40596-44-9 Usage
Chemical Properties
CLEAR DARK BROWN LIQUID
Uses
4-Iodobutyl acetate is used in the preparation of tricyclohexyl(acetoxybutyl))phosphonium iodide, tri-n-hexyl(acetoxybutyl))phosphonium iodide
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.
Highly regioselective cleavages and iodinations of cyclic ethers utilizing SmI2
Kwon, Doo Won,Kim, Yong Hae,Lee, Kieseung
, p. 9488 - 9491 (2007/10/03)
Various functionalized cyclic ethers such as oxiranes, oxetanes, and tetrahydrofurans have been prepared, and the regiochemistry of their ring opening with samarium diiodide and acyl chloride or anhydride has been investigated. Alkyl-substituted oxetane 5 and tetrahydrofurans 1 and 2 show almost no regioselectivity. However, high regioselectivities from the branched cyclic ethers (3, 8, 9, and 10) containing ethereal or hydroxyl moieties have been observed. This is probably the result of the bidentate chelated species between samarium and oxygen.
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.
