2-Chloro-5-iodothiophene

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CAS:28712-49-4
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CAS:28712-49-4
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2-Chloro-5-iodothiophene Basic information
Product Name:2-Chloro-5-iodothiophene
Synonyms:2-Chloro-5-iodothiophene;Thiophene, 2-chloro-5-iodo-
CAS:28712-49-4
MF:C4H2ClIS
MW:244.48
EINECS:
Product Categories:
Mol File:28712-49-4.mol
2-Chloro-5-iodothiophene Structure
2-Chloro-5-iodothiophene Chemical Properties
Melting point -25--24 °C
Boiling point 95-96 °C(Press: 14 Torr)
density 2.164±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
Safety Information
MSDS Information
2-Chloro-5-iodothiophene Usage And Synthesis
Synthesis
2-Iodothiophene

3437-95-4

2-Chloro-5-iodothiophene

28712-49-4

The general procedure for the synthesis of 2-chloro-5-iodothiophene from 2-iodothiophene is as follows: Example 1: Synthesis of 1-(5-chlorothiophen-2-yl)-2-(2,4-difluorophenyl)-1,1-difluoro-3-(1H-tetrazol-1-yl)propan-2-ol 1. 2-Iodothiophene (2.5 g, 11.9 mmol) was dissolved in hexane (25 mL) and stirred until completely dissolved. 2. N-chlorosuccinimide (NCS; 1.58 g, 11.9 mmol) was added to the above solution. 3. A catalytic amount of perchloric acid (HClO4) was added and the reaction was stirred continuously for 24 hours (h) at room temperature (RT). 4. Upon completion of the reaction, the reaction mixture was filtered and the filtrate was collected. 5. The filtrate was washed sequentially with water (H2O) and brine and then dried with anhydrous sodium sulfate (Na2SO4). 6. The dried filtrate was concentrated under vacuum to give 2-chloro-5-iodothiophene in liquid form (1.7 g, 6.9 mmol, 58% yield). Product characterization: 1H NMR (200 MHz, CDCl3): δ 7.18 (d, J = 4.2 Hz, 1H), 6.69 (d, J = 4.2 Hz, 1H).

References[1] Journal of Organic Chemistry, 1993, vol. 58, # 11, p. 3072 - 3075
[2] Patent: US2012/329802, 2012, A1. Location in patent: Page/Page column 18-19
2-Chloro-5-iodothiophene Preparation Products And Raw materials
Raw materials2-Iodothiophene-->2-Chlorothiophene-->Hexane-->N-Chlorosuccinimide
Preparation Products2-Chlorothiophene
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