Substance
ID:717536
Names and Identifiers
IUPAC name
diphenyliodanium chloride
IUPAC Traditional name
diphenyliodanium chloride
Synonyms
Diphenyliodonium chloride二苯氯化碘鎓,
Registration numbers
EC Number
CAS Number
MDL Number
Beilstein Number
Merck Index
Properties
Safety Information
GHS Hazard statements
H301-H315-H319-H335
European Hazard Symbols
Toxic (T)GHS Precautionary statements
P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
RTECS
NN6651666
TSCA Listed
是
GHS Pictograms
Acute toxicity (oral, dermal, inhalation), categories 1,2,3
Hazard Class
6.1
Storage Warning
Light Sensitive
Risk Statements
25-36/37/38
Safety Statements
26-36/37-45
UN Number
UN2811
Packing Group
III
Physical Property
Melting Point
ca 230°C dec.
Product Information
Purity
98+%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• For reviews of polyvalent iodine compounds in organic synthesis, see: Synthesis, 709 (1984); Chem. Rev., 96, 1123 (1996). For monographs, see: A. Varvoglis, The Organic Chemistry of Polycoordinated Iodine, VCH, N.Y. (1992); A. Varvoglis, Hypervalent Iodine in Organic Synthesis, Academic Press, San Diego (1996).
• Diphenyliodonium salts are widely used as photoinitiators for cationic polymerization: Macromolecules, 10, 1307 (1977); review: Adv. Polym. Sci., 62, 1 (1982).
• C-Phenylation of the anions derived from malonic esters, ?-keto esters and arylacetic esters: J. Org. Chem., 28, 714 (1963). Arylation of ketones: J. Org. Chem., 31, 4315 (1966). ?-Diketones can be arylated either as monoanions: Tetrahedron, 8, 49 (1960); J. Am. Chem. Soc., 84, 2819 (1962), or as dianions: J. Org. Chem., 29, 3514 (1964), where reaction occurs at the more reactive (terminal) carbon; see, e.g. (1-phenylation of 2,4-pentanedione): Org. Synth. Coll., 6, 928 (1988). For arylation of Grignard reagents and cyanide ion, see: J. Am. Chem. Soc., 75, 2708 (1953), and of nitro-compounds: J. Org. Chem., 28, 1424 (1963); 29, 2108 (1964). Other reactions reported include: O-Phenylation of aryloxides: J. Chem. Soc., 2645 (1961), alkoxides and oximes: J. Org. Chem., 40, 3010 (1975); 36, 1780 (1971); S-Phenylation of sulfides: J. Org. Chem., 36, 233 (1971); N-Phenylation of heterocycles: Tetrahedron, 1, 145 (1957); J. Org. Chem., 39, 2710 (1974).
• They are also useful phenylating agents for a variety of anions: