185035-36-3

Usage

Molecular weight

243.76 g/mol

Appearance

Colorless to white crystalline powder

Solubility

Soluble in water, methanol, and ethanol

Melting point

94-96°C

Optical isomer

(1R)-enantiomer

Psychoactive effects

Stimulant and hallucinogenic properties

Mechanism of action

Increases the activity of certain neurotransmitters (serotonin, dopamine, and norepinephrine) in the brain

Recreational use

Commonly associated with the drug ecstasy

Health risks

Dehydration, hyperthermia, liver and kidney damage, neurotoxicity, and serotonin syndrome

Legal status

Illegal in many countries, classified as a Schedule I controlled substance in the United States

Synthesis

Derived from 1,2-ethanediol and 3-chlorophenyl compounds

Applications

Primarily known for its recreational use, but also studied for potential therapeutic applications in treating PTSD and anxiety disorders.

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 80051-04-3 (R)-(-)-1-(3-chlorophenyl)-1,2-ethanediol 

Downstream Products

• 20697-04-5 (R)-meta-chlorostyrene oxide 

Relevant academic research and scientific papers

METHOD FOR THE PREPARATION OF OPTICALLY ACTIVE 2-SULFONYLOXY-1-PHENYLETHANOL DERIVATIVES

Optically active 2-sulfonyloxy-1-phenylethanol derivative of formula (II) can be prepared easily and selectively by the method of the present invention using an asymmetric reduction of an α-sulfonyloxy acetophenone compound with a rhodium catalyst having petamethylcyclopentadienyl group and a hydrogen donor, and the compound of formula (II) obtained in the inventive method exhibits a higher e.e. (enantiomer excess) value than that of the products in the conventional methods.

A METHOD FOR THE PRODUCTION OF CHIRAL SUBSTITUTED EPOXIDES

A method for the production of chiral substituted epoxides of formula (I) wherein R represents a substituted C5-C20-aryl-, C5-C20-heterocycle or C1-C20-alkyl radical, R1 represents H or is

Acetalsulfonate derivative, process for producing the same, and process for producing styrene oxide derivative

There are provided an acetalsulfonate derivative useful as an intermediate for medicines and agricultural chemicals, a process for industrially producing the derivative, and a process for industrially producing a styrene oxide derivative from the acetalsulfonate derivative or from a mandelic acid derivative. A process for producing an acetalsulfonate derivative which comprises a first step of esterifying a mandelic acid derivative to form a mandelic ester derivative, a second step of protecting the mandelic ester derivative by an acetal to form an acetal derivative, a third step of reducing the acetal derivative to form an ethanediol derivative and a fourth step of reacting the ethanediol derivative with a sulfonyl chloride derivative. A process for producing a styrene oxide derivative which comprises a deprotecting step of deacetalizing the acetalsulfonate derivative and a step of epoxidizing the sulfonate derivative obtained in the deprotecting step with the aid of a base catalyst.