Trimethylsilyl cyanide Chemical Properties

Melting point:

8-11 °C(lit.)

Boiling point:

114-117 °C(lit.)

Density 

0.793 g/mL at 20 °C(lit.)

refractive index 

n20/D 1.392(lit.)

Flash point:

34 °F

storage temp. 

0-6°C

solubility 

Miscible with organic solvents.

form 

liquid

Water Solubility 

reacts

Sensitive 

Moisture Sensitive

BRN 

1737612

InChIKey

LEIMLDGFXIOXMT-UHFFFAOYSA-N

CAS DataBase Reference

7677-24-9(CAS DataBase Reference)

EPA Substance Registry System

Silanecarbonitrile, trimethyl- (7677-24-9)

Safety Information

Hazard Codes 

F,T+,T,N

Risk Statements 

11-26/27/28-29-50/53

Safety Statements 

16-36/37/39-45-61-28A-26

RIDADR 

UN 3384 6.1/PG 1

WGK Germany 

3

F 

10-21

Hazard Note 

Highly Flammable/Toxic

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

II

HS Code 

29310095

MSDS

• Language:EnglishProvider:Cyanotrimethylsilane
• Language:EnglishProvider:SigmaAldrich
• Language:EnglishProvider:ACROS
• Language:EnglishProvider:ALFA

Trimethylsilyl cyanide Usage And Synthesis

Chemical Properties

clear colorless to yellow liquid

Uses

Reacts with aldehydes and ketones to give cyanohydrin-TMS ethers which can be reduced to β-aminoethyl alcohols.

Uses

Trimethylsilyl Cyanide is used as a reagent in the synthesis of optically active cyanohydrins. Used in the preparation of Reissert compounds, which represent reactive polyamides. Toxic to humans.

Purification Methods

The material should have only one sharp signal in the 1H NMR (in CCl4 with CHCl3 as internal standard) : 0.4ppm and IR with max at 2210cm
1 [McBride & Beachall J Am Chem Soc 74 5247 1952, Prober J Am Chem Soc 77 3224 1955]; otherwise purify it by fractionating through an 18 x 1/4inch column. [Evers et al. J Am Chem Soc 81 4493 1959.] It has also been carefully distilled using a 60cm vacuum jacketed column. If the volume of sample is small, the cyanide can be chased (in the distillation) with xylene that had been previously distilled over P2O5. It is HIGHLY TOXIC and FLAMMABLE. [Evans et al. J Org Chem 39 914 1974, Beilstein 4 IV 3893.]

Trimethylsilyl cyanide(7677-24-9)Related Product Information

• METHYLSILANE
• Tosylmethyl isocyanide
• Dichloromethylvinylsilane
• POTASSIUM CYANIDE
• HYDROGEN CYANIDE
• Iodotrimethylsilane
• Cyanide
• IRON SILICIDE
• Dichlorodimethylsilane
• TRIMETHYLSILANE
• Trimethylsilyl cyanide
• Bromotrimethylsilane
• MAGNESIUM SILICIDE
• tert-Butyldimethylsilyl chloride
• Chloromethyltrimethylsilane
• N-(Trimethylsilyl)acetamide
• (Trifluoromethyl)trimethylsilane
• sodium cyanide