Dipropylamine

Structural formula
General
Surname	Dipropylamine
other names	Di- N -propylamine; N -dipropylamine; DNPA;
Molecular formula	C 6 H 15 N
Brief description	colorless, volatile, corrosive, highly flammable liquid with an ammonia-like odor
External identifiers / databases
EC number	205-565-9
ECHA InfoCard	100.005.060
PubChem	8902
Wikidata	Q410621
properties
Molar mass	101.19 g mol −1
Physical state	liquid
density	0.74 g cm −3
Melting point	−40 ° C or −63 ° C
boiling point	105 ° C or 110 ° C
Vapor pressure	24 h Pa (20 ° C); 42.1 hPa (30 ° C); 70.1 hPa (40 ° C); 112 hPa (50 ° C);
solubility	poor in water (30 g l −1 at 36 ° C); soluble in ethanol, benzene and ethyl acetate;
Refractive index	1.4049 (20 ° C)
safety instructions
H and P phrases	H: 225-302-311-331-314-335
	P: 210-280-301 + 330 + 331-303 + 361 + 353-305 + 351 + 338-310
Toxicological data	300 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

Dipropylamine is a chemical compound from the group of secondary, aliphatic amines .

Occurrence

Dipropylamine is naturally found in tobacco leaves and in industrial waste. In the wild, it decomposes quickly.

Extraction and presentation

Dipropylamine, by hydrogenation of propionitrile using a rhodium catalyst are obtained.

properties

Dipropylamine has a viscosity of 0.5 mPa · s at 25 ° C and a pH value of 11.25 at a temperature of 25 ° C and a concentration of 1 g · l ⁻¹ .

use

Dipropylamine is used as an intermediate in the manufacture of herbicides (e.g. oryzalin , prodiamine and trifluralin ), drugs and zeolites .

safety instructions

Dipropylamine vapors can form an explosive mixture with air ( flash point 7 ° C, ignition temperature 260 ° C). Contact with nitrosating agents can lead to the formation of carcinogenic nitrosamines .

Web links

Entry on dipropylamine . In: P. J. Linstrom, W. G. Mallard (Eds.): NIST Chemistry WebBook, NIST Standard Reference Database Number 69 . National Institute of Standards and Technology , Gaithersburg MD .
Entry on dipropylamine in the ChemIDplus database of the United States National Library of Medicine (NLM) .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on dipropylamine in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
↑ ^a ^b Entry on Dipropylamine. In: Römpp Online . Georg Thieme Verlag, accessed on December 6, 2017.
↑ ^a ^b ^c Datasheet Dipropylamine (PDF) from Merck , accessed on February 23, 2010.
↑ OXEA Chemicals PRODUCT HANDLING GUIDE: Di-n-Propylamine
↑ Dipropylamine data sheet from Sigma-Aldrich , accessed on February 23, 2010 ( PDF ).

↑ Entry on Dipropylamine 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 .

^ Philip H. Howard: Handbook of Environmental Fate and Exposure Data For Organic Chemicals, Volume 5 . CRC Press, 1997, ISBN 0-87371-976-X , pp. 177 (English, limited preview in Google Book Search).

^ Paul N. Rylander, Hydrogenation Methods , ISBN 0-12-605365-0 .

↑ Patent DE60003338 : Synthesis of crystalline silicoaluminophosphates. Applied on December 28, 2000 , published on April 29, 2004 , applicant: ExxonMobil , inventor: Machteld M. Mertens. ‌

↑ Fabrication of smallest single-walled carbon nanotubes in molecular sieves; doi: 10.1016 / j.micromeso.2009.04.016 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on dipropylamine in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .

[Roempp-2] Entry on Dipropylamine. In: Römpp Online . Georg Thieme Verlag, accessed on December 6, 2017.

[merck-3] Datasheet Dipropylamine (PDF) from Merck , accessed on February 23, 2010.

[4] OXEA Chemicals PRODUCT HANDLING GUIDE: Di-n-Propylamine

[sigma-5] Dipropylamine data sheet from Sigma-Aldrich , accessed on February 23, 2010 ( PDF ).

[CLP_100.005.060-6] Entry on Dipropylamine 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 .

[icc-7] Philip H. Howard: Handbook of Environmental Fate and Exposure Data For Organic Chemicals, Volume 5 . CRC Press, 1997, ISBN 0-87371-976-X , pp. 177 (English, limited preview in Google Book Search).

[8] Paul N. Rylander, Hydrogenation Methods , ISBN 0-12-605365-0 .

[9] Patent DE60003338 : Synthesis of crystalline silicoaluminophosphates. Applied on December 28, 2000 , published on April 29, 2004 , applicant: ExxonMobil , inventor: Machteld M. Mertens. ‌

[10] Fabrication of smallest single-walled carbon nanotubes in molecular sieves; doi: 10.1016 / j.micromeso.2009.04.016 .