54308-43-9

Basic information

• Product Name: 1,3-Dithiane, 2-(3-methoxyphenyl)-
• CAS NO: 54308-43-9
• Molecular Formula: C11H14OS2
• Molecular Weight: 226.364
• Mol File: 54308-43-9.mol

Chemical Properties

• CAS DataBase Reference: 1,3-Dithiane, 2-(3-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dithiane, 2-(3-methoxyphenyl)-(54308-43-9)
• EPA Substance Registry System: 1,3-Dithiane, 2-(3-methoxyphenyl)-(54308-43-9)

Safety Data

• Hazardous Substances Data: 54308-43-9(Hazardous Substances Data)

Upstream product

• 591-31-1 3-methoxy-benzaldehyde 
• 38489-80-4 3-methoxybenzaldehyde oxime 
• 109-80-8 1.3-propanedithiol 
• 163890-98-0 3,9-bis-(3-methoxy-phenyl)-2,4,8,10-tetraoxa-spiro[5.5]undecane 

Downstream Products

• 130872-75-2 2-Chloro-6-[2-(3-methoxy-phenyl)-[1,3]dithian-2-yl]-pyrazine 
• 591-31-1 3-methoxy-benzaldehyde 
• 586-38-9 3-Methoxybenzoic acid 
• 6971-51-3 3-methoxybenzyl alcohol 
• 107325-75-7 (3-methoxybenzoyl)trimethylsilane 
• 1006715-18-9 (3-methoxyphenyl)dimethyl(phenyl)silane 
• 75731-44-1 4,3'-dimethoxybenzophenone 
• 55913-06-9 3'-methoxybenzoin 
• 1127955-57-0 2-(2-bromobenzyl)-2-(3-methoxyphenyl)-1,3-dithiane 
• 130872-72-9 methyl 8-methyl-4-(3-methoxyphenylmethylene)-2-oxo-3,8-diazabicyclo<3.2.1>octane-6-exo-6-carboxylate 

Relevant articles and documents

Visible-light mediated facile dithiane deprotection under metal free conditions

Visible light mediated facile and selective dithiane deprotection under metal free conditions is developed. Eosin Y (1 mol%) proved to be an effective catalyst for the dithiane deprotection under the ambient photoredox conditions. The standard household compact fluorescent light source (CFL bulb) proved to be effective under open-air conditions in aqueous acetonitrile at room temperature. The protocol that exhibits a broad substrate scope and functional group tolerance has been shown to expand to a range of transformations for the electron-rich and -deficient thioacetals and thioketals. The synthetic utility of this protocol has also been demonstrated by gram-scale application.

A 2 - substituted - 1, 3 - dithiane derivative of the preparation method

The invention provides a preparation method of a 2-substituted-1,3-dithiane derivative. The preparation method comprises the following steps: adding 1,3-dithiane (CAS:505-23-7) and 1,2-dichloroethane (DCE) or dichloromethane (DCM) into a reaction bottle, adding N-chlorosuccinimide (NCS) under ice-bath condition, and stirring for 0.5-1 h to prepare a 2-chloro-1,3-dithiane solution; and adding an aldehyde or ketone compound and a lewis acid catalyst into the above solution, and reacting to prepare the 2-substituted-1,3-dithiane derivative. By using the 1,3-dithiane solid and different types of aldehyde and keto-carbonyl compounds as raw material and using one or more of ferric trichloride, boron trifluoride diethyl etherate, methanesulfonic acid, aluminum trichloride, ferrous chloride and nickel chloride as catalysts, preparation of the 2-substituted-1,3-dithiane derivative is realized. The catalysts used in the invention are cheap and easily available, dosage of the catalysts is low and pollution of the catalysts is little. The solid raw materials used in the invention can avoid use of fetid toxic 1,3-dimercaptopropane with strong volatility, and the purpose of protecting an experimenter's body and reducing environmental pollution is realized. In addition, the preparation method has advantages of mild reaction condition, high yield, simple operation and the like.

