10297-05-9

Basic information

• Product Name: 1-CHLORO-4-IODOBUTANE
• Synonyms: 1-chloro-4-iodo-butan;Butane, 1-chloro-4-iodo-;TETRAMETHYLENE CHLOROIODIDE;1-CHLORO-4-IODOBUTANE;1-IODO-4-CHLOROBUTANE;4-Chlorobutyl iodide;1-Chloro-4-iodobutane (stabilized with Copper chip);4-Iodobutyl chloride, 4-Chlorobutyl iodide
• CAS NO: 10297-05-9
• Molecular Formula: C₄H₈ClI
• Molecular Weight: 218.46
• EINECS: 233-669-4
• Product Categories: Alkyl;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 10297-05-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 93 °C
• Boiling Point: 88-89 °C19 mm Hg(lit.)
• Flash Point: 200 °F
• Appearance: clear yellow to brown liquid
• Density: 1.785 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.643mmHg at 25°C
• Refractive Index: n20/D 1.54(lit.)
• Storage Temp.: 2-8°C(protect from light)
• Solubility: Chloroform, Ethyl Acetate
• Sensitive: Light Sensitive
• BRN: 1361365
• CAS DataBase Reference: 1-CHLORO-4-IODOBUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CHLORO-4-IODOBUTANE(10297-05-9)
• EPA Substance Registry System: 1-CHLORO-4-IODOBUTANE(10297-05-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 10297-05-9(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow to brown liquid

Uses

Different sources of media describe the Uses of 10297-05-9 differently. You can refer to the following data:
1. 1-Chloro-4-iodobutane acts as a reagent in the synthesis of alkyl chromones/quinolones via cyclization/alkylation of enaminones and as an intermediate in many pharmaceutical synthesis.
2. 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.

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.

InChI:InChI=1/C4H8ClI/c5-3-1-2-4-6/h1-4H2

Upstream product

• 26910-61-2 4-chlorobutyl methanesulfonate 
• 20999-32-0 4-chlorobutyl 4-methylbenzenesulfonate 
• 110-56-5 1,4-dichlorobutane 
• 928-51-8 4-Chloro-1-butanol 
• 111-13-7 hexyl-methyl-ketone 
• 41049-30-3 2-(4-iodobutoxy)tetrahydropyran 
• 109-69-3 n-Butyl chloride 

Downstream Products

• 63401-07-0 C₉H₁₈N₂O 
• 67257-59-4 (5-Chloro-1-{[1-phenyl-meth-(E)-ylidene]-amino}-pentyl)-phosphonic acid diethyl ester 
• 94012-71-2 trimethyl(6-iodo-1-hexynyl)silane 
• 113964-33-3 (6-chlorohex-1-yn-1-yl)trimethylsilane 
• 203710-61-6 (2S,3S,7S,8aR)-7-(4-Chloro-butyl)-3-methoxymethyl-8a-methyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 
• 135699-49-9 3-(4-Chlorobutyl)cyclohexan-1-one 
• 328000-73-3 (1S,2S,5S)-3-[(E)-(R)-5-Chloro-1-(4,5-diphenyl-oxazol-2-yl)-pentylimino]-2,6,6-trimethyl-bicyclo[3.1.1]heptan-2-ol 
• 328000-86-8 (1R,2R,5R)-3-[(E)-(S)-5-Chloro-1-(4,5-diphenyl-oxazol-2-yl)-pentylimino]-2,6,6-trimethyl-bicyclo[3.1.1]heptan-2-ol 
• 697278-69-6 tert-butyl-(11-chloro-3-methyl-undec-6-ynyloxy)-diphenyl-silane 
• 855301-92-7 5-(4-chlorobutyl)-3-phenylhexahydrooxazolo[3,2-a]pyridine-5-carbonitrile 
• 92-52-4 biphenyl 
• 4830-93-7 1-Chloro-4-phenylbutane 
• 4096-21-3 N-phenylpyrrolidine 
• 852853-42-0 (3R,6S)-1-benzyl-5-ethoxy-3-(4-chlorobutyl)-6-isopropyl-3,6-dihydro-1H-pyrazin-2-one 

Related news

Transformation of OH-adduct of 1-CHLORO-4-IODOBUTANE (cas 10297-05-9) into intra-molecular radical cation in neutral aqueous solution07/27/2019

The iodine centered OH-adduct formed on reaction of ⋅OH radicals with 1-chloro-4-iodobutane in neutral aqueous solution transforms (k=5.4×105 s−1) to an intra-molecular radical cation (Download full-size image). The unfavorable structural conformation of solute radical cation generated on react...detailed

Relevant articles and documents

Homogeneous Nucleophile Exchange. 1. Simple, High-Yield Synthesis of Some Heterodihalides

-

Transformation of OH-adduct of 1-chloro-4-iodobutane into intra-molecular radical cation in neutral aqueous solution

The iodine centered OH-adduct formed on reaction of OH radicals with 1-chloro-4-iodobutane in neutral aqueous solution transforms (k=5.4×105 s-1) to an intra-molecular radical cation (). The unfavorable structural conformation of solute radical cation generated on reaction of OH radicals with 1-chloro-5-iodopentane does not allow the transformation of OH-adduct into an intra-molecular radical and instead a dimer radical cation () is formed.

Aliphatic C-H Bond Iodination by a N-Iodoamide and Isolation of an Elusive N-Amidyl Radical

Contrary to C-H chlorination and bromination, the direct iodination of alkanes represents a great challenge. We reveal a new N-iodoamide that is capable of a direct and efficient C-H bond iodination of various cyclic and acyclic alkanes providing iodoalkanes in good yields. This is the first use of N-iodoamide for C-H bond iodination. The method also works well for benzylic C-H bonds, thereby constituting the missing version of the Wohl-Ziegler iodination reaction. Mechanistic details were elucidated by DFT computations, and the N-centered radical derived from the used N-iodoamide, which is the key intermediate in this process, was matrix-isolated in a solid argon matrix and characterized by UV-vis as well as IR spectroscopy.

Synthesis of enantiopure bicyclic α,α-disubstituted spirolactams via asymmetric Birch reductive alkylation

The synthesis of enantiopure bicyclic α,α-disubstituted spirolactams is described using a diastereoselective Birch reductive alkylation as the key step. Hydrogenation of the resultant alkylated cyclohexadienes followed by intramolecular cyclization provides access to enantiopure 8-azaspiro[5.6]dodecan-7-ones.