Bis (2-dimethylaminoethyl) methylamine

Structural formula
General
Surname	Bis (2-dimethylaminoethyl) methylamine
other names	Pentamethylethylene triamine; Methyl bis (2-dimethylaminoethyl) amine; N , N , N ', N ' ', N ' '-pentamethyldiethylenetriamine; PMDTA;
Molecular formula	C 9 H 23 N 3
Brief description	colorless liquid with an amine-like odor
External identifiers / databases
EC number	221-201-1
ECHA InfoCard	100.019.275
PubChem	18196
Wikidata	Q965311
properties
Molar mass	173.30 g mol −1
Physical state	liquid
density	0.829 g cm −3
Melting point	<−18 ° C
boiling point	199 ° C
Vapor pressure	0.3 hPa (20 ° C)
solubility	miscible with water
Refractive index	1.442 (20 ° C)
safety instructions
H and P phrases	H: 302-311-314
	P: 260-280-301 + 312 + 330-303 + 361 + 353-304 + 340 + 310-305 + 351 + 338
Toxicological data	232 mg kg −1 ( LD 50 , rabbit , transdermal ) ; 1350 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

Bis (2-dimethylaminoethyl) methylamine is a chemical compound from the group of aliphatic amines .

Extraction and presentation

Bis (2-dimethylaminoethyl) methylamine can be obtained from diethylenetriamine by the Eschweiler-Clarke reaction using formaldehyde and formic acid .

{\ displaystyle \ mathrm {[H_ {2} N (CH_ {2}) _ {2}] _ {2} NH + 5 \ CH_ {2} O + 5 \ HCO_ {2} H}}

{\ displaystyle \ mathrm {\ longrightarrow [Me_ {2} NCH_ {2} CH_ {2}] _ {2} NMe + 5 \ CO_ {2} +5 \ H_ {2} O}}

properties

Bis (2-dimethylaminoethyl) methylamine is a flammable, hardly inflammable, colorless liquid with an amine-like odor that is miscible with water. Your aqueous solution reacts strongly alkaline.

use

Bis (2-dimethylaminoethyl) methylamine is used as a ligand for various scientific studies (for example with organolithium compounds ).

safety instructions

The vapors of bis (2-dimethylaminoethyl) methylamine can form an explosive mixture with air ( flash point 77 ° C, ignition temperature 155 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on bis (2-dimethylaminoethyl) methylamine in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
↑ ^a ^b Data sheet N, N, N ′, N ′ ′, N ′ ′ - Pentamethyldiethylenetriamine, 99% from Sigma-Aldrich , accessed on December 27, 2016 ( PDF ).
↑ Entry on bis (2-dimethylaminoethyl) (methyl) amine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on December 27, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ A. Marxer, K. Miescher: About the stepwise quaternization of aliphatic polyamines. New compounds with ganglion-blocking effect. In: Helvetica Chimica Acta. 34, 1951, p. 924, doi : 10.1002 / hlca.19510340327 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on bis (2-dimethylaminoethyl) methylamine in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .

[Sigma-2] Data sheet N, N, N ′, N ′ ′, N ′ ′ - Pentamethyldiethylenetriamine, 99% from Sigma-Aldrich , accessed on December 27, 2016 ( PDF ).

[CLP_100.019.275-3] Entry on bis (2-dimethylaminoethyl) (methyl) amine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on December 27, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[DOI10.1002/hlca.19510340327-4] A. Marxer, K. Miescher: About the stepwise quaternization of aliphatic polyamines. New compounds with ganglion-blocking effect. In: Helvetica Chimica Acta. 34, 1951, p. 924, doi : 10.1002 / hlca.19510340327 .