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252786

2-Iodoanisole

Name: 2-Iodoanisole
Brand: ALDRICH

98%

Synonym(s):

2-Iodophenyl methyl ether, 2-Methoxyiodobenzene

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About This Item

Linear Formula:

IC₆H₄OCH₃

CAS Number:

529-28-2

Molecular Weight:

234.03

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24855237

EC Number:

208-456-4

Beilstein/REAXYS Number:

1860243

MDL number:

MFCD00001039

Assay:

98%

Form:

liquid

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Properties

Quality Level

200

assay

98%

form

liquid

refractive index

n20/D 1.622 (lit.)

bp

125-126 °C/19 mmHg (lit.)

solubility

alcohol: miscible(lit.), chloroform: miscible(lit.), diethyl ether: miscible(lit.), water: insoluble(lit.)

density

1.799 g/mL at 25 °C (lit.)

functional group

iodo

SMILES string

COc1ccccc1I

InChI

1S/C7H7IO/c1-9-7-5-3-2-4-6(7)8/h2-5H,1H3

InChI key

DVQWNQBEUKXONL-UHFFFAOYSA-N

Description

General description

2-Iodoanisole participates in palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran in the presence of chiral ionic liquids containing L-prolinate and L-lactate anions and non-chiral quaternary ammonium cations.

Application

2-Iodoanisole has been used in palladium/copper-catalyzed synthesis of o-(1-alkynyl)anisoles.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Synthesis of 2,3-disubstituted benzo[b]furans by the palladium-catalyzed coupling of o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization.

Dawei Yue et al.

The Journal of organic chemistry, 70(25), 10292-10296 (2005-12-06)

[reaction: see text] 2,3-Disubstituted benzo[b]furans are readily prepared under very mild reaction conditions by the palladium/copper-catalyzed cross-coupling of various o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization with I2, PhSeCl, or p-O2NC6H4SCl. Aryl- and vinylic-substituted alkynes undergo electrophilic cyclization in

Palladium-catalyzed asymmetric Heck arylation of 2,3-dihydrofuran--effect of prolinate salts.

Adam Morel et al.

Dalton transactions (Cambridge, England : 2003), 42(4), 1215-1222 (2012-11-09)

Chiral ionic liquids (CILs) containing L-prolinate and L-lactate anions and non-chiral quaternary ammonium cations were employed in the palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran with aryl iodides (iodobenzene, 4-iodotoluene, 2-iodoanisole, 4-iodoanisole, 4-iodoacetophenone). In all the reactions 2-aryl-2,3-dihydrofuran (3) was

The Utility of Sonogashira Coupling Reaction for the Derivatization of Aryl Halides with Fluorescent Alkyne.

Naoyuki Yasaka et al.

Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 34(10), 1183-1188 (2018-10-12)

Aryl halides are a very important category of compounds that include many vital drugs and key industrial additives, such as clofibrate and bromobenzene, respectively. Due to their importance, our research group previously developed a novel fluorescence labeling approach for their

Global Trade Item Number

SKU	GTIN
252786-25G	04061825973616
252786-100G	04061825973609