105469-13-4

Basic information

• Product Name: Benzaldehyde, 2-iodo-4-methoxy-
• CAS NO: 105469-13-4
• Molecular Formula: C8H7IO2
• Molecular Weight: 262.047
• Mol File: 105469-13-4.mol

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 2-iodo-4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 2-iodo-4-methoxy-(105469-13-4)
• EPA Substance Registry System: Benzaldehyde, 2-iodo-4-methoxy-(105469-13-4)

Safety Data

• Hazardous Substances Data: 105469-13-4(Hazardous Substances Data)

Upstream product

• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 90151-01-2 4-hydroxy-2-iodobenzaldehyde 
• 77-78-1 dimethyl sulfate 
• 4849-94-9 C-<2-Jod-4-methoxy-phenyl>-N-<4-dimethylamino-phenyl>-nitron 
• 123-11-5 4-methoxy-benzaldehyde 
• 1228657-93-9 C₁₀H₁₂INO₂ 
• 766-85-8 3-methoxy-1-iodobenzene 
• 4885-02-3 Dichloromethyl methyl ether 
• 626-02-8 3-Iodophenol 
• 4849-93-8 1-(2-Iod-4-methoxybenzyl)-pyridinium-bromid 

Downstream Products

• 54435-09-5 2-iodo-4-methoxybenzoic acid 
• 111086-70-5 C₃₀H₂₆I₂N₂O₄ 
• 177937-97-2 4-methoxy-2-(2-trimethylsilylethynyl)benzaldehyde 
• 714966-72-0 (E)-3-(2-Iodo-4-methoxy-phenyl)-acrylic acid ethyl ester 
• 612068-44-7 N-[2-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)-ethyl]-2-iodo-4-methoxybenzamide 
• 612068-45-8 N-[2-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)-ethyl]-2-iodo-4-methoxy-N-methylbenzamide 
• 179129-14-7 2-Ethynyl-4-methoxybenzaldehyde 
• 179129-15-8 1-(2-Ethynyl-4-methoxyphenyl)-3-(trimethylsilyl)-2-propyn-1-ol 
• 179129-17-0 (Z)-<5-<3-<2-<1-Hydroxy-2-propynyl>-5-methoxyphenyl>-2-propynylidene>-1-cyclopenten-1-yl> trifluoromethanesulfonate 
• 179129-16-9 Trifluoro-methanesulfonic acid 5-[3-[2-(1-hydroxy-3-trimethylsilanyl-prop-2-ynyl)-5-methoxy-phenyl]-prop-2-yn-(Z)-ylidene]-cyclopent-1-enyl ester 
• 179129-18-1 Trifluoro-methanesulfonic acid 5-[3-{2-[1-(tert-butyl-dimethyl-silanyloxy)-prop-2-ynyl]-5-methoxy-phenyl}-prop-2-yn-(Z)-ylidene]-cyclopent-1-enyl ester 
• 1192931-10-4 N-(2-iodo-4-methoxybenzylidene)-4-methoxyaniline 
• 1192930-98-5 N-(2-iodo-4-methoxybenzylidene)tert-butylamine 
• 214279-40-0 3-iodo-4-nitroanisol 

Relevant articles and documents

Palladium-catalyzed stereoselective domino arylation-acylation: an entry to chiral tetrahydrofluorenone scaffolds

A palladium-catalyzed domino arylation-cyclization of biocatalytically derived cyclic 1,3-dienes is demonstrated. The reaction introduces a high degree of structural complexity in a single step, giving access to tricyclic tetrahydrofluorenones with full regio- and stereoselectivity. The transformation proceeds through a novel acylation-terminated Heck-type sequence, and quantum chemical calculations indicate that C-H activation is involved in the terminating acylation step.

A practical in situ generation of the schwartz reagent. reduction of tertiary amides to aldehydes and hydrozirconation

A new, highly efficient in situ protocol (Cp2ZrCl2/LiAlH(OBu-t)3) is described for the generation of the Schwartz reagent which provides a convenient method for the amide to aldehyde reduction and the regioselective hydrozirconation-iodination of alkynes and alkenes. Highlighted are chemoselective reductions of benzamides derived by directed ortho metalation (DoM) chemistry, allowing the synthesis of valuable 1,2,3-substituted benzaldehydes. The single-step, three-component process proceeds in a very short reaction time, shows excellent functional group compatibility, and uses inexpensive and long-storage stable reducing reagents.

Schwartz Reagents: Methods of In Situ Generation and Use

Embodiments of the invention provide a method of using Schwartz Reagent, Cp2Zr(H)Cl, without accumulating or isolating it. Methods provide mixtures of Cp2ZrCl2, reductants that selectively reduce Cp2ZrCl2, and substrates. After reaction of Cp2ZrCl2 and the reductant, an intermediate reduction product is formed, apparently Schwartz Reagent. The in situ Schwartz Reagent then selectively reduces certain functional groups on the substrate. Substrates include tertiary amides, tertiary benzamides, aryl O-carbamates, and heteroaryl N-carbamates, which are reduced to aldehydes, benzaldehydes, aromatic alcohols, and heteroaromatics, respectively. Compared to prior methods, reagents are inexpensive and stable, reaction times are short, and reaction temperature in certain cases is conveniently room temperature. It has been estimated that using the in situ method described herein instead of synthesized or commercially obtained Schwartz Reagent provides a 50% reduction in cost.

Synthesis of galanthamine analogs as acetylcholinesterase inhibitors via intramolecular heck cvclization

A novel approach towards the construction of the galanthamine skeleton was demonstrated by the Pdcatalyzed cyclization of N-[2-(l,4-dioxa-spiro[4,5]dec-7- en-8-yl)-ethyl]-2-iodo-4-methoxy-N-methylbenzamide (23), with formation of the benzazepine ring and creation of a quaternary carbon.

Synthesis of 5-/10-membered ring analogues of the dienediyne core of neocarzinostatine chromophore by palladium(0)-mediated ring-closure reaction

The new dienediynes 5, 6, and 7 were synthesised from a monoprotected diyne and an already described bis(enol triflate) 4 derived from formylcyclopentanone. When 5 and 6 were subjected to nucleophilic attack by a thiol, cycloaromatisation occurred, and the phenanthrenes 23a and 23b were obtained in 30 and 42% yield, respectively. VCH Verlagsgesellschaft mbH, 1996.

Ring-Substituted y1,2-Bis(4-hydroxyphenyl)ethylenediamine>dichloroplatinum(II) Complexes: Compounds with a Selective Effect on the Hormone-Dependent Mammary Carcinoma

dichloroplatinum(II) complexes with one substituent in the 2-position (CH3, CF3, F, Br, I: meso- and dl-1-PtCl2, meso-(3-5)-PtCl2, meso-(7 and 8)-PtCl2) or two substituents in the 2,6-position (CH3, Cl: meso-2-PtCl2, meso- and dl-6-PtCl2) in both benzene rings were synthesized and tested for estrogenic and toxic activities.Two complexes (meso-6-PtCl2 and meso-7-PtCl2) possess both effects.In comparative tests on estrogen receptor positive and negative mammary tumors in cell culture (MCF 7, ER+ and MDA-MB 231, ER-) and in animals (MXT, ER+ and MXT, ER-, mouse), meso-6-PtCl2 shows a selective effect on the estrogen receptor positive mammary carcinoma.A further increase of efficacy was achieved with the water-soluble (sulfato)platinum(II) derivative (meso-6-PtSO4).On the DMBA-induced hormone dependent mammary carcinoma of the SD rat, meso-6-PtSO4 is significantly more active than its ligand (meso-6) and cisplatin.