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D122807

Sigma-Aldrich

1,2-Diiodoethane

99%

Synonym(s):

Ethylene diiodide, Ethylene iodide

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About This Item

Linear Formula:
ICH2CH2I
CAS Number:
Molecular Weight:
281.86
Beilstein:
1730870
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

powder or crystals

mp

80-82 °C (lit.)

density

2.132 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ICCI

InChI

1S/C2H4I2/c3-1-2-4/h1-2H2

InChI key

GBBZLMLLFVFKJM-UHFFFAOYSA-N

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Application

1,2-Diiodoethane can be used:
  • To synthesize samarium(II) iodide-water complex (SmI2-H2O complex), a single-electron transfer reagent, to further synthesize 3-hydroxy carboxylic acids.
  • To synthesize derivatives of regioselective homopropargyl alcohols by using sonochemical Barbier-type reaction conditions.
  • As an iodine source and an effective reagent for the dehydroxy-iodination of alcohols.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Organic Letters, 20(10), 3061-3064 (2018)
Synthesis of homopropargyl alcohols via sonochemical Barbier-type reaction.
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Tetrahedron Letters, 45(7), 1551-1553 (2004)
Michal Szostak et al.
Nature protocols, 7(5), 970-977 (2012-04-28)
The single-step synthesis of 3-hydroxy carboxylic acids from readily available Meldrum's acids involves a selective monoreduction using a SmI(2)-H(2)O complex to give products in high crude purity, and it represents a considerable advancement over other methods for the synthesis of
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