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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/REAXYS Number:
1730870
EC Number:
210-859-5
MDL number:
MFCD00001093
UNSPSC Code:
12352100
PubChem Substance ID:
24893381
NACRES:
NA.22

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
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
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
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