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396222

Sigma-Aldrich

1-Chloro-4-iodobutane

98%

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About This Item

Linear Formula:
I(CH2)4Cl
CAS Number:
10297-05-9
Molecular Weight:
218.46
EC Number:
233-669-4
MDL number:
MFCD00039415
UNSPSC Code:
12352100
PubChem Substance ID:
24864660
NACRES:
NA.22

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

Related Categories

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

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)

199.4 °F - closed cup

Flash Point(C)

93 °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

JAN Code

396222-25ML:4548173988436
396222-5ML:4548173988429
396222-VAR:
396222-BULK:

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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1-Iodobutane 99%, contains copper as stabilizer

Sigma-Aldrich

167304

1-Iodobutane

The synthesis of unsaturated fatty acids.
K AHMAD et al.
Journal of the American Chemical Society, 70(5), 1699-1699 (1948-05-01)
Studies directed towards asymmetric synthesis of levobupivacaine.
Kumar S and Ramachandran U.
Tetrahedron Letters, 46(1), 19-21 (2005)
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
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)
Keivan Sadrerafi et al.
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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
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