4412-51-5

Usage

Structure

A chlorinated benzene derivative with a 1,3-dioxolane ring attached to a methyl group.

Type of compound

Aromatic halogenated compound, cyclic ether.

Uses

Commonly used in the synthesis of pharmaceuticals and agrochemicals due to its versatile chemical reactivity. It has potential biological activity and has been studied for its potential use as an anti-cancer agent. It is also used as a building block in the production of other organic compounds.

Availability

Commercially available for research and industrial purposes.

InChI:InChI=1/C10H11ClO2/c11-9-3-1-8(2-4-9)7-10-12-5-6-13-10/h1-4,10H,5-7H2

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 107-21-1 ethylene glycol 
• 1073-67-2 4-vinylbenzyl chloride 
• 91309-66-9 3-chloro-3-(p-chlorobenzyl)diazirine 
• 88211-10-3 p-chlorobenzyl(chloro)carbene 

Relevant academic research and scientific papers

Combination of NH2OH·HCl and NaIO4: an effective reagent for molecular iodine-free regioselective 1,2-difunctionalization of olefins and easy access of terminal acetals

We have demonstrated a new application of our oxidizing reagent, a combination of NH2OH·HCl and NaIO4, in the first generalized regioselective 1,2-difunctionalization of olefins. It is a general method for the preparation of β-iodo-β′-hydroxy ethers, β-iodo ethers, β-iodohydrin, and β-iodo acetoxy compounds using different reaction media. The reactions are highly regioselective, always affording Markovnikov's type addition products. The methodology is also applicable for the easy access of terminal acetals. Molecular iodine-free synthesis, room temperature reaction conditions, high yields, use of less expensive reagents, mild reaction conditions, broad applicability of nucleophiles, and applicability for gram-scale synthesis are the notable advantages of this present protocol.

Iodine-catalyzed tandem synthesis of terminal acetals and glycol mono esters from olefins

A new metal-free protocol is described for the synthesis of terminal acetals by tandem oxidative rearrangement of olefins using oxone as an oxidant in the presence of iodine. Moreover, a one-pot procedure for the preparation of glycol mono esters from olefins is also presented for the first time using the same reagent system. The Royal Society of Chemistry 2013.

o-benzenedisulfonimide: A novel and reusable catalyst for acid-catalyzed organic reactions

The o-benzenedisulfonimide is used as Br?nsted acid in catalytic amounts in various acid-catalyzed organic reactions, such as etherification, esterification, and acetalization; the conditions required are mild and in the considered examples the results are always good. A useful aspect of the use of this catalyst is its easy recovery in high yield from the reaction mixture and its reuse in other reactions, with economic and ecological advantages. Georg Thieme Verlag Stuttgart.

Substituent and Temperature Effects on the Reactions of Benzylchlorocarbene with Alcohol

The insertion reaction of the para-substituted benzylchlorocarbenes with methanol shows a second-order dependence in methanol, but only a first-order dependence in ethylene glycol.The results are consistent with a mechanism whereby the carbene inserts into the O-H bond of the alcohol dimer or oligomer by electrophilic attack of the carbene on the oxigenone pair to produce a reversibly formed ylide intermediate.The effects of the substituents indicate that electron-releasing group favours rearrangement while electron-withdrawing group facilitates insertion.Photolysis of halogenodiazirines in methanol at low temperatures give rise to V-shaped Arrhenius behaviour and the importance of N2 in influencing the reactivity of the singlet halogenocarbene in the matrix is demonstrated.