186345-05-1

Basic information

• Product Name: (R)-2-Chloro-1-(4-methoxyphenyl)ethanol
• Synonyms: (R)-2-CHLORO-1-(4-METHOXYPHENYL)ETHANOL
• CAS NO: 186345-05-1
• Molecular Formula: C9H11ClO2
• Molecular Weight: 186.64
• Mol File: 186345-05-1.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 307.7 °C at 760 mmHg
• Flash Point: 139.9 °C
• Appearance: /
• Density: 1.197g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (R)-2-Chloro-1-(4-methoxyphenyl)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-Chloro-1-(4-methoxyphenyl)ethanol(186345-05-1)
• EPA Substance Registry System: (R)-2-Chloro-1-(4-methoxyphenyl)ethanol(186345-05-1)

Safety Data

• Hazardous Substances Data: 186345-05-1(Hazardous Substances Data)

Usage

Description

(R)-2-Chloro-1-(4-methoxyphenyl)ethanol is an organic compound characterized by its chloro and methoxyphenyl functional groups. It is a chiral molecule, with the "R" configuration indicating the specific arrangement of its atoms in space. (R)-2-Chloro-1-(4-methoxyphenyl)ethanol is known for its potential applications in the pharmaceutical industry due to its unique structural features.

Uses

Used in Pharmaceutical Synthesis:
(R)-2-Chloro-1-(4-methoxyphenyl)ethanol is used as a building block for the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a valuable component in the development of new drugs, particularly those targeting specific biological pathways or receptors.
In the pharmaceutical industry, (R)-2-Chloro-1-(4-methoxyphenyl)ethanol is used as a key intermediate for the development of novel therapeutic agents. The compound's structural diversity and chirality make it an attractive candidate for the creation of enantiomerically pure drugs, which can exhibit different pharmacological properties and reduce potential side effects associated with racemic mixtures.
Additionally, the compound's functional groups, such as the chlorine atom and the methoxy group, can be further modified or used as starting points for the synthesis of more complex molecules with specific biological activities. This makes (R)-2-Chloro-1-(4-methoxyphenyl)ethanol a versatile and valuable asset in the ongoing search for new and effective pharmaceuticals.

Upstream product

• 2196-99-8 2-chloro-1-(4-methoxyphenyl)ethanone 
• 593-71-5 Chloroiodomethane 
• 123-11-5 4-methoxy-benzaldehyde 
• 876-27-7 4-chlorophenyl acetate 
• 4973-18-6 (+/-)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane 
• 33491-06-4 4-(2-chloroethynyl)anisole 
• 108-22-5 Isopropenyl acetate 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 75-09-2 dichloromethane 
• 637-69-4 4-Methoxystyrene 
• 118-52-5 1,3-dichloro-5,5-dimethylhydantoin 
• 24045-74-7 ethyl-2-chloro-3-(4-methoxyphenyl)-3-oxopropanoate 

Downstream Products

• 99985-89-4 C₁₁H₁₅NO₂*ClH 
• 637-69-4 4-Methoxystyrene 
• 479582-18-8 β-(4-methoxyphenyl)-γ-butyrolactone 

Relevant articles and documents

Unmasking the Hidden Carbonyl Group Using Gold(I) Catalysts and Alcohol Dehydrogenases: Design of a Thermodynamically-Driven Cascade toward Optically Active Halohydrins

A concurrent cascade combining the use of a gold(I) N-heterocyclic carbene (NHC) and an alcohol dehydrogenase (ADH) is disclosed for the synthesis of highly valuable enantiopure halohydrins in an aqueous medium and under mild reaction conditions. The meth

Deep Eutectic Solvents as Media in Alcohol Dehydrogenase-Catalyzed Reductions of Halogenated Ketones

The application of deep eutectic solvents (DESs) in biotechnological processes has gained an outstanding relevance, as they can be used as greener media to obtain higher productivities and selectivities. In the present contribution, an eutectic mixture composed of choline chloride (ChCl): glycerol (1 : 2 mol/mol) has been used as a reaction medium in combination with Tris?SO4 50 mM buffer pH 7.5, applied to the alcohol dehydrogenase (ADH)-catalyzed reduction of various carbonyl precursors of chiral halohydrins. These alcohols are key intermediates of biologically active compounds, and hence they are of industrial interest. In the presence of up to 50 % v/v of DES, these biotransformations were achieved up to 300–400 mM of the α-halogenated ketone substrate, getting access to the final compounds with excellent conversions (usually >90 %) and enantiomeric excess (ee >99 %). Among the different ADHs tested, two stereocomplementary enzymes (Lactobacillus brevis ADH and Rhodococcus ruber ADH) afforded the best results, so both alcohol enantiomers could be obtained in all the studied examples. Selected bioreductions were scaled up to 250 mg and 1 g, demonstrating the potential that DESs can offer as media in redox processes for substrates with low solubility in water.

Organomagnesium Based Flash Chemistry: Continuous Flow Generation and Utilization of Halomethylmagnesium Intermediates

The generation of highly unstable chloromethylmagnesium chloride in a continuous flow reactor and its reaction with aldehydes and ketones is reported. With this strategy, chlorohydrins and epoxides were synthesized within a total residence time of only 2.6 s. The outcome of the reaction can be tuned by simply using either a basic or an acidic quench. Very good to excellent isolated yields, up to 97%, have been obtained for most cases (30 examples).