Tributylamine

Structural formula
General
Surname	Tributylamine
other names	N , N -dibutyl-1-butanamine; Tri- n -butylamine;
Molecular formula	C 12 H 27 N
Brief description	colorless, hygroscopic liquid with an ammonia- like odor
External identifiers / databases
EC number	203-058-7
ECHA InfoCard	100.002.781
PubChem	7622
Wikidata	Q905558
properties
Molar mass	185.35 g mol −1
Physical state	liquid
density	0.78 g cm −3
Melting point	−70 ° C
boiling point	214 ° C
Vapor pressure	0.37 h Pa (20 ° C); 2 hPa (50 ° C); 4 hPa (65 ° C);
solubility	very bad in water (50 mg l −1 at 20 ° C)
Refractive index	1.4283 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 302-310 + 330-315
	P: 260-262-280-302 + 352-310-304 + 340 + 310
Toxicological data	114 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

Tributylamine is a chemical compound that is mainly used as a solvent in syntheses. It belongs to the class of amines , more precisely the tertiary amines.

Extraction and presentation

Tributyl amine can be prepared by alkylation of ammonia with butan-1-ol or butyl halides are prepared.

properties

Tributylamine is a colorless, hygroscopic liquid with an ammonia- like odor. It is a base , but because of the relatively larger butyl groups it is sterically more hindered than the more commonly used triethylamine .

Safety-related parameters

Tributylamine forms flammable vapor-air mixtures at higher temperatures. The compound has a flash point between 63 ° C and 66 ° C. The explosion range is between 0.7% by volume (54 g / m ³ ) as the lower explosion limit (LEL) and 6.0% by volume (464 g / m ³ ) as the upper explosion limit (UEL). The ignition temperature is 195 ° C. The substance therefore falls into temperature class T4.

use

Tributylamine is used, among other things, as:

Intermediate product for the production of other chemical compounds such as B. for the production of tributylmethylammonium chloride (TBMAC, (C ₄ H ₉ ) ₃ CH ₃ NCl, CAS number: 56375-79-2), tributylbenzylammonium chloride (BTBAC, C ₁₉ H ₃₄ ClN, CAS number: 23616-79-7 ) and other tetrabutylammonium salts
Solvent and auxiliary for the isolation and purification of medicinal substances
Catalyst ( proton acceptor ) for organic syntheses and for polymerizations (e.g. for phenolic resins and polyurethanes )
Corrosion inhibitor in hydraulic fluids

literature

The MAK Collection for Occupational Health and Safety . Wiley-VCH Verlag & Co. KGaA, 2002, ISBN 3-527-60041-8 , tri-n-butylamine [MAK Value Documentation, 2004], doi : 10.1002 / 3527600418.mb10282e3814 ( onlinelibrary.wiley.com ).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o Entry on tributylamine in the GESTIS substance database of the IFA , accessed on October 13, 2017(JavaScript required) .
↑ ^a ^b ^c ^d ^e ^f ^g Entry on tributylamine. In: Römpp Online . Georg Thieme Verlag, accessed on October 12, 2017.
^ Stanley R. Sandler, Wolf Karo: Polymer Syntheses . Elsevier, 2012, ISBN 978-0-08-092555-4 , pp. 109 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o Entry on tributylamine in the GESTIS substance database of the IFA , accessed on October 13, 2017(JavaScript required) .

[RömppOnline-2] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on tributylamine. In: Römpp Online . Georg Thieme Verlag, accessed on October 12, 2017.

[Stanley_R._Sandler,_Wolf_Karo-3] Stanley R. Sandler, Wolf Karo: Polymer Syntheses . Elsevier, 2012, ISBN 978-0-08-092555-4 , pp. 109 ( limited preview in Google Book search).