| Identification | More | [Name]
Bis(pyridine)iodonium tetrafluoroborate | [CAS]
15656-28-7 | [Synonyms]
BARLUENGA'S REAGENT
BIS(PYRIDINE)IODONIUM (I) TETRAFLUOROBORATE
BIS(PYRIDINE)IODONIUM TETRAFLUOROBORATE
IPY2BF4
Barluengas
BarluengaReagentIpy2Bf4
Barluenga’S Reagent Ipy2Bf4
BARLUENGAS REAGENT IPY2BF4 BIS(PYRIDINE)IODONIUM(I) ETRAFLUOROBORATE
BIS(PYRIDINE)IODONIUM(1)TETRAFLUOROBORATE
Iodanium pyridine tetrafluoroborate | [EINECS(EC#)]
628-405-3 | [Molecular Formula]
C10H10BF4IN2 | [MDL Number]
MFCD03703393 | [Molecular Weight]
371.91 | [MOL File]
15656-28-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow powder | [Melting point ]
137-141 °C (lit.) | [storage temp. ]
Store at 0-5°C | [solubility ]
sol CH2Cl2, DMSO, MeCN, pyridine, DMF; modestly sol CHCl3; insol ether, THF, hexane | [form ]
Powder | [color ]
Yellow | [Water Solubility ]
Hydrolyzes in water. | [Sensitive ]
Moisture & Light Sensitive | [Merck ]
14,1302 | [BRN ]
4284739 | [CAS DataBase Reference]
15656-28-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,T | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
1759 | [WGK Germany ]
3
| [Hazard Note ]
Toxic/Irritant | [HazardClass ]
MOISTURE SENSITIVE, KEEP COLD, LIGHT SENSITIVE | [PackingGroup ]
II | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Description]
Bis(pyridine)iodonium tetrafluoroborate is iodinating agent for the selective functionalization of unsaturated compounds; can also mediate C-C bond formation. | [Preparation]
Bis(pyridine)iodonium tetrafluoroborate is prepared by the reaction of HgO/HBF4-SiO2 with iodine and pyridine in dry CH2Cl2 at rt. Solids are filtered off, and the reagent is isolated by precipitation from CH2Cl2 solution by addition of cold ether, repeating the operation several times until a negative test for mercury(II) is obtained (i.e. absence of precipitation of mercury by treatment of an aliquot with NaBH4/NaOH). | [Chemical Properties]
Yellow powder | [Uses]
Bis(pyridine)iodonium tetrafluoroborate is used as mild iodinating and oxidizing reagent. It is also useful for selective iodination of free phenolic groups in tyrosine residues during solid-phase synthesis. | [Uses]
Iodination and oxidation reagent. | [reaction suitability]
reagent type: oxidant | [storage]
Bis(pyridine)iodonium tetrafluoroborate can be safely stored under a nitrogen atmosphere (in the dark at 4 °C) for long periods of time (up to 3 months has been observed) without changing either properties or physical appearance. | [Purification Methods]
recrystallization from CH2Cl2-CHCl3 (white solid) |
|
| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
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400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Sigma-Aldrich
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| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
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