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531472

Sigma-Aldrich

2-Iodophenylacetic acid

97%

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About This Item

Linear Formula:
IC6H4CH2CO2H
CAS Number:
18698-96-9
Molecular Weight:
262.04
MDL number:
MFCD00046546
UNSPSC Code:
12352100
PubChem Substance ID:
24877819
NACRES:
NA.22

Quality Level

200

Assay

97%

mp

116-119 °C (lit.)

functional group

carboxylic acid
iodo

SMILES string

OC(=O)Cc1ccccc1I

InChI

1S/C8H7IO2/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4H,5H2,(H,10,11)

InChI key

IUHXGZHKSYYDIL-UHFFFAOYSA-N

Related Categories

General description

2-Iodophenylacetic acid is a substituted acetic acid that can be prepared from 2-iodobenzyl cyanide. It undergoes palladium-catalyzed reaction with allenes to form 1,3-butadienes. 2-Iodophenylacetic acid also undergoes photolysis in carbon tetrachloride to form the corresponding chloro compound.

Application

2-Iodophenylacetic acid may be used in the preparation of:
  • 2-iodophenylacetyl chloride
  • 3,4-dimethoxyphenyl 2-iodophenylacetate
  • N-{2-[2-(2-iodophenyl)-acetylamino]-ethyl}-2-(3,4- dichlorophenyl)-acetamide

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

531472-BULK:
531472-VAR:
531472-25G:4548173994673
531472-5G:4548173994680

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV2911
BCBL4138V
MKBG0018V
MKBD2631
50296PJ

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Synthesis of benzo[c]chromen-6-ones via novel cyclic aryl?Pd (II)?ester enolate intermediates.
Taylor SR, et al.
Tetrahedron, 63(45), 10889-10895 (2007)
Pd?Catalyzed Reactions of Allenylphosphonates and Related Allenes with Functionalized 2?Iodophenols, 2?Iodobenzoic Acid, and 2?Iodobenzyl Alcohol Leading to Functionalized Benzofurans, Isocoumarins, and Benzopyrans.
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European Journal of Organic Chemistry, 5927-5940 (2009)
Photochemical synthesis of aromatic chloro compounds from aromatic iodo compounds.
The Journal of Organic Chemistry, 35(2), 528-529 (1970)
Regioselective Synthesis of Isoquino [1,2-b][3] benzazepines (Homoprotoberberines) through 11-Membered-Ring Stilbene Lactams Obtained by Radical Macrocyclization.
Rodriguez G, et al.
The Journal of Organic Chemistry, 64(13), 4830-4833 (1999)
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Eight halogenated

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