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3-IODOTHIOPHENE

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3-IODOTHIOPHENE Basic information

Product Name:
3-IODOTHIOPHENE
Synonyms:
  • iodothiophene
  • Thiophene, 3-iodo-
  • Thien-3-yl iodide
  • 3-lodothiophene
  • 3-Iodothiophene, 95+%
  • 3-Iodothiophene >=97%
  • 3-Iodothiophene, stabilized with copper
  • 3-Iodothiophene, 96%, stab. with copper
CAS:
10486-61-0
MF:
C4H3IS
MW:
210.04
EINECS:
234-009-8
Product Categories:
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Thiophenes
  • ThiophenesBuilding Blocks
  • Thiophens
  • Functional Materials
  • Reagents for Conducting Polymer Research
  • Thiophene Derivatives (for Conduting Polymer Research)
  • CHIRAL CHEMICALS
  • Thiophen
Mol File:
10486-61-0.mol
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3-IODOTHIOPHENE Chemical Properties

Melting point:
-13.4 °C
Boiling point:
75 °C/14 mmHg (lit.)
Density 
2.066 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.657(lit.)
Flash point:
173 °F
storage temp. 
2-8°C
form 
clear liquid
color 
Colorless to Yellow
Sensitive 
Light Sensitive
BRN 
105451
InChI
InChI=1S/C4H3IS/c5-4-1-2-6-3-4/h1-3H
InChIKey
WGKRMQIQXMJVFZ-UHFFFAOYSA-N
SMILES
C1SC=CC=1I
CAS DataBase Reference
10486-61-0(CAS DataBase Reference)
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Safety Information

Risk Statements 
36/38
Safety Statements 
26-36/37/39-24/25
WGK Germany 
3
HS Code 
29349990
Storage Class
10 - Combustible liquids

MSDS

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3-IODOTHIOPHENE Usage And Synthesis

Chemical Properties

Pink liquid

Uses

3-Iodothiophene was used in the synthesis of 3-thienylzinc iodide via reaction with zinc, followed by coupling with aryl halides. It was also used in the preparation of 3-(perfluorooctyl)thiophene, required for the synthesis of poly(3-perfluorooctylthiophene) conjugated polymer.

Synthesis

In a 100 mL reactor, 8.04 g (0.049t001) of 3-bromothiophene, 0.47 g (2.5 mm01) of CuI, 0.43 g (4.9ret001) of N,N'-dimethylethylenediamine, 16.27 g (0.098m01) of I(I, and 20 mL of n-butanol were added to a 100 mL reactor, and the reaction was carried out by heating in an oil bath, magnetic stirring The reaction was carried out at 120??C under magnetic stirring. The reaction was stopped after 8h of follow-up analysis by GC. The reaction was cooled to room temperature, filtered, and the filter cake was washed twice with chloroform to combine the organic phases. After evaporating the chloroform at atmospheric pressure and then carrying out decompression distillation (8.00kPa), the fraction at 110-120 ?? was collected 8.08g, the crude product yield was 78.29%.The mass fraction of the product 3-iodothiophene analyzed by GC was 98.50%. Product qualitative analysis results (MS): m/z=210 (M+), 83,39.

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