimethylsilanyloxypropionitrile

Conditions
ConditionsYield
With isopropoxydiisobutylaluminum In hexane Product distribution; Ambient temperature; other oxiranes; var. Lewis acids; var. solvents; var. temperatures;100%
With aluminum isopropoxide 1.) RT, 2 h, 2.) RT, 15 h; Yield given. Multistep reaction;
trimethylene oxide
503-30-0

trimethylene oxide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

4-<(trimethylsilyl)oxy>butyronitrile
72049-81-1

4-<(trimethylsilyl)oxy>butyronitrile

Conditions
ConditionsYield
With diethylaluminium chloride for 18h; Ambient temperature;100%
furfural
98-01-1

furfural

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2-(2-furyl)-2-(trimethylsilyloxy)acetonitrile
40861-56-1

2-(2-furyl)-2-(trimethylsilyloxy)acetonitrile

Conditions
ConditionsYield
With Eu2(benzene-1,2,3,4,5,6-hexacarboxylate)(H2O)3 In acetonitrile at 20 - 100℃; for 1h;100%
With 1-methoxy-2-methyl-1-(trimethylsiloxy)propene at 19℃; for 10h;99%
With potassium phtalimide at 20℃; for 1.16667h; solvent-free;99%
4-methylpyridine-1-oxide
1003-67-4

4-methylpyridine-1-oxide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2-Cyano-4-methylpyridin
1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
With N,N-Dimethylcarbamoyl chloride In dichloromethane for 120h; Ambient temperature;100%
Stage #1: 4-methylpyridine-1-oxide; trimethylsilyl cyanide With N,N-Dimethylcarbamoyl chloride In dichloromethane at 20℃; for 24h;
Stage #2: With potassium carbonate In dichloromethane; water for 0.5h;
96%
With triethylamine In acetonitrile at 100 - 110℃; for 20h;89%
2-methylpyridine N-oxide
931-19-1

2-methylpyridine N-oxide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2-Cyano-6-methylpyridine
1620-75-3

2-Cyano-6-methylpyridine

Conditions
ConditionsYield
With N,N-Dimethylcarbamoyl chloride In dichloromethane for 120h; Ambient temperature;100%
With dimethylcarbamide chloride In dichloromethane at 20℃; for 24h;98%
With N,N-Dimethylcarbamoyl chloride In Nitroethane at 20℃; for 22h;28%
3-methyl-butan-2-one
563-80-4

3-methyl-butan-2-one

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2,3-dimethyl-2-((trimethylsilyl)oxy)butanenitrile
883726-88-3

2,3-dimethyl-2-((trimethylsilyl)oxy)butanenitrile

Conditions
ConditionsYield
With trans-{(iBu)2ATIGeiPr}2Pt(CN)2 In chloroform-d1 at 50℃; for 6h; Catalytic behavior; Schlenk technique; Glovebox;100%
With C29H38AlN4O2(1+)*CF3O3S(1-) In neat (no solvent) at 20℃; for 0.0833333h; Catalytic behavior; Inert atmosphere; Schlenk technique;99%
With C48H40N8Sm(1-)*C16H32LiO4(1+) at 20℃; for 4h; Inert atmosphere; Schlenk technique;99%
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

(E)-4-phenyl-2-(trimethylsiloxy)but-3-enenitrile
100573-50-0, 40326-21-4, 79248-45-6

(E)-4-phenyl-2-(trimethylsiloxy)but-3-enenitrile

Conditions
ConditionsYield
With zinc(II) iodide In dichloromethane at 20℃; for 2h; Addition;100%
With 1-methoxy-2-methyl-1-(trimethylsiloxy)propene at 19℃; for 36h;99%
With tin-tungsten mixed oxide, Sn/W molar ratio = 2, calcined at 800 °C In 1,2-dichloro-ethane at 22 - 23℃; for 1h; Inert atmosphere;99%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

o-chlorobenzoyl chloride
609-65-4

o-chlorobenzoyl chloride

2-Cyano-3-(o-chlorobenzoyl)-2,3-dihydrobenzothiazole

2-Cyano-3-(o-chlorobenzoyl)-2,3-dihydrobenzothiazole

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane100%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

benzoyl chloride
98-88-4

benzoyl chloride

3-benzoyl-2,3-dihydro-2-benzothiazolecarbonitrile
95479-51-9

3-benzoyl-2,3-dihydro-2-benzothiazolecarbonitrile

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane other aroyl chlorides;100%
With aluminium trichloride In dichloromethane100%
With aluminium trichloride In dichloromethane for 72h; Ambient temperature;50%
With aluminium trichloride In dichloromethane44%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

