1,2-diiodoethane

Structural formula
General
Surname	1,2-diiodoethane
Molecular formula	C 2 H 4 I 2
Brief description	yellow monoclinic prisms
External identifiers / databases
EC number	210-859-5
ECHA InfoCard	100,009,872
PubChem	12224
Wikidata	Q161479
properties
Molar mass	281.86 g mol −1
Physical state	firmly
density	3.325 g cm −3 (20 ° C)
Melting point	83 ° C
boiling point	200 ° C
solubility	soluble in ethanol , diethyl ether , acetone and chloroform
Refractive index	1,871 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319-335
	P: 261-305 + 351 + 338
Thermodynamic properties
ΔH f 0	9.3 kJ / mol
	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

1,2-Diiodoethane is a doubly iodinated derivative of ethane and thus a halogenated hydrocarbon . It is isomeric to 1,1-diiodoethane .

properties

1,2-Diiodoethane forms yellow monoclinic prisms with a melting point of 83 ° C and a high density of 3.325 g · cm ⁻³ . The critical point is at a temperature of 749.91 K , a pressure of 47.30 bar and a volume of 323.5 ml · mol ⁻¹ .

use

In organic synthesis it is mainly used to prepare samarium (II) iodide and ytterbium (II) iodide in THF .

{\ displaystyle \ mathrm {Sm \ + \ ICH_ {2} CH_ {2} I \ {\ xrightarrow [{}] {THF}} \ SmI_ {2} \ + \ H_ {2} C {=} CH_ {2 }}}

Individual evidence

↑ ^a ^b ^c ^d ^e ^f David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 3-184.
↑ ^a ^b data sheet 1,2-diiodoethane from Sigma-Aldrich , accessed on March 15, 2011 ( PDF ).
↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-22.
^ Carl L. Yaws: "Thermophysical properties of chemicals and hydrocarbons", p. 6 ( limited preview in the Google book search).
↑ P. Girard, Jean-Louis Namy, Henri B. Kagan : "Divalent Lanthanide Derivatives in Organic Synthesis. 1. Mild Preparation of SmI ₂ and YbI ₂ and Their Use as Reducing or Coupling Agents", in: J. Am. Chem. Soc. , 1980 , 102 (8) , pp. 2693-2698 ( doi : 10.1021 / ja00528a029 ).

[CRC90_3_184-1] ↑ ^a ^b ^c ^d ^e ^f David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 3-184.

[Sigma-2] ta sheet 1,2-diiodoethane from Sigma-Aldrich , accessed on March 15, 2011 ( PDF ).

[CRC90_5_22-3] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-22.

[Yaws_006-4] Carl L. Yaws: "Thermophysical properties of chemicals and hydrocarbons", p. 6 ( limited preview in the Google book search).

[KAGAN_1980-5] P. Girard, Jean-Louis Namy, Henri B. Kagan : "Divalent Lanthanide Derivatives in Organic Synthesis. 1. Mild Preparation of SmI ₂ and YbI ₂ and Their Use as Reducing or Coupling Agents", in: J. Am. Chem. Soc. , 1980 , 102 (8) , pp. 2693-2698 ( doi : 10.1021 / ja00528a029 ).