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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:
624-73-7
Molecular Weight:
281.86
Beilstein:
1730870
EC Number:
210-859-5
MDL number:
MFCD00001093
UNSPSC Code:
12352100
PubChem Substance ID:
24893381
NACRES:
NA.22

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of homopropargyl alcohols via sonochemical Barbier-type reaction.
Lee ASY, et al.
Tetrahedron Letters, 45(7), 1551-1553 (2004)
Halogenation through Deoxygenation of Alcohols and Aldehydes.
Chen J, et al.
Organic Letters, 20(10), 3061-3064 (2018)
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
Eugen Klein et al.
ACS nano, 13(6), 6955-6962 (2019-06-12)
Hybrid lead halide perovskites with 2D stacking structures have recently emerged as promising materials for optoelectronic applications. We report a method for growing 2D nanosheets of hybrid lead halide perovskites (I, Br and Cl), with tunable lateral sizes ranging from
Jiajun Yan et al.
Nature nanotechnology, 14(7), 684-690 (2019-05-22)
Eutectic gallium indium (EGaIn) is a liquid metal alloy at room temperature. EGaIn microdroplets can be incorporated into elastomers to fabricate highly stretchable, mechanically robust, soft multifunctional composites with high thermal stability1 and electrical conductivity2-4 that are suitable for applications
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