2,3-dihydro-3-(4-methylbenzoyl)-2-benzothiazolecarbonitrile
95479-50-8

2,3-dihydro-3-(4-methylbenzoyl)-2-benzothiazolecarbonitrile

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane100%
With aluminium trichloride In dichloromethane for 72h; Ambient temperature;87%
With aluminium trichloride In dichloromethane for 72h; Ambient temperature;86%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

ortho-toluoyl chloride
933-88-0

ortho-toluoyl chloride

2-Cyano-3-o-toluoyl-2,3-dihydrobenzothiazole

2-Cyano-3-o-toluoyl-2,3-dihydrobenzothiazole

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane100%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

p-tert-butyl benzoyl chloride
1710-98-1

p-tert-butyl benzoyl chloride

2-Cyano-3-(p-tert-butylbenzoyl)-2,3-dihydrobenzothiazole

2-Cyano-3-(p-tert-butylbenzoyl)-2,3-dihydrobenzothiazole

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane100%
4-tert-butylpyridine N-oxide
23569-17-7

4-tert-butylpyridine N-oxide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

4-tert-butyl-2-cyanopyridine
42205-73-2

4-tert-butyl-2-cyanopyridine

Conditions
ConditionsYield
With N,N-Dimethylcarbamoyl chloride In dichloromethane at 20℃;100%
With triethylamine In acetonitrile at 100℃; for 25h;97%
With N,N-Dimethylcarbamoyl chloride In dichloromethane for 24h; Ambient temperature;
With N,N-Dimethylcarbamoyl chloride In dichloromethane cyanidation;
glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

(+/-)-ethyl 2-cyano-2-hydroxyacetate
137622-41-4

(+/-)-ethyl 2-cyano-2-hydroxyacetate

Conditions
ConditionsYield
With sodium acetate buffer In ethanol; water for 0.166667h; Ambient temperature;100%
With sodium acetate; acetic acid In ethanol for 0.166667h; Ambient temperature;1.29 g
Stage #1: glyoxylic acid ethyl ester With copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃; for 0.25h;
Stage #2: trimethylsilyl cyanide In dichloromethane at 20℃; for 18h;
γ-carboline
244-69-9

γ-carboline

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

benzoyl chloride
98-88-4

benzoyl chloride

5-benzoyl-γ-carboline hydrochloride

5-benzoyl-γ-carboline hydrochloride

Conditions
ConditionsYield
In dichloromethane for 18h;100%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

5-Isopropenyl-2-methyl-3-trimethylsilanyloxy-cyclohex-2-enecarbonitrile
75983-86-7

5-Isopropenyl-2-methyl-3-trimethylsilanyloxy-cyclohex-2-enecarbonitrile

Conditions
ConditionsYield
With triethylaluminum In tetrahydrofuran for 6h; Heating;100%
heptanal
111-71-7

heptanal

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2-(trimethylsiloxy)octanenitrile
93554-94-0

2-(trimethylsiloxy)octanenitrile

Conditions
ConditionsYield
With [Sc3(3,5-disulfobenzoic acid)2(μ-O2H3)(μ-OH)2(H2O)2] In neat (no solvent) at 40℃; for 2h; Catalytic behavior; Schlenk technique; Inert atmosphere;100%
With 2Zn(2+)*10H2O*3C10H8N2*2H(1+)*Co2Mo10H4O38(6-) In neat (no solvent) at 25℃; for 7h; Reagent/catalyst; Inert atmosphere;100%
With tin-tungsten mixed oxide, Sn/W molar ratio = 2, calcined at 800 °C In 1,2-dichloro-ethane at 22 - 23℃; for 0.5h; Inert atmosphere;99%
hexan-1-amine
111-26-2

hexan-1-amine

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

4,4'-[decane-1,10-diylbis(oxy)]dibenzaldehyde
87367-65-5

4,4'-[decane-1,10-diylbis(oxy)]dibenzaldehyde

(4-{10-[4-(Cyano-hexylamino-methyl)-phenoxy]-decyloxy}-phenyl)-hexylamino-acetonitrile
145100-47-6

(4-{10-[4-(Cyano-hexylamino-methyl)-phenoxy]-decyloxy}-phenyl)-hexylamino-acetonitrile

Conditions
ConditionsYield
In dichloromethane for 120h;100%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

3-oxo-propionic acid ethyl ester
34780-29-5

3-oxo-propionic acid ethyl ester

(+/-)-ethyl 3-cyano-3-hydroxypropionate
132839-91-9

(+/-)-ethyl 3-cyano-3-hydroxypropionate

Conditions
ConditionsYield
With sodium hydroxide; acetic acid In ethanol; water100%
With sodium acetate buffer In ethanol; water for 1h; Ambient temperature;98%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

