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Sigma-Aldrich

1,10-Diiododecane

95%

Synonym(s):

Decamethylene diiodide

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About This Item

Linear Formula:
I(CH2)10I
CAS Number:
16355-92-3
Molecular Weight:
394.07
Beilstein:
1738614
EC Number:
240-415-6
MDL number:
MFCD00001086
UNSPSC Code:
12352100
PubChem Substance ID:
24855048
NACRES:
NA.22

Assay

95%

form

liquid

bp

197-200 °C/12 mmHg (lit.)

mp

33-35 °C (lit.)

SMILES string

ICCCCCCCCCCI

InChI

1S/C10H20I2/c11-9-7-5-3-1-2-4-6-8-10-12/h1-10H2

InChI key

CKJCTZAIDVFHCX-UHFFFAOYSA-N

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General description

Electrochemical reduction of 1,10-diiododecane at Hg cathode in dimethylformamide containing tetramethylammonium perchlorate has been investigated.

Application

1,10-Diiododecane has been used as:
  • an alkylating agent in the synthesis of symmetrical and unsymmetrical bis-cryptophanes
  • crosslinking reagent for tetrabutylammonium polygalacturonic acid

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

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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Electrochemical reduction of 1, 10-dihalodecanes at mercury cathodes in dimethylformamide.
Bart JC and Peters DG.
J. Electroanal. Chem. Interfac. Electrochem., 280(1), 129-144 (1990)
Gelation of chemically cross-linked polygalacturonic acid derivatives.
Matricardi P, et al.
Carbohydrate Polymers, 27(3), 215-220 (1995)
Magali Darzac et al.
Chemical communications (Cambridge, England), (1)(1), 48-49 (2002-07-18)
After deprotection with a palladium catalyst, mono-allylated cryptophane-A (1, 2) and cryptophane-E (3) gave the new cryptophanols 4, 5 and 6, respectively, which are important key compounds for the preparation of monofunctionalized cryptophanes as well as for the design of

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