2-iodobutane

Structural formula
	Simplified structural formula without stereochemistry
General
Surname	2-iodobutane
other names	sec -butyl iodide
Molecular formula	C 4 H 9 I.
Brief description	colorless liquid with an ethereal odor
External identifiers / databases
EC number	208-163-1
ECHA InfoCard	100.007.422
PubChem	10559
ChemSpider	10119
Wikidata	Q27258588
properties
Molar mass	184.02 g mol −1
Physical state	liquid
density	1.59 g cm −3
Melting point	-104 ° C
boiling point	118 ° C
Vapor pressure	60 hPa (30 ° C)
solubility	practically insoluble in water; soluble in ethanol and diethyl ether ;
Refractive index	1.499 (20 ° C) 1.4991 (20 ° C)
safety instructions
H and P phrases	H: 225-315-319-335
	P: 210-261-280-305 + 351 + 338
	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

2-Iodobutane is a chemical compound from the group of aliphatic , saturated organic halogenated hydrocarbons .

Isomers

2-iodobutane occurs in two stereoisomeric forms, ( S ) -2-iodobutane and ( R ) -2-iodobutane.

Isomers of 2-iodobutane
Surname	( S ) -2-iodobutane	( R ) -2-iodobutane
other names	(+) - 2-iodobutane	(-) - 2-iodobutane
Structural formula
CAS number	29882-56-2	22156-92-9
	513-48-4 (unspec.)
EC number	-	-
	208-163-1 (unspec.)
ECHA info card	-	-
	100.007.422 (unspec.)
PubChem	12475337	12475336
	10559 (unspec.)
Wikidata	Q27236239	Q27277859
	Q27258588 (unspec.)

Extraction and presentation

2-Iodobutane can be obtained by reacting 2-bromobutane with iodine ; another possibility is the Finkelstein reaction of sodium iodide with 2-bromobutane.

The reaction of ( R ) -2-bromobutane with sodium iodide in acetone produces ( S ) -2-iodobutane. If the racemate of 2-bromobutane is used as the starting product , then racemic 2-iodobutane is formed.

It is also possible to produce it by an addition reaction of hydrogen iodide with 1-butene .

properties

2-Iodobutane is a highly flammable, volatile, colorless liquid with an ethereal odor, which is practically insoluble in water.

use

2-Iodobutane is used as a solvent in organic synthesis and as an intermediate in pharmaceuticals.

safety instructions

The vapors of 2-iodobutane can form an explosive mixture with air ( flash point 21 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 2-iodobutane in the GESTIS substance database of the IFA , accessed on January 27, 2019(JavaScript required) .
↑ ^a ^b ^c data sheet 2-iodobutane, 99%, stab. with copper at AlfaAesar, accessed on January 27, 2019 ( PDF )(JavaScript required) .
^ Kurt Peter C. Vollhardt, Neil Eric Schore: Organic Chemistry . John Wiley & Sons, 2011, ISBN 3-527-32754-1 , pp. 241 ( limited preview in Google Book search).
^ Alyn William Johnson: Invitation to Organic Chemistry . Jones & Bartlett Learning, 1999, ISBN 978-0-7637-0432-2 , pp. 93 ( limited preview in Google Book search).
^ Henry Rakoff, Norman C. Rose: Organic chemistry . Macmillan, 1966, pp. 98 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 2-iodobutane in the GESTIS substance database of the IFA , accessed on January 27, 2019(JavaScript required) .

[Alfa-2] ta sheet 2-iodobutane, 99%, stab. with copper at AlfaAesar, accessed on January 27, 2019 ( PDF )(JavaScript required) .

[Kurt_Peter_C._Vollhardt,_Neil_Eric_Schore-3] Kurt Peter C. Vollhardt, Neil Eric Schore: Organic Chemistry . John Wiley & Sons, 2011, ISBN 3-527-32754-1 , pp. 241 ( limited preview in Google Book search).

[Alyn_William_Johnson-4] Alyn William Johnson: Invitation to Organic Chemistry . Jones & Bartlett Learning, 1999, ISBN 978-0-7637-0432-2 , pp. 93 ( limited preview in Google Book search).

[Henry_Rakoff,_Norman_C._Rose-5] Henry Rakoff, Norman C. Rose: Organic chemistry . Macmillan, 1966, pp. 98 ( limited preview in Google Book search).