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252131

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

Quality Level

200

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.)

functional group

iodo

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

252131-100G:4548173993232
252131-BULK:
252131-5G:
252131-VAR:
252131-25G:4548173993249

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR8065
MKCD4681
MKCB4685
MKBZ1508V
MKBT4477V

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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
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)
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)
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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