(Diacetoxyiodo)benzene

(Diacetoxyiodo)benzene Basic information

Product Name:	(Diacetoxyiodo)benzene
Synonyms:	PHENYLIODINE DIACETATE;PIA;AURORA KA-6690;(DIACETOXYIODO)BENZENE;DIACETOXYIODOSOBENZENE;DAIB;LABOTEST-BB LT00847235;IODOBENZENE I,I-DIACETATE
CAS:	3240-34-4
MF:	C10H11IO4
MW:	322.1
EINECS:	221-808-1
Product Categories:	APIs;Benzene derivatives;Hypervalent Iodine Compounds;Oxidation;Synthetic Organic Chemistry;bc0001
Mol File:	3240-34-4.mol

(Diacetoxyiodo)benzene Chemical Properties

Melting point	161-163 °C (lit.)
density	1.6865 (estimate)
refractive index	n/D 1.444
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	INSOLUBLE
form	Solution
color	Clear to cloudy colorless to yellow
Water Solubility	INSOLUBLE
Sensitive	Light Sensitive
BRN	1879369
Stability:	Light and Moisture sensitive
InChIKey	ZBIKORITPGTTGI-UHFFFAOYSA-N
CAS DataBase Reference	3240-34-4(CAS DataBase Reference)
NIST Chemistry Reference	Iodobenzene diacetate(3240-34-4)
EPA Substance Registry System	Iodine, bis(acetato-.kappa.O)phenyl- (3240-34-4)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	22-24/25-37/39-26-36/37/39-27
RIDADR	1479
WGK Germany	3
RTECS	DA3525000
F	4.10-8
Hazard Note	Irritant
TSCA	Yes
HazardClass	6.1(b)
PackingGroup	III
HS Code	29310095

MSDS Information

Provider	Language
(Diacetoxyiodo)benzene	English
ACROS	English
SigmaAldrich	English
ALFA	English

(Diacetoxyiodo)benzene Usage And Synthesis

Chemical Properties	white to light yellow crystal powder
Uses	(Diacetoxyiodo)benzene is a hypervalent iodine reagent that is used in conjunction with catalytic amount of sodium azide in acetonitrile, which enables oxidative decarboxylation of 2-aryl carboxylic a cid into the corresponding aldehydes, ketones and nitriles.
Uses	(Diacetoxyiodo)benzene is a hypervalent iodine reagent that is used in conjunction with catalytic amount of sodium azide in acetonitrile, which enables oxidative decarboxylation of 2-aryl carboxylic acid into the corresponding aldehydes, ketones and nitriles.
Purification Methods	The purity of diacetoxyiodobenzene can be checked by treatment with H2SO4 then KI and the liberated I2 is estimated with standard thiosulfate. It has been recrystallised from 5M acetic acid and dried overnight in a vacuum desiccator over CaCl2. The surface of the crystals may become slightly yellow but this does not affect its usefulness. [Sharefkin & Saltzman Org Synth Coll Vol V 600 1973, Beilstein 5 IV 693.]

(Diacetoxyiodo)benzene Preparation Products And Raw materials

Raw materials	Acetic acid-->Acetic anhydride-->Hydrogen peroxide-->Ethyl 2-(Chlorosulfonyl)acetate-->Iodobenzene-->4-hydroxyphenyl acetate-->CYCLOPROPYLBENZENE-->Iodosobenzene-->Trimethylsilyl acetate-->[N-(p-Toluenesulfonyl)imino]phenyliodinane-->p-Toluenesulfonamide-->1,4-Benzoquinone-->Peroxyacetic acid
Preparation Products	1-Iodobutane-->Dimethylbenzylcarbinyl acetate-->Ethanone, 2,2-bis(acetyloxy)-1-phenyl--->2-Propanone, 1-(acetyloxy)-3-bromo--->1H-Indol-3-ol, 5-Methoxy-, 3-acetate

Topotecan hydrochloride Irinotecan hydrochloride trihydrate Iodobenzene Dess-Martin periodinane [BIS(TRIFLUOROACETOXY)IODO]PENTAFLUOROBENZENE P-(DIACETOXYIODO)-TOLUENE IODOSOBENZENEDIACETATE, [(DIACETOXYIODO)BENZENE; PHENYLIODOSODIACETATE) 4-(1H,1H,2H,2H-PERFLUORODECYL)-1-(DIACETOXYIODO)BENZENE (Diacetoxyiodo)benzene 2,4,6-TRIMETHYL(DIACETOXYIODO)BENZENE IODOSOBENZENE DIACETATE, [(DIACETOXYIODO)BENZENE; PHENYLIODOSODIACETATE) BIS(ACETATO-O)(3-METHOXYPHENYL)IODINE AKOS MSC-0741 Iodosobenzene Iodine (DI-TERT-BUTYLCARBONYLOXYIODO)BENZYL AURORA KA-4499 [Bis(trifluoroacetoxy)iodo]benzene

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