1,1,3,3-tetramethylguanidine

Structural formula
General
Surname	1,1,3,3-tetramethylguanidine
Molecular formula	C 5 H 13 N 3
Brief description	colorless liquid with an amine-like odor
External identifiers / databases
EC number	201-302-7
ECHA InfoCard	100.001.185
PubChem	66460
Wikidata	Q4545643
properties
Molar mass	115.18 g mol −1
Physical state	liquid
density	0.92 g cm −3
Melting point	<−30 ° C
boiling point	162 ° C
Vapor pressure	0.26 hPa (25 ° C)
solubility	miscible with water
Refractive index	1.469 (20 ° C)
safety instructions
H and P phrases	H: 226-302-314
	P: 210-280-305 + 351 + 338-310
Toxicological data	835 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

1,1,3,3-Tetramethylguanidine (TMG) is a chemical compound from the group of guanidines .

properties

1,1,3,3-Tetramethylguanidine is a colorless liquid with an amine-like odor that is miscible with water. Your aqueous solution reacts strongly alkaline.

use

1,1,3,3-Tetramethylguanidine is used to prepare alkyl nitriles from alkyl halides and 3'-alkylthymidines from 3'-nitrothymidines. It is also used as a catalyst for polyurethane foam , as a vulcanization accelerator for rubber and also used as a strong base in photochemical reactions and in steroid synthesis in the pharmaceutical industry. It is also suitable as a catalyst for transesterification .

safety instructions

The vapors of 1,1,3,3-tetramethylguanidine can form an explosive mixture with air ( flash point 50 ° C, ignition temperature 350 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 1,1,3,3-tetramethylguanidine in the GESTIS substance database of the IFA , accessed on December 5, 2018(JavaScript required) .
↑ ^a ^b data sheet 1,1,3,3-tetramethylguanidine, 99% from Sigma-Aldrich , accessed on December 5, 2018 ( PDF ).
↑ Data sheet 1,1,3,3-tetramethylguanidine (PDF) from Merck , accessed on December 5, 2018.
↑ Data sheet 1,1,3,3-Tetramethylguanidine, 99% from AlfaAesar, accessed on December 5, 2018 ( PDF )(JavaScript required) .
↑ Georgios Karavalakis, Georgios Anastopoulos, Stamos Stournas: Tetramethylguanidine as an efficient catalyst for transesterification of waste frying oils. In: Applied Energy. 88, 2011, p. 3645, doi : 10.1016 / j.apenergy.2011.03.050 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 1,1,3,3-tetramethylguanidine in the GESTIS substance database of the IFA , accessed on December 5, 2018(JavaScript required) .

[Sigma-2] ta sheet 1,1,3,3-tetramethylguanidine, 99% from Sigma-Aldrich , accessed on December 5, 2018 ( PDF ).

[Merck-3] Data sheet 1,1,3,3-tetramethylguanidine (PDF) from Merck , accessed on December 5, 2018.

[Alfa-4] Data sheet 1,1,3,3-Tetramethylguanidine, 99% from AlfaAesar, accessed on December 5, 2018 ( PDF )(JavaScript required) .

[DOI10.1016/j.apenergy.2011.03.050-5] Georgios Karavalakis, Georgios Anastopoulos, Stamos Stournas: Tetramethylguanidine as an efficient catalyst for transesterification of waste frying oils. In: Applied Energy. 88, 2011, p. 3645, doi : 10.1016 / j.apenergy.2011.03.050 .