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 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 33491-06-4 4-(2-chloroethynyl)anisole 
• 108-22-5 Isopropenyl acetate 
• 4973-18-6 (+/-)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane 
• 876-27-7 4-chlorophenyl acetate 
• 593-71-5 Chloroiodomethane 
• 123-11-5 4-methoxy-benzaldehyde 
• 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

• 637-69-4 4-Methoxystyrene 
• 99985-89-4 C₁₁H₁₅NO₂*ClH 
• 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

Lipase mediated enzymatic kinetic resolution of phenylethyl halohydrins acetates: A case of study and rationalization

Racemic phenylethyl halohydrins acetates containing several groups attached to the aromatic ring were resolved via hydrolysis reaction in the presence of lipase B from Candida antarctica (Novozym 435). In all cases, the kinetic resolution was highly selective (E > 200) leading to the corresponding (S)-β-halohydrin with ee > 99 %. However, the time required for an ideal 50 % conversion ranged from 15 min for 2,4-dichlorophenyl chlorohydrin acetate to 216 h for 2-chlorophenyl bromohydrin acetate. Six chlorohydrins and five bromohydrins were evaluated, the latter being less reactive. For the β-brominated substrates, steric hindrance on the aromatic ring played a crucial role, which was not observed for the β-chlorinated derivatives. To shed light on the different reaction rates, docking studies were carried out with all the substrates using MD simulations. The computational data obtained for the β-brominated substrates, based on the parameters analysed such as NAC (near attack conformation), distance between Ser-O and carbonyl-C and oxyanion site stabilization were in agreement with the experimental results. On the other hand, the data obtained for β-chlorinated substrates suggested that physical aspects such as high hydrophobicity or induced change in the conformation of the enzymatic active site are more relevant aspects when compared to steric hindrance effects.

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).