1-Adamantanecarbaldehyde
2094-74-8

1-Adamantanecarbaldehyde

adamantan-1-yltrimethylsilanyloxy-acetonitrile
79671-70-8

adamantan-1-yltrimethylsilanyloxy-acetonitrile

Conditions
ConditionsYield
With zinc(II) iodide100%
With zinc(II) iodide In dichloromethane at 0℃; for 1h;75.3%
With zinc(II) iodide at 20℃; for 150h;
With zinc(II) iodide In chloroform for 1h;
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

bicyclo[3.3.1]nonane-2,6-dione
16473-11-3

bicyclo[3.3.1]nonane-2,6-dione

2,6-Bis(trimethylsilyloxy)bicyclo<3.3.1>nonan-2,6-dicarbonitril
75993-72-5

2,6-Bis(trimethylsilyloxy)bicyclo<3.3.1>nonan-2,6-dicarbonitril

Conditions
ConditionsYield
With zinc(II) iodide In dichloromethane at 40℃; for 0.5h;100%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

5-Methoxy-1-tetralone
33892-75-0

5-Methoxy-1-tetralone

1-cyano-1-(trimethylsilyloxy)-5-methoxy-1,2,3,4-tetrahydronaphthalene
124921-27-3

1-cyano-1-(trimethylsilyloxy)-5-methoxy-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With zinc(II) iodide In benzene at 25℃; for 3h;100%
With zinc(II) iodide for 48h; Ambient temperature;
With zinc(II) iodide

Trimethylsilyl cyanide Specification

The Silanecarbonitrile,trimethyl-, with the CAS registry number 7677-24-9, is also known as Cyanotrimethylsilane. It belongs to the product categories of Small molecule; Si (Classes of Silicon Compounds); Si-(C)4 Compounds; Silicon Compounds (for Synthesis); Synthetic Organic Chemistry. Its EINECS number is 231-657-3. This chemical's molecular formula is C4H9NSi and molecular weight is 99.21. What's more, its systematic name is trimethylsilanecarbonitrile. It is sentive to moisture, and it is a kind of flammable liquid so that it should be sealed and stored in containers with dry inert gas at the temperature of 0 - 6 °C. Moreover, it should be protected from oxides, acids and water. This chemical is prepared by the reaction of lithium cyanide and trimethylsilyl chloride. It is used in organic synthesis as the equivalent of hydrogen cyanide. 

Physical properties of Silanecarbonitrile,trimethyl- are: (1)ACD/LogP: 1.27; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.267; (4)ACD/LogD (pH 7.4): 1.267; (5)ACD/BCF (pH 5.5): 5.404; (6)ACD/BCF (pH 7.4): 5.404; (7)ACD/KOC (pH 5.5): 116.432; (8)ACD/KOC (pH 7.4): 116.432; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 23.79 Å2; (13)Index of Refraction: 1.388; (14)Molar Refractivity: 29.211 cm3; (15)Molar Volume: 123.682 cm3; (16)Polarizability: 11.58×10-24cm3; (17)Surface Tension: 19.154 dyne/cm; (18)Density: 0.802 g/cm3; (19)Flash Point: 1.111 °C; (20)Enthalpy of Vaporization: 35.672 kJ/mol; (21)Boiling Point: 118.499 °C at 760 mmHg; (22)Vapour Pressure: 16.624 mmHg at 25°C.

Preparation: this chemical can be prepared by potassium cyanide and trimethyl chlorosilicane by heating. The reaction time is 16 hours. The yield is about 71%.

(CH3)3SiCl  +  KCN  →  (CH3)3SiCN   +  KCl

Uses of Silanecarbonitrile,trimethyl-: it can be used to produce 2-phenyl-2-trimethylsilanyloxy-propionitrile at the temperature of 20 °C. It will need reagent InBr3 and solvent CH2Cl2 with the reaction time of 3 hours. The yield is about 90%.

Silanecarbonitrile,trimethyl- can be used to produce 2-phenyl-2-trimethylsilanyloxy-propionitrile at the temperature of 20 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable, so you should keep it away from sources of ignition - No smoking. It is very toxic by inhalation, in contact with skin and if swallowed. When contacted with water, it will react violently with water and liberate toxic gas. It is very toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible). You should avoid releasing it to the environment just refering to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1S/C4H9NSi/c1-6(2,3)4-5/h1-3H3
(2)InChIKey: LEIMLDGFXIOXMT-UHFFFAOYSA-N
(3)Canonical SMILES: C[Si](C)(C)C#N

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