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Sigma-Aldrich

1-Chloro-4-iodobutane

98%

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About This Item

Fórmula lineal:
I(CH2)4Cl
Número de CAS:
10297-05-9
Peso molecular:
218.46
EC Number:
233-669-4
MDL number:
MFCD00039415
UNSPSC Code:
12352100
PubChem Substance ID:
24864660
NACRES:
NA.22

Quality Level

100

assay

98%

form

liquid

contains

copper as stabilizer

refractive index

n20/D 1.54 (lit.)

bp

88-89 °C/19 mmHg (lit.)

density

1.785 g/mL at 25 °C (lit.)

SMILES string

ClCCCCI

InChI

1S/C4H8ClI/c5-3-1-2-4-6/h1-4H2

InChI key

JXOSPTBRSOYXGC-UHFFFAOYSA-N

Categorías relacionadas

General description

1-Chloro-4-iodobutane is a halogenated hydrocarbon. It is an α,ω-dihaloalkane and undergoes electrogenerated Nickel(I) salen (N,N′-bis(salicylidene)ethylenediamine) catalyzed reduction to afford 1,8-dichlorooctane. Electrochemical reduction of 1-chloro-4-iodobutane at glassy carbon cathode has been investigated by cyclic voltammetry and controlled-potential electrolysis.

Application

1-Chloro-4-iodobutane may be used in the following studies:
  • Preparation of 6-hendecenoic acid.
  • Catalytic asymmetric synthesis of levobupivacaine.
  • Synthesis of alkaloids such as deoxyvasicinone, mackinazolinone.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

199.4 °F - closed cup

flash_point_c

93 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Studies directed towards asymmetric synthesis of levobupivacaine.
Kumar S and Ramachandran U.
Tetrahedron Letters, 46(1), 19-21 (2005)
The synthesis of unsaturated fatty acids.
K AHMAD et al.
Journal of the American Chemical Society, 70(5), 1699-1699 (1948-05-01)
W Russell Bowman et al.
Organic & biomolecular chemistry, 5(1), 103-113 (2006-12-14)
Alkyl, aryl, heteroaryl and acyl radicals have been cyclised onto the 2-position of 3H-quinazolin-4-one. The side chains containing the radical precursors were attached to the nitrogen atom in the 3-position. The cyclisations take place by aromatic homolytic substitution hence retain
Keivan Sadrerafi et al.
Drug design, development and therapy, 12, 987-995 (2018-05-08)
Our previous study indicated that carborane containing small-molecule 1-(hydroxymethyl)-7-(4'-(trans-3″-(3'″-pyridyl)acrylamido)butyl)-1,7-dicarbadodecaborane (hm-MC4-PPEA), was a potent inhibitor of nicotinamide phosphoribosyltransferase (Nampt). Nampt has been shown to be upregulated in most cancers and is a promising target for the treatment of many different types
Electrochemical reduction of 1, 4-dihalobutanes at carbon cathodes in dimethylformamide.
Pritts WA and Peters DG.
Journal of Electroanalytical Chemistry, 380(1), 147-160 (1995)
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