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4-IODOBUTYL ACETATE

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4-IODOBUTYL ACETATE Basic information

Product Name:
4-IODOBUTYL ACETATE
Synonyms:
  • 1-ACETOXY-4-IODOBUTANE
  • 4-ACETOXY-BUTAN-1-IODIDE
  • 4-IODOBUTYL ACETATE
  • 4-IODOBUTYL ACETATE, TECH., 85%
  • ACETIC ACID 4-IODO-BUTYL ESTER
  • 4-iodo-1-butanol acetate
  • 4-Iodobutylacetate, 85%, tech.
  • 4-Iodobutylacetate1-Acetoxy-4-iodobutane
CAS:
40596-44-9
MF:
C6H11IO2
MW:
242.05
Product Categories:
  • Building Blocks
  • C6 to C7
  • Carbonyl Compounds
  • Chemical Synthesis
  • Esters
  • Organic Building Blocks
Mol File:
40596-44-9.mol
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4-IODOBUTYL ACETATE Chemical Properties

Boiling point:
94-95 °C5.5 mm Hg(lit.)
Density 
1.61 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.497(lit.)
Flash point:
195 °F
solubility 
Difficult to mix.
form 
liquid
color 
Light green turbid
Sensitive 
Light Sensitive
CAS DataBase Reference
40596-44-9(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
WGK Germany 
3
HS Code 
29153900

MSDS

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4-IODOBUTYL ACETATE Usage And Synthesis

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.

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