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Acros Organics & Maybridge - D

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Diphenyliodonium bromide, 98%<br />

<strong>Acros</strong> <strong>Organics</strong> Product code Packaging Pack size Price<br />

408950050 Glass bottle 5 g INR 3,570<br />

408950250 Glass bottle 25 g INR 16,950<br />

R25 R34<br />

S26 S36/37/39<br />

C 12 H 10 BrI (C 6 H 5 ) 2 I+Br-<br />

CAS: 1483-73-4<br />

MFCD00031703<br />

FW: 361.01<br />

mp: 224-228 °C<br />

Diphenyliodonium chloride<br />

APPLICATION GUIDE<br />

Arylation<br />

* C-Phenylation Phenylation of carbanions is possible with this reagent, especially with the substrates:<br />

1,3-dicarbonyl compounds, -cyano ketones, aromatic ketones, acetone enolates and nitronate<br />

ions. JOC 1964, 29, 2108<br />

* N-Phenylation Phenylation occurs on hydroxamic acid derivatives, imides, sulfonamides, and certain<br />

other nitrogen heterocycles. Reaction with aromatic and aliphatic amines requires a CuI catalyst.<br />

Heteroatom phenylation on N requires Pd(0) or Cu (I) catalysis. SL 2000, 1022<br />

* O-Phenylation Oxygen anions and nucleophiles are readily phenylated, including alkoxides;<br />

phenoxides; carboxylates; sulfonates; N-oxides; oximes; hydroxylamines and nitroso compounds.<br />

JOC 1971, 36, 1780<br />

* S-Phenylation diaryl or dialkyl sulfides give sulfonium salts Izv. Akad. Nauk SSSR, Ser. Khim. 1973,<br />

1678; TL 1981, (22), 3629; JOC 1978, 43, 3055<br />

Electrophilic reagent<br />

* Reaction with inorganic anions Reacts with inorganic anions e.g. cyanide gives phenyl cyanide,<br />

sodium azide gives phenyl azide. JOC 1975, 40, 3010<br />

Transition Metal Catalysed Reactions<br />

* Carbonylation palladium catalysed carbonylative cross coupling of diphenyliodonium salts with<br />

organotin or boron compounds with atmospheric CO at room temperature gives high yields of phenyl<br />

ketone S 1998, 823<br />

* Heck the Heck reaction with diphenyliodonium salts occurs under very mild conditions JOC 1996,<br />

61, 2604<br />

* Hiyama reaction with organofluorosilanes is catalysed by Pd(0) in the presence of TBAF T 1997, 53,<br />

3027<br />

*Kumada reaction with Grignard reagents occurs under mild conditions with Pd(PPh3)4 SC 2000, 30,<br />

3607<br />

* Sonogashira reaction with terminal alkynes proceeds readily in the absence of base using Pd(OAc)2<br />

or CuI. CC 1996, 835<br />

* Stille cross coupling occurs between organostannanes and diphenyliodonium salts SC 1996, 26,<br />

4311<br />

* Suzuki Palladium catalysed cross coupling with boronic acids and other organoboranes occurs<br />

readily under mild conditions, often preferred over the cross coupling with iodobenzene. JOC 1996,<br />

61, 4720<br />

Diphenyliodonium chloride, 97%<br />

<strong>Acros</strong> <strong>Organics</strong> Product code Packaging Pack size Price<br />

117330100 Glass bottle 10 g INR 4,710<br />

117330500 Glass bottle 50 g INR 15,330<br />

R25 R36/37/38<br />

S26 S36/37/39 S45<br />

S45<br />

Store below +4ºC<br />

C 12 H 10 ClI (C 6 H 5 ) 2 ICl<br />

CAS: 1483-72-3<br />

MFCD00011909<br />

Diphenyliodonium nitrate, 97%<br />

FW: 316.57<br />

mp: 227-228 °C (S)<br />

<strong>Acros</strong> <strong>Organics</strong> Product code Packaging Pack size Price<br />

292340050 Glass bottle 5 g INR 2,360<br />

292340250 Glass bottle 25 g INR 6,700<br />

S24/25<br />

Light sensitive<br />

C12H10INO3 CAS: 722-56-5<br />

MFCD00031704<br />

(C 6 H 5 ) 2 I+(NO 3 )-<br />

FW: 343.11<br />

mp: >147 °C<br />

http://www.acros.com Diphenyliodo<br />

1,3-Diphenylisobenzofuran, 99+%<br />

<strong>Acros</strong> <strong>Organics</strong> Product code Packaging Pack size Price<br />

147580010 Glass bottle 1 g INR 730<br />

147580050 Glass bottle 5 g INR 2,290<br />

S24/25<br />

Light sensitive<br />

Air sensitive<br />

Store below +4ºC<br />

C20H14O CAS: 5471-63-6<br />

MFCD00005931<br />

FW: 270.32<br />

mp: 129-133 °C<br />

2,6-Diphenylisonicotinic acid, 97%<br />

<strong>Acros</strong> <strong>Organics</strong> Product code Packaging Pack size Price<br />

398980010 Glass bottle 1 g INR 2,600<br />

398980050 Glass bottle 5 g INR 8,660<br />

R36/37/38<br />

S26 S37/39<br />

C 18 H 13 NO 2<br />

CAS: 38947-57-8<br />

MFCD00418438<br />

FW: 275.30<br />

mp: 283-286 °C<br />

Diphenyl ketone , see Benzophenone on page 176<br />

Diphenylketone oxime , see Benzophenone oxime on page 177<br />

Diphenylmethane, 99%<br />

<strong>Acros</strong> <strong>Organics</strong> Product code Packaging Pack size Price<br />

117355000 Glass bottle 500 g INR 1,320<br />

117350010 Glass bottle 1 kg INR 2,440<br />

S24/25 C 13 H 12 (C 6 H 5 ) 2 CH 2<br />

CAS: 101-81-5<br />

MFCD00004781<br />

FW: 168.24<br />

mp: 24.5-25 °C<br />

bp: 265 °C<br />

Fp: 127 °C<br />

Diphenylmethanone , see Benzophenone on page 176<br />

Diphenylmethoxyphosphine , see Methyl diphenylphosphinite on page 1411<br />

N-(Diphenylmethylene)aminoacetonitrile, 99%<br />

d: 1.000<br />

n 20<br />

D : 1.576 -1.578<br />

<strong>Acros</strong> <strong>Organics</strong> Product code Packaging Pack size Price<br />

124140050 Glass bottle 5 g INR 4,940<br />

124140250 Glass bottle 25 g INR 16,950<br />

S24/25<br />

Hygroscopic<br />

Moisture sensitive<br />

Store below +4ºC<br />

C15H12N2 CAS: 70591-20-7<br />

MFCD00009970<br />

(C 6 H 5 ) 2 C=NCH 2 CN<br />

FW: 220.27<br />

mp: 83-86 °C<br />

Please enquire for bulk quantities 927<br />

O<br />

N<br />

O<br />

OH<br />

D

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