464147
3-Iodo-4,5-dimethoxybenzaldehyde
97%
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About This Item
Linear Formula:
IC6H2(OCH3)2CHO
CAS Number:
Molecular Weight:
292.07
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
InChI
1S/C9H9IO3/c1-12-8-4-6(5-11)3-7(10)9(8)13-2/h3-5H,1-2H3
SMILES string
COc1cc(C=O)cc(I)c1OC
InChI key
MVPNBXPAUYYZAF-UHFFFAOYSA-N
assay
97%
mp
69-72 °C (lit.)
functional group
aldehyde, iodo
General description
3-Iodo-4,5-dimethoxybenzaldehyde is an aryl iodide having an aldehyde group. It can be synthesized starting from 3,4-dihydroxy-5-iodobenzaldehyde.
Application
3-Iodo-4,5-dimethoxybenzaldehyde was used in the preparation of 3-iodo-4,4′,5-trimethoxy-3′-O-tert-butyldiphenylsilyl-Z-stilbene and 3-iodo-4,4′,5-trimethoxy-3′-O-tert-butyldiphenylsilyl-E-stilbene. It may be used for the synthesis of chloropeptin I and chloropeptin II.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Nucleophilic catalysis of the iodine-zinc exchange reaction: preparation of highly functionalized diaryl zinc compounds.
Florian F Kneisel et al.
Angewandte Chemie (International ed. in English), 43(8), 1017-1021 (2004-02-18)
George R Pettit et al.
Journal of natural products, 75(3), 385-393 (2012-02-14)
Toward the objective of designing a structurally modified analogue of the combretastatin A-4 phosphate prodrug (1b) with the potential for increased specificity toward thyroid carcinoma, synthesis of a series of iodocombstatin phosphate (11a-h) and diiodocombstatin phosphate prodrugs (12a-h) has been
Joie Garfunkle et al.
Journal of the American Chemical Society, 131(44), 16036-16038 (2009-10-21)
The first total synthesis of chloropeptin II (1, complestatin) is disclosed. Key elements of the approach include the use of an intramolecular Larock indole synthesis for the initial macrocyclization, adopting conditions that permit utilization of a 2-bromoaniline, incorporating a terminal
Approaches to iodinated derivatives of vanillin and isovanillin.
Nammalwar B, et al.
Organic preparations and procedures international, 44(2), 146-146 (2012)
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