130614-23-2

Usage

Color

Colorless

State

Liquid

Composition

Dithiane ring with a bromophenyl group attached to one of the carbon atoms

Uses

Organic synthesis building block for pharmaceuticals, agrochemicals, and fine chemicals; reagent for introducing 2-(2-bromophenyl)-1,3-dithiane group into other molecules

Chemical Reactivity

Participates in various types of chemical reactions, making it a valuable tool in organic chemistry.

Upstream product

• 109-80-8 1.3-propanedithiol 
• 6630-33-7 ortho-bromobenzaldehyde 
• 57529-04-1 2-chloro-1,3-dithiane 

Downstream Products

• 130614-25-4 C₆H₄(2-Me₃SnCH₂)CHCH₂ 
• 6630-33-7 ortho-bromobenzaldehyde 
• 1188523-36-5 2-(2-(4-methoxybenzyl)phenyl)-1,3-dithiane 

Relevant academic research and scientific papers

Simultaneous and stereoselective formation of planar and axial chiralities in enantiopure sulfinyl iron diene complexes

(Matrix presented) Enantiopure (1Z,3E)-1-sulfinyl dienes bearing an o-dithianylphenyl group can be prepared and complexed with (bda)Fe(CO) 3 to afford the corresponding sulfinyl diene iron(0) tricarbonyl complexes. This diastereoselective compl

A new molecular iodine-catalyzed thioketalization of carbonyl compounds: Selectivity and scope

A new molecular iodine-catalyzed thioketalization of carbonyl compounds has been developed.

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.

Direct anodic (thio)acetalization of aldehydes with alcohols (thiols) under neutral conditions, and computational insight into the electrochemical formation of the acetals

A versatile protocol for the production of acetals/thioacetals by means of direct electrochemical oxidation is developed here under neutral conditions, providing (thio)acetals with good functional group tolerance and a wide scope for both aldehydes and (thio)alcohols. DFT calculations reveal that direct electron transfer from the anode plays a key role in carbonyl activation during this acid free acetalization process.

Preparing method of 2-substituted-1,3-dithiane derivative

The invention belongs to the technical field of organic synthesis, and particularly discloses a preparing method of a 2-substituted-1,3-dithiane derivative. The preparing method comprises the following steps of adding substrate aldehyde, 1,3-dimercaptopro

Visible-light promoted dithioacetalization of aldehydes with thiols under aerobic and photocatalyst-free conditions

A novel photocatalyst-free visible-light-mediated dithioacetalization of aldehydes and thiols has been developed. This protocol is operationally simple, mild and atom-economical, which provides an environmental benign access to dithioacetals at room temperature under aerobic conditions.

A selective removal of the secondary hydroxy group from ortho-dithioacetal-substituted diarylmethanols

We present a successful deoxygenation reaction of ortho-1,3-dithianylaryl(aryl)methanols which enables a selective removal of the secondary hydroxy group in presence of the 1,3-dithianyl moiety under reductive conditions. This reaction proceeds well with

Intramolecularly sulfur-stabilized silicon cations as Lewis acid catalysts

The synthesis and spectroscopic characterization of previously unprecedented sulfur-stabilized silicon cations are reported. Several 1,3-dithiolan-2-yl- and 1,3-dithian-2-yl-substituted silanes were prepared and successfully transformed into the corresponding silicon cations by hydride abstraction. The silicon-sulfur interaction creates three consecutive stereocenters at three different elements. It is remarkable that the present stereocenter at the silicon atom determines the stereochemical outcome at the formerly prochiral sulfur and carbon atoms with excellent diastereoselectivity. All sulfur-stabilized silicon cations are shown to be potent catalysts in a challenging Diels-Alder reaction. Moreover, structurally related oxazoline-stabilized silicon cations were generated and characterized but found to be unreactive.

Fe-catalyzed direct dithioacetalization of aldehydes with 2-chloro-1,3-dithiane

Present methods to synthesize 1,3-dithiane molecules require either harsh reaction conditions or highly specialized reagents. We have developed a catalytic dithioacetalization process that directly gains access to the corresponding 1,3-dithianes using aldehydes and 2-chloro-1,3-dithiane in a highly efficient manner. This methodology is beneficial due to mildness of the reaction conditions, and the dithioacetaliation process results in good to excellent yields by using 15 mol % of an iron catalyst.