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| CAS No.: | 7677-24-9 |
|---|---|
| Name: | Trimethylsilyl cyanide |
| Molecular Structure: | |
|
|
|
| Formula: | C4H9NSi |
| Molecular Weight: | 99.2077 |
| Synonyms: | Silane,cyanotrimethyl- (6CI);Cyanotrimethylsilane;Trimethylcyanosilane;Trimethylsilanecarbonitrile;Trimethylsilyl nitrile;Trimethylsilylcarbonitrile;Trimethylsilycyanide; |
| EINECS: | 231-657-3 |
| Density: | 0.802 g/cm3 |
| Melting Point: | 8-11 °C(lit.) |
| Boiling Point: | 118.499 °C at 760 mmHg |
| Flash Point: | 1.111 °C |
| Solubility: | reacts with water |
| Appearance: | clear colorless to yellow liquid |
| Hazard Symbols: |
 F, T+, T, N
|
| Risk Codes: | 11-26/27/28-29-50/53 |
| Safety: | 16-36/37/39-45-61-26 |
| Transport Information: | UN 3384 6.1/PG 1 |
| PSA: | 23.79000 |
| LogP: | 1.38738 |
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| Conditions | Yield |
|---|---|
| With 1-methyl-pyrrolidin-2-one at 200℃; | 96% |
| at 170 - 200℃; | 89% |
- 2857-97-8
trimethylsilyl bromide
- 65300-07-4
bis(triphenylphosphine)iminium cyanide
- 7677-24-9
trimethylsilyl cyanide
| Conditions | Yield |
|---|---|
| at 20℃; for 1h; | 93% |
| Conditions | Yield |
|---|---|
| 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% |
- 3012-37-1
benzyl thiocyanate
- 81290-20-2
(trifluoromethyl)trimethylsilane
A
- 7677-24-9
trimethylsilyl cyanide
B
- 351-60-0
benzyl trifluoromethyl sulfide
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In tetrahydrofuran 0 deg C, 5 min then rt., 2.5 h; | A n/a B 87% |
| Conditions | Yield |
|---|---|
| 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; |
- 16029-98-4
trimethylsilyl iodide
A
- 7677-24-9
trimethylsilyl cyanide
| Conditions | Yield |
|---|---|
| In benzene at 65℃; for 36h; | A n/a B 81% |
- 623-26-7
terephthalonitrile
- 18292-38-1
2-methallyltrimethylsilane
A
- 7677-24-9
trimethylsilyl cyanide
B
- 97780-97-7
4-(2-methyl-2-propenyl)benzonitrile
| Conditions | Yield |
|---|---|
| In acetonitrile Irradiation; | A n/a B 80% |
- 19942-78-0
octyl thiocyanate
- 81290-20-2
(trifluoromethyl)trimethylsilane
A
- 7677-24-9
trimethylsilyl cyanide
B
- 134776-65-1
n-octyll trifluoromethyl sulfide
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In tetrahydrofuran 0 deg C, 5 min then rt., 2.5 h; | A n/a B 76% |
- 542-90-5
ethyl isothiocyanate
- 13716-45-5
diethyl trimethylsilyl phosphite
A
- 1186-09-0
O,O,S-triethyl phosphorothioate
B
- 7677-24-9
trimethylsilyl cyanide
| Conditions | Yield |
|---|---|
| at 100 - 110℃; for 1h; | A 75% B n/a |
| at 100 - 110℃; for 1h; Yields of byproduct given; |
- 81328-78-1
1-octaneselenocyanate
- 81290-20-2
(trifluoromethyl)trimethylsilane
A
- 7677-24-9
trimethylsilyl cyanide
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In tetrahydrofuran 0 deg C, 5 min then rt., 2.5 h; | A n/a B 75% |
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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%.
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