n -butylamine

Structural formula
General
Surname	n -butylamine
other names	1-aminobutane; 1-butylamine; Monobutylamine; MBA; Norvalamine;
Molecular formula	C 4 H 11 N
Brief description	colorless to yellowish liquid with a characteristic, ammonia-like odor
External identifiers / databases
EC number	203-699-2
ECHA InfoCard	100.003.364
PubChem	8007
ChemSpider	7716
DrugBank	DB03659
Wikidata	Q421035
properties
Molar mass	73.14 g mol −1
Physical state	liquid
density	0.74 g cm −3
Melting point	−50 ° C
boiling point	78 ° C
Vapor pressure	95.5 h Pa (20 ° C); 155 hPa (30 ° C); 243 hPa (40 ° C); 368 hPa (50 ° C);
solubility	completely miscible with water and ethanol
Refractive index	1.4031 (20 ° C)
safety instructions
H and P phrases	H: 225-302-311 + 331-314
	P: 210-233-240-280-301 + 330 + 331-302 + 352-305 + 351 + 338-308 + 310-403 + 235
MAK	DFG / Switzerland: 2 ml m −3 or 6.1 mg m −3
Toxicological data	366 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

n -Butylamine is a chemical compound that is produced in the chemical and pharmaceutical industries as an intermediate in the synthesis of organic substances. It is a primary amine. n -Butylamine belongs to the group of aliphatic amines , more precisely the butylamines and is isomeric to isobutylamine , sec -butylamine and tert -butylamine .

The common name Norvalamin is derived from the amino acid Norvaline . By decarboxylation of norvaline produced n -butylamine.

Occurrence

n -Butylamine occurs naturally in some fruits (such as tomatoes) and foods.

Extraction and presentation

n -Butylamine is formed when n -butanol or n -butanal is reacted with ammonia in the presence of catalysts . It can also be produced from valeric acid by the so-called Schmidt reaction .

properties

Safety-related parameters

n-Butylamine forms highly flammable vapor-air mixtures. The compound has a flash point of −14 ° C. The explosion range lies between 1.7% by volume (50 g · m ⁻³ ) as the lower explosion limit (LEL) and 10% by volume (304 g · m ⁻³ ) as the upper explosion limit (UEL). The limit gap width was determined to be 0.92 mm. This results in an assignment to explosion group IIA. The ignition temperature is 310 ° C. The substance therefore falls into temperature class T2.

use

n -butylamine is an intermediate in the preparation of various organic compounds such as dyes, drugs, pesticides , plasticizers , emulsifiers , corrosion inhibitors , adhesives, and can be used as a solvent in the titration may be used. It is also used as a flavoring in foods.

safety instructions

Contact with the liquid or its solutions can cause acute burns to the skin or eyes. n-Butylamine is irritating when inhaled.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o ^p ^q ^r Entry on butylamine in the GESTIS substance database of the IFA , accessed on April 8, 2019(JavaScript required) .
↑ www.chemistryworld.de
↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-76.
↑ Entry on Butylamine 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 .
↑ Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 109-73-9 or N-butylamine ), accessed on November 2, 2015.
↑ Data sheet N-Butylamine (PDF) from Merck , accessed on January 19, 2011.
↑ ^a ^b George A. Burdock: Fenaroli's Handbook of Flavor Ingredients, Fourth Edition . CRC Press, 2001, ISBN 978-1-4398-6327-5 , pp. 186 ( limited preview in Google Book search).
↑ Heinz Becker, Werner Berger, Günter Domschke: Organicum Practical Handbook of Organic Chemistry . Elsevier, 2013, ISBN 978-1-4831-4628-7 , pp. 598 ( limited preview in Google Book search).
↑ ^a ^b ^c E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.
^ DR Buhler, DJ Reed: Nitrogen and Phosphorus Solvents . Elsevier, 2013, ISBN 978-1-4832-9020-1 , pp. 17 ( limited preview in Google Book search).
↑ George A. Burdock: Encyclopedia of Food and Color Additives . CRC Press, 1997, ISBN 978-0-8493-9412-6 , pp. 320 ( limited preview in Google Book search).

Web links

Commons : n -Butylamine - Collection of pictures, videos and audio files

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o ^p ^q ^r Entry on butylamine in the GESTIS substance database of the IFA , accessed on April 8, 2019(JavaScript required) .

[2] www.chemistryworld.de

[CRC90_3_76-3] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-76.

[CLP_100.003.364-4] Entry on Butylamine 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 .

[5] Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 109-73-9 or N-butylamine ), accessed on November 2, 2015.

[Merck-6] Data sheet N-Butylamine (PDF) from Merck , accessed on January 19, 2011.

[George_A._Burdock-7] George A. Burdock: Fenaroli's Handbook of Flavor Ingredients, Fourth Edition . CRC Press, 2001, ISBN 978-1-4398-6327-5 , pp. 186 ( limited preview in Google Book search).

[Heinz_Becker,_Werner_Berger,_Günter_Domschke-8] Heinz Becker, Werner Berger, Günter Domschke: Organicum Practical Handbook of Organic Chemistry . Elsevier, 2013, ISBN 978-1-4831-4628-7 , pp. 598 ( limited preview in Google Book search).

[Brandes-9] E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.

[D.R._Buhler,_D.J._Reed-10] DR Buhler, DJ Reed: Nitrogen and Phosphorus Solvents . Elsevier, 2013, ISBN 978-1-4832-9020-1 , pp. 17 ( limited preview in Google Book search).

[George_A._Burdock1-11] George A. Burdock: Encyclopedia of Food and Color Additives . CRC Press, 1997, ISBN 978-0-8493-9412-6 , pp. 320 ( limited preview in Google Book search).