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Sigma-Aldrich

1,5-Diiodopentane

97%, contains copper as stabilizer

Synonym(s):

α,ψ-Diiodopentane, (±)-Hexane-1,2-diol, Pentamethylene diiodide

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About This Item

Linear Formula:
I(CH2)5I
CAS Number:
628-77-3
Molecular Weight:
323.94
EC Number:
211-054-1
MDL number:
MFCD00001101
UNSPSC Code:
12352100
PubChem Substance ID:
24855185
NACRES:
NA.22

Assay

97%

form

liquid

contains

copper as stabilizer

refractive index

n20/D 1.6002 (lit.)

bp

101-102 °C/3 mmHg (lit.)

density

2.177 g/mL at 25 °C (lit.)

SMILES string

ICCCCCI

InChI

1S/C5H10I2/c6-4-2-1-3-5-7/h1-5H2

InChI key

IAEOYUUPFYJXHN-UHFFFAOYSA-N

Related Categories

General description

Electrochemical reduction of 1,5-diiodopentane at carbon electrodes in DMF containing tetramethylammonium perchlorate has been studied by cyclic voltammetry and controlled-potential electrolysis.

Application

1,5-Diiodopentane has been used:
  • as crosslinking reagent, to investigate the cross-linking layer-by-layer films of bioreducible poly(2-dimethylaminoethyl methacrylate) and DNA
  • in preparation of (iodoalkylaminocarbene)tungsten complexes

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, 5-Dihalopentanes at Carbon Cathodes in Dimethylformamide.
Pritts WA and Peters DG.
Journal of the Electrochemical Society, 141(12), 3318-3324 (1994)
Reactions of a-lithio (aminocarbene) tungsten anions with diiodoalkanes: Synthesis of (?-bis (aminocarbene)) ditungsten complexes.
Macomber DW and Madhukar P.
Journal of Organometallic Chemistry, 433(3), 279-285 (1992)
Jenifer Blacklock et al.
The journal of physical chemistry. B, 114(16), 5283-5291 (2010-04-08)
The effect of cross-linking layer-by-layer (LbL) films consisting of bioreducible poly(2-dimethylaminoethyl methacrylate) (rPDMAEMA) and DNA is examined with regard to rigidity, biodegradability, cell adhesion, and transfection activity using 1,5-diiodopentane (DIP) cross-linker. DIP chemically reacts with the tertiary amines of rPDMAEMA
Ian C Watson et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(41), 9678-9690 (2019-05-16)
New N-heterocyclic olefins (NHOs) are described with functionalization on the ligand heterocyclic backbone and terminal alkylidene positions. Various PdII -NHO complexes have been formed and their use as pre-catalysts in Buchwald-Hartwig aminations was explored. The most active system for catalytic

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