1,1,3,3-Tetramethylguanidine

1,1,3,3-Tetramethylguanidine
Names
Preferred IUPAC name
N,N,N,N-Tetramethylguanidine
Identifiers
3D model (JSmol)
969608
ChemSpider
ECHA InfoCard 100.001.185
EC Number
  • 201-302-7
MeSH 1,1,3,3-tetramethylguanidine
UNII
UN number 2920
  • InChI=1S/C5H13N3/c1-7(2)5(6)8(3)4/h6H,1-4H3 Y
    Key: KYVBNYUBXIEUFW-UHFFFAOYSA-N Y
  • CN(C)C(=N)N(C)C
Properties
C5H13N3
Molar mass 115.180 g·mol−1
Appearance Colourless liquid
Density 918 mg mL−1
Melting point −30 °C (−22 °F; 243 K)
Boiling point 160 to 162 °C (320 to 324 °F; 433 to 435 K)
Miscible
Vapor pressure 30 Pa (at 20 °C)
Acidity (pKa) 13.0±1.0 (pKa of conjugate acid in water)
1.469
Hazards
GHS labelling:
Danger
H226, H302, H314
P280, P305+P351+P338, P310
Flash point 60 °C (140 °F; 333 K)
Explosive limits 1–7.5%
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Tetramethylguanidine is an organic compound with the formula HNC(N(CH3)2)2. This colourless liquid is a strong base, as judged by the high pKa of its' conjugate acid.

It was originally prepared from tetramethylthiourea via S-methylation and amination, but alternative methods start from cyanogen iodide.