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252786

Sigma-Aldrich

2-Iodoanisole

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
Beilstein:
1860243
EC Number:
208-456-4
MDL number:
MFCD00001039
UNSPSC Code:
12352100
PubChem Substance ID:
24855237
NACRES:
NA.22

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

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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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

252786-100G:4548173987408
252786-VAR:
252786-25G:4548173987415
252786-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH6022
BCCF4468
BCCB5161
BCBZ9539
BCBV3958

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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
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
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

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