1-bromobutane

Structural formula
General
Surname	1-bromobutane
other names	1-butyl bromide; n -butyl bromide;
Molecular formula	C 4 H 9 Br
Brief description	colorless to yellowish liquid with a characteristic odor
External identifiers / databases
EC number	203-691-9
ECHA InfoCard	100.003.357
PubChem	8002
Wikidata	Q59081
properties
Molar mass	137.03 g mol −1
Physical state	liquid
density	1.28 g cm −3
Melting point	-112 ° C
boiling point	102 ° C
Vapor pressure	42.3 h Pa (20 ° C); 69.8 hPa (30 ° C); 111 hPa (40 ° C); 170 hPa (50 ° C);
solubility	very bad in water (0.6 g l −1 at 30 ° C); soluble in ethanol , ether , acetone and chloroform ;
Refractive index	1.4399 (20 ° C)
safety instructions
H and P phrases	H: 225-315-319-335-411
	P: 210-273-280-337 + 313-391-403 + 235
Toxicological data	2760 mg kg −1 ( LD 50 , rat , oral ) ; 4450 mg kg −1 ( LD 50 , rat , ip ) ; 1424 mg kg −1 ( LD 50 , mouse , ip ) ;
	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

1-Bromobutane is a chemical compound from the group of aliphatic , saturated halogenated hydrocarbons and belongs to the group of butyl bromides .

Extraction and presentation

1-Bromobutane can be obtained by bromination of 1-butanol using hydrobromic acid or phosphorus tribromide . Bromination with sodium bromide and sulfuric acid also yields 1-bromobutane.

properties

1-Bromobutane forms highly flammable vapor-air mixtures. The compound has a flash point of 12 ° C. The explosion range is between 2.6% by volume (145 g / m ³ ) as the lower explosion limit (LEL) and 5.6% by volume as the upper explosion limit (UEL). The ignition temperature is 265 ° C. The substance therefore falls into temperature class T3.

use

1-Bromobutane can be used for the alkylation and for the production of butyllithium from Grignard compounds . By reaction of 1-bromobutane with mercury (II) fluoride can 1-fluoro butane are obtained.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o Entry on 1-bromobutane in the GESTIS substance database of the IFA , accessed on June 10, 2017(JavaScript required) .
↑ ^a ^b ^c Entry on 1-bromobutane at TCI Europe, accessed on June 27, 2011.
↑ Tutwiler, FB; McKee, RB J. Am. Chem. Soc. , 1954 , 76 , 6342-6344.
^ Author collective: Organikum . 22nd edition. Wiley-VCH, 2004, ISBN 978-3-527-31148-4 .
↑ University of Siegen: Working instructions for the production of 1-bromobutane (PDF; 14 kB).
↑ ^a ^b ^c E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.
↑ IL Knunyants, GG Yakobson: Syntheses of Fluoroorganic compounds . Springer Science & Business Media, 2012, ISBN 978-3-642-70207-5 , p. 4 ( limited preview in Google Book search).

Web links

Test procedure: Alkylation of diethyl malonate with 1-bromobutane to give ethyl 2- (ethoxycarbonyl) hexanoate (PDF) from the Integrated Organic Chemistry Practical Collection at the University of Regensburg, accessed on October 30, 2011.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m ⁿ ^o Entry on 1-bromobutane in the GESTIS substance database of the IFA , accessed on June 10, 2017(JavaScript required) .

[tci-2] Entry on 1-bromobutane at TCI Europe, accessed on June 27, 2011.

[3] Tutwiler, FB; McKee, RB J. Am. Chem. Soc. , 1954 , 76 , 6342-6344.

[4] Author collective: Organikum . 22nd edition. Wiley-VCH, 2004, ISBN 978-3-527-31148-4 .

[5] University of Siegen: Working instructions for the production of 1-bromobutane (PDF; 14 kB).

[Brandes-6] E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.

[I.L._Knunyants,_G.G._Yakobson-7] IL Knunyants, GG Yakobson: Syntheses of Fluoroorganic compounds . Springer Science & Business Media, 2012, ISBN 978-3-642-70207-5 , p. 4 ( limited preview in Google Book search).