4-IODOBUTYL ACETATE

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
EINECS:
Product Categories:Building Blocks;C6 to C7;Carbonyl Compounds;Chemical Synthesis;Esters;Organic Building Blocks
Mol File:40596-44-9.mol
4-IODOBUTYL ACETATE Structure
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.)
Fp 195 °F
solubility Difficult to mix.
form liquid
color Light green turbid
Sensitive Light Sensitive
CAS DataBase Reference40596-44-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39
WGK Germany 3
HS Code 29153900
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
4-IODOBUTYL ACETATE Usage And Synthesis
Chemical PropertiesCLEAR DARK BROWN LIQUID
Uses4-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
SynthesisThe 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.
synthesis of 4-IODOBUTYL ACETATE
4-IODOBUTYL ACETATE Preparation Products And Raw materials
Preparation Productsdodec-8-enyl acetate
3-Bromo-1-propanol 5-iodo-1-pentanol acetate 6-Chlorohexanol 5-Chloropentanol 6-Iodo-1-Hexanol 3-iodo-1-propanol acetate 2-iodo-1-ethanol acetate 9-iodo-1-nonanol acetate 8-iodo-1-octanol acetate 6-iodo-1-hexanol acetate 10-iodo-1-nonanol acetate 7-iodo-1-heptanol acetate 1,2,3-TRI-O-BENZOYL-4-DEOXY-ALPHA-L-FUCOPYRANOSE 4-IODOBUTYL ACETATE 2-(acetoxymethyl)-4-iodobutyl acetate 2,3,5-TRI(ACETYLOXY)-6-(IODOMETHYL)TETRAHYDRO-2H-PYRAN-4-YL ACETATE 8-(IODOMETHYL)-1,8-DIMETHYL-3-OXABICYCLO[3.2.1]OCTANE-2,4-DIONE 4-IODOBUTYL BENZOATE

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