Sodium Cyanide

General Information:

Structure:

CAS Number: 143-33-9

Molecular Weight: 49.01 g/mol

Appearance: White solid

Chemical Formula: NaCN

Common Uses:

Nucleophile in substitution reactions

Procedure excerpt:

A mixture of the SM (298.0 g, 1.8 mol) and NaCN (154.5 g, 2.1 mol) in DMF (1.2 L) was stirred at RT for 12 h. The mixture was partitioned between H2O and EtOAc. The layers . . .

[full procedure]

Nucleophile in SNAr reactions

Procedure excerpt:

To a stirred solution of the SM (1.6 g, 3.55 mmol) in DMSO (30 mL) was added DABCO (80 mg, 0.71 mmol) and NaCN (209 mg, 4.26 mmol). H2O (10 mL) was added . . .

[full procedure]

Safety:

Sodium cyanide (NaCN) is a highly toxic compound.

References:

1) Patent Reference: WO2016014463, page 91, (6.7 MB)

2) Patent Reference: WO2016011390, page 330, (20.2 MB)

3) Wikipedia: Sodium cyanide (link)

4) www.sigmaaldrich.com: Sodium cyanide (link)