40596-44-9 Usage
Description
4-IODOBUTYL ACETATE is an organic compound with the chemical formula C6H11IO2, characterized by its clear dark brown liquid appearance. It is a reagent commonly utilized in the synthesis of various chemical compounds and has specific applications across different industries.
Uses
Used in Chemical Synthesis:
4-IODOBUTYL ACETATE is used as a reagent for the preparation of specific phosphonium iodides, such as tricyclohexyl(acetoxybutyl))phosphonium iodide and tri-n-hexyl(acetoxybutyl))phosphonium iodide. These phosphonium iodides are essential intermediates in the synthesis of various complex organic molecules and have potential applications in materials science and pharmaceuticals.
In the Chemical Industry:
4-IODOBUTYL ACETATE is used as a building block in the synthesis of complex organic molecules, contributing to the development of new compounds with potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science.
In the Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 4-IODOBUTYL ACETATE could potentially be used in the pharmaceutical industry as an intermediate for the synthesis of drug candidates or as a reagent in the development of novel drug delivery systems, given its role in the synthesis of phosphonium iodides.
In the Materials Science Industry:
4-IODOBUTYL ACETATE may also find applications in the materials science industry, where the synthesized phosphonium iodides could be used to develop new materials with unique properties, such as improved conductivity, stability, or biocompatibility.
Synthesis Reference(s)
Synthetic Communications, 24, p. 951, 1994 DOI: 10.1080/00397919408020770
Synthesis
The synthesis of 4-IODOBUTYL ACETATE is as follows:Acetic acid (0.30mmol, 1.0 equivalent), CuI (0.03mmol, 10.0mol%, 5.7mg) and NaI (0.60mmol, 2.0 equivalent, 89.9mg) were added to a 10mL Schlenk tube equipped with a magnetic stirring device. Vacuum the flask with a pump and backfill it three times with nitrogen. Then, 1.0 mL tetrahydrofuran (12.30 mmol, 41.0 equivalence, 1 mL, c=0.30 M), deionized water (0.45 mmol, 1.5 equivalence) and TMSCF3 (0.36 mmol, 1.2 equivalence) were added under N2 atmosphere. The mixture is stirred at 150°C (thermostatic oil bath pot) for 12 hours. After cooling to room temperature, dilute the mixture with ethyl acetate (15 mL), wash with water and brine, and dry on anhydrousNa2SO4. After Extraction by EtOAc (5 mL x 3), the combined organic layer was dehydrated with anhydrousNa2SO4 and concentrated under reduced pressure. The crude product is purified by rapid chromatography on silica gel to obtain alkyl iodide.
Check Digit Verification of cas no
The CAS Registry Mumber 40596-44-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,0,5,9 and 6 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 40596-44:
(7*4)+(6*0)+(5*5)+(4*9)+(3*6)+(2*4)+(1*4)=119
119 % 10 = 9
So 40596-44-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H11IO2/c1-6(8)9-5-3-2-4-7/h2-5H2,1H3
40596-44-9Relevant articles and documents
Cascade formation of isoxazoles: Facile base-mediated rearrangement of substituted oxetanes
Burkhard, Johannes A.,Tchitchanov, Boris H.,Carreira, Erick M.
supporting information; scheme or table, p. 5379 - 5382 (2011/07/08)
Give me five! Nitro compounds and oxetan-3-one react through an intriguing cascade sequence to give isoxazole-4-carbaldehydes using inexpensive reagents in a one-pot procedure (see scheme; Ms=methanesulfonyl). A variety of 3-substituted isoxazole-4-carbaldehydes were obtained in high overall yields.
Tetrahydrofuran Ring-Opening with Acyloxyphosphonium Iodide Catalyzed by Samarium Triiodide
Liu, Yunkui,Zhang, Yongmin
, p. 214 - 218 (2007/10/03)
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Scavenger assisted combinatorial process for preparing libraries of tertiary amine compounds
-
, (2008/06/13)
This invention relates to a novel solution phase process for the preparation of tertiary amine combinatorial libraries. These libraries have utility for drug discovery and are used to form wellplate components of novel assay kits.
