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550760

Sigma-Aldrich

3-Iodobenzaldehyde

97%

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About This Item

Linear Formula:
IC6H4CHO
CAS Number:
Molecular Weight:
232.02
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

mp

57-60 °C (lit.)

storage temp.

2-8°C

SMILES string

Ic1cccc(C=O)c1

InChI

1S/C7H5IO/c8-7-3-1-2-6(4-7)5-9/h1-5H

InChI key

RZODAQZAFOBFLS-UHFFFAOYSA-N

General description

3-Iodobenzaldehyde can be prepared by the iodination of benzaldehyde using 1,3-diiodo-5,5-dimethylhydantoin in sulfuric acid.

Application

3-Iodobenzaldehyde may be used as a starting material in the preparation of:
  • 3-iodocinnamic acid
  • 3-(3-hydroxy-3-methylbut-1-yn-1-yl)benzaldehyde
  • 1,3-dihydroxy-2-(3-iodophenyl)-4,4,5,5-tetramethylimidazolidine

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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1, 3-Diiodo-5,5-dimethylhydantoin-An efficient reagent for iodination of aromatic compounds.
Chaikovskii VK, et al.
Russ. J. Org. Chem., 43(9), 1291-1296 (2007)
Suzuki Reactions with Stable Organic Radicals-Synthesis of Biphenyls Substituted with Nitronyl-Nitroxide Radicals.
Stroh C, et al.
European Journal of Organic Chemistry, 2005(17), 3697-3703 (2005)
Synthesis and evaluation of potent and selective human V1a receptor antagonists as potential ligands for PET or SPECT imaging.
Fabio K, et al.
Bioorganic & Medicinal Chemistry, 20(3), 1337-1345 (2012)
Cross-coupling of aryl iodides with paramagnetic terminal acetylenes derived from 4, 4, 5, 5-tetramethyl-2-imidazoline-1-oxyl 3-oxide.
Klyatskaya SV, et al.
Russian Chemical Bulletin, 51(1), 128-134 (2002)

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