4-IODOTHIOANISOLE CAS 35371-03-0

Introduction:Basic information about 4-IODOTHIOANISOLE CAS 35371-03-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

4-IODOTHIOANISOLE Basic information

Product Name:4-IODOTHIOANISOLE
Synonyms:4-Iodothiaanisole;(4-iodophenyl)(methyl)sulfane;1-(Methylthio)-4-iodobenzene;1-Iodo-4-(methylthio)benzene;Methyl p-iodophenyl sulfide;Methyl(4-iodophenyl) sulfide;p-Iodothioanisole;4-IODOTHIOANISOLE
CAS:35371-03-0
MF:C7H7IS
MW:250.1
EINECS:
Product Categories:
Mol File:35371-03-0.mol

4-IODOTHIOANISOLE Chemical Properties

Melting point 40 °C
Boiling point 262.6±23.0 °C(Predicted)
density 1.78±0.1 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
AppearanceLight brown to brown Solid
CAS DataBase Reference35371-03-0(CAS DataBase Reference)

Safety Information

Risk Statements 36/37/38
Safety Statements 26-36/37/39
HS Code 29309090

4-IODOTHIOANISOLE Usage And Synthesis

Chemical PropertiesIn solution, 4-Iodothioanisole shows a yellowish color due to intramolecular excitation of the cyclopentene system, while in the solid state it is orange because of free rotation around the carbon-iodine bond.It reacts with electrophiles to form carbon-iodine bonds and can be used to make cross-coupling reactions.
Uses4-Iodothioanisole is a synthetic molecule that is used in organic chemistry as a reagent for the formation of carbon-carbon bonds. It also enhances the fluorescence of some molecules and has been used in supramolecular chemistry.
Synthesis

98546-51-1

35371-03-0

General procedure for the synthesis of 4-iodoanisole from 4-methylthiophenylboronic acid: KX (X = I, Br) (0.2 mmol), 4-methylthiophenylboronic acid (0.3 mmol), CuBr2 (4.5 mg, 10 mol%), 1,10-phenanthroline (7.2 mg, 20 mol%), and DMF ( 2 mL). The reaction mixture was stirred at 80 °C or 130 °C for the reaction. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was purified by rapid column chromatography on silica gel to afford the target product 4-iodoanisole.

References[1] Tetrahedron Letters, 2011, vol. 52, # 16, p. 1993 - 1995
[2] Tetrahedron Letters, 2015, vol. 56, # 9, p. 1122 - 1123
[3] RSC Advances, 2015, vol. 5, # 103, p. 84910 - 84919

4-IODOTHIOANISOLE Preparation Products And Raw materials

Raw materialsDimethyl disulfide-->4-(Methylthio)phenylboronic acid-->4-Iodophenylboronic acid-->Cupric bromide-->N,N-Dimethylformamide-->o-Phenanthroline-->Potassium iodide-->Oxygen
Preparation Products4-(METHYLTHIO)BENZOYL CHLORIDE 95
4-Iodophenylhydrazine CAS 13116-27-3
4-Isopropoxyethoxymethylphenol CAS 177034-57-0
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