Diisopropylamine

Structural formula
General
Surname	Diisopropylamine
other names	Bis (prop-2-yl) amine DIPA Bis (1-methylethyl) amine
Molecular formula	C 6 H 15 N
Brief description	highly volatile, highly flammable, colorless liquid with an amine-like odor
External identifiers / databases
CAS number 108-18-9 EC number 203-558-5 ECHA InfoCard 100.003.235 PubChem 7912 Wikidata Q420331
Drug information
ATC code	C04 AX37
properties
Molar mass	101.19 g mol −1
Physical state	liquid
density	0.72 g cm −3
Melting point	−61 ° C
boiling point	82 ° C
Vapor pressure	85 h Pa (20 ° C)
solubility	soluble in water (> 30 g l −1 at 20 ° C)
Refractive index	1.392 (20 ° C)
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary danger H and P phrases H: 225-302-331-314-335 P: 210-260-280-310-303 + 361 + 353-305 + 351 + 338-403 + 235
MAK	Switzerland: 5 ml m −3 or 20 mg m −3
Toxicological data	420 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

Diisopropylamine is a chemical compound from the group of secondary, aliphatic amines and dialkylamines .

properties

Diisopropylamine is in the form of a volatile, caustic, highly flammable, colorless liquid with an amine-like odor. It decomposes at higher temperatures, releasing nitrogen oxides .

use

Diisopropylamine is used as a catalyst , solvent and as an intermediate in the production of corrosion inhibitors and other compounds (such as diisopropylethylamine ), as well as in amine washing and in Sonogashira coupling . In medicine , diisopropylamine is used as an arteriolar vasodilator . Diisopropylamine is used in organic chemistry as a starting compound for the production of the weakly nucleophilic strong base lithium diisopropylamide (LDA).

safety instructions

Diisopropylamine forms highly flammable vapor-air mixtures. The compound has a flash point of −7 ° C. The explosion range is between 1.2 vol.% (50 g / m ³ ) as the lower explosion limit (LEL) and 8.5 vol.% (358 g / m ³ ) as the upper explosion limit (UEL). The limit gap width was determined to be 1.02 mm (50 ° C). This results in an assignment to explosion group IIA. The ignition temperature is 285 ° C. The substance therefore falls into temperature class T3. Violent reactions can occur with oxidizing agents , acids , aluminum and organic compounds. When reacting with nitrosating reagents, carcinogenic N -nitrosamines can form.

Derivatives and related compounds

• Lithium diisopropylamide (lithium salt of diisopropylamine)
• Isopropylamine
• Propylamine
• Diisopropylethylamine (Hünig base)
• N -nitroso-diisopropylamine

Individual evidence

1. ↑ ^{a b c d e f g h} Entry on diisopropylamine in the GESTIS substance database of the IFA , accessed on July 23, 2016(JavaScript required) .
2. ↑ Kayelaby: Properties of organic compounds
3. ↑ Entry on Diisopropylamine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
4. ↑ Swiss Accident Insurance Fund (Suva): Limit values ​​- current MAK and BAT values (search for 108-18-9 or diisopropylamine ), accessed on November 2, 2015.
5. ↑ ^{a b} sheet diisopropylamine (PDF) at Merck , accessed on 23 February 2010 .
6. ↑ Stobbe / Baumann, internal medicine, ISBN 3-86126-075-1 .
7. ↑ AP Smith, JJS Lamba, CL Fraser: Efficient Synthesis of Halomethyl-2,2'-Bipyridines: 4,4'-Bis (chloromethyl) -2,2'-Bipyridine In: Organic Syntheses . 78, 2002, p. 82, doi : 10.15227 / orgsyn.078.0082 ; Coll. Vol. 10, 2004, p. 107 ( PDF ).
8. ^ ^{A b c d} E. Brandes, W. Möller: Safety-related parameters - Volume 1: Flammable liquids and gases , Wirtschaftsverlag NW - Verlag für neue Wissenschaft GmbH, Bremerhaven 2003.