TETRABUTYLAMMONIUM CYANIDE Chemical Properties

Melting point:

89-92 °C(lit.)

storage temp. 

Storage temp. 2-8°C

solubility 

Methanol (Slightly), Water (Slightly)

form 

Solid

color 

Pale Yellow to Pale Beige

BRN 

3598808

Stability:

Hygroscopic

InChI

InChI=1S/C16H36N.CN/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-2/h5-16H2,1-4H3;/q+1;-1

InChIKey

KRRBFUJMQBDDPR-UHFFFAOYSA-N

SMILES

[N+](CCCC)(CCCC)(CCCC)CCCC.N#[C-]

EPA Substance Registry System

1-Butanaminium, N,N,N-tributyl-, cyanide (10442-39-4)

Safety Information

Hazard Codes 

T+,N

Risk Statements 

26/27/28-32-50/53

Safety Statements 

7-28-29-45-60-61

RIDADR 

UN 2811 6.1/PG 2

WGK Germany 

3

F 

3-10

TSCA 

TSCA listed

HazardClass 

6.1(b)

PackingGroup 

III

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials

Hazard Classifications

Acute Tox. 1 Dermal
Acute Tox. 2 Inhalation
Acute Tox. 2 Oral
Aquatic Acute 1
Aquatic Chronic 1

MSDS

• Language:English Provider:SigmaAldrich

TETRABUTYLAMMONIUM CYANIDE Usage And Synthesis

Uses

Tetrabutylammonium cyanide is commonly used as a catalyst for the synthesis of organic compounds such as multisubstituted dihydrofurans and pyrrolo[2,?1-?a]?isoquinolines.

Uses

Tetrabutylammonium cyanide (TBACN) can be used as a source of cyanide ion for colorimetric studies.
It can be employed as a reactant in the preparation of:

• Tetrabutylammonium fluoride (TBAF), which can be used to remove silyl ether protecting groups.
• Rhenium-based single-chain magnets, (DMF)₄MReCl₄(CN)₂ (M = Mn, Fe, Co, Ni).
• Phosphorescent blue light-emitting anionic iridium complexes.

Synthesis

In a flask of 2 L capacity equipped with a stirring device and a dropping funnel, 200 ml of dichloromethane, 67.6 g (200 mmol) of tetrabutylammonium sulfoxide were added and stirred, to which 4 M of was added. NaOH aqueous solution 50 ml and stirred. Pre-addition was made dropwise through a dropping funnel to this dichloromethane solution of dissolved After 10 g (204 mmol) of sodium cyanide in 20 ml of water, the solution was stirred at room temperature (25??C) for 30 minutes. The resulting suspension was filtered and the filtrate was concentrated to give 58.7 g of crude tetrabutylamine cyanide in oil form.

TETRABUTYLAMMONIUM CYANIDE(10442-39-4)Related Product Information

• Borane tert-butylamine complex
• Tetrabutylammonium tribromide
• Sodium erythorbate
• Tetrabutylammonium hexafluorophosphate
• Tetrabutylammonium iodide
• TETRAETHYLAMMONIUM CYANIDE
• ammonium cyanide
• TETRABUTYLAMMONIUM CYANIDE