Nickel-Catalyzed Synthesis of Silanes from Silyl Ketones

An unprecedented nickel-catalyzed decarbonylative silylation via CO extrusion intramolecular recombination fragment coupling of unstrained and nondirecting group-Assisted silyl ketones is described. The inexpensive and readily available catalyst performs

Sulfur-Directed Ligand-Free C-H Borylation by Iridium Catalysis

An iridium-catalyzed ortho C-H borylation reaction directed by cyclic dithioacetal moiety is disclosed. A series of borylation products were obtained in moderate to good yields under mild conditions in exclusive mono- and ortho-regioselectivity. Thus, the 1,3-dithiane or 1,3-dithiolane group serves as a remarkable effective directing group for C-H borylation without any ligand assistance. The further transformations of the borylation products are also carried out to change boryl group to other functional groups.

Rhodium(III)-catalyzed oxidative alkenylation of 1,3-dithiane-protected arenecarbaldehydes via regioselective C-H bond cleavage

A Rh(III)-catalyzed direct alkenylation of 2-aryl-1,3-dithiane derivatives with alkenes has been developed. The 1,3-dithiane group can serve as an effective directing group for the exclusively monoselective alkenylation under mild oxidative conditions. Th

Solid-supported odorless reagents for the dithioacetalization of aldehydes and ketones

A solid supported, odorless reagent for the dithioacetalization of aldehydes and ketones has been developed. The new reagent provides the dimercaptoalkane equivalent in combination with stoichiometric amounts of immobilized acid and enables the formation of dithianes and dithiolanes from aldehydes without any additives in good to very good yields with high purities. The reaction is chemoselective for aldehydes, but ketones can be reacted to the corresponding dithioketals if an additional Lewis acid such as BF3is added.

Asymmetric transfer hydrogenation of unsymmetrical benzils

In this paper, the asymmetric transfer hydrogenation of unsymmetrical benzils with m, p-substituents was conducted with a substrate/catalyst molar ratio of 100 at 40°C for 24 h to produce (S,S)-hydrobenzoins in good yields (76.2% to 97.1%) with high diastereomeric (syn/anti = 10.8 to 29.7/1) and enantiomeric purities (86.1%ee syn to 98.9%ee syn). Unfortunately, the unsymmetrical benzils with the o-substituents such as electron-donating (R = CH3, OCH3) and electron-withdrawing groups (R = F, Cl, CF3) resulted in poor yields (0% to 31.2%), even at 40°C for 72 h. These products had inefficient diastereoselectivities (syn/anti = 1.5 to 5.0/1) caused by steric effects. Furthermore, the results of a dynamic-kinetic study were used to propose a plausible reaction pathway of unsymmetrical benzil using 3-methoxy-1,2-diphenyl ethanedione as an example.

Facile deprotection of dithioacetals by using a novel 1,4-benzoquinone/cat. NaI system

The combination of 1,4-benzoquinone and a catalytic amount of NaI was found to be effective for the deprotection of dithioacetals. The reactions proceeded efficiently under mild, near-neutral reaction conditions, producing a wide range of aryl and alkyl aldehydes and ketones generally in high yields with good functional group compatibility. The method developed therefore represents a general, facile, and highly applicable approach for deprotecting dithioacetals.

Synthesis of benzo[b]furans by palladium-NHC catalyzed ring closure of o-bromobenzyl ketones

The palladium-catalyzed ring closure of aryl o-bromobenzyl ketones, easily accessible from aromatic aldehydes and 2- bromobenzyl bromide, provides a straightforward route to 2-aryl- benzofurans. A study of the ring closure revealed that a heterocyclic car

NOVEL 2-AMINO-5, 5-DIARYL-IMIDAZOL-4-ONES

This invention relates to novel compounds having the structural formula (I) below: and to their pharmaceutically acceptable salt, compositions and methods of use. These novel compounds provide a treatment or prophylaxis of cognitive impairment, Alzheimer Disease, neurodegeneration and dementia.