415679-40-2

Basic information

• Product Name: (R)-1-(2,4-dichlorophenyl)ethan-1-ol
• CAS NO: 415679-40-2
• Molecular Weight: 191.057
• Mol File: 415679-40-2.mol
• Article Data: 38

Chemical Properties

• CAS DataBase Reference: (R)-1-(2,4-dichlorophenyl)ethan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(2,4-dichlorophenyl)ethan-1-ol(415679-40-2)
• EPA Substance Registry System: (R)-1-(2,4-dichlorophenyl)ethan-1-ol(415679-40-2)

Safety Data

• Hazardous Substances Data: 415679-40-2(Hazardous Substances Data)

Usage

Description

(R)-1-(2,4-dichlorophenyl)ethan-1-ol, also known as (R)-2,4-dichlorophenylethanol, is a chiral chemical compound with the molecular formula C8H8Cl2O. It possesses a non-superimposable mirror image and the (R) prefix denotes its specific stereochemical configuration. (R)-1-(2,4-dichlorophenyl)ethan-1-ol is characterized by its unique structural properties, which make it a versatile building block in various chemical syntheses.

Uses

Used in Pharmaceutical Synthesis:
(R)-1-(2,4-dichlorophenyl)ethan-1-ol is used as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Production:
(R)-1-(2,4-dichlorophenyl)ethan-1-ol is also utilized in the production of agrochemicals, playing a role in the creation of substances that can enhance crop protection and yield.
Used in Fragrance Industry:
(R)-1-(2,4-dichlorophenyl)ethan-1-ol serves as a valuable component in the fragrance industry, where it is employed to develop new and complex scents for various applications.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
In the field of organic chemistry, (R)-1-(2,4-dichlorophenyl)ethan-1-ol is used as a chiral auxiliary to facilitate asymmetric synthesis, which is crucial for producing enantiomerically pure compounds with specific biological activities.
Used as a Precursor in Chemical Production:
Furthermore, (R)-1-(2,4-dichlorophenyl)ethan-1-ol acts as a precursor in the production of other chemicals, highlighting its importance in the broader chemical industry.
Overall, (R)-1-(2,4-dichlorophenyl)ethan-1-ol is a multifaceted compound with applications across different industries, including pharmaceuticals, agrochemicals, fragrances, and organic synthesis, due to its chemical versatility and structural uniqueness.

Upstream product

• 555-31-7 aluminum isopropoxide 
• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 
• 60-29-7 diethyl ether 
• 29898-32-6 2,4-dichloro-1-iodo-benzene 
• 7553-56-2 iodine 
• 75-07-0 acetaldehyde 
• 20444-01-3 1-(1-bromoethyl)-2,4-dichlorobenzene 
• 541-73-1 1,3-Dichlorobenzene 
• 13692-15-4 2-(2,4-dichlorophenyl)oxirane 
• 98-85-1 1-Phenylethanol 
• 672-65-1 (1-chloroethyl)benzene 
• 60907-89-3 2,4-dichloro-1-(1-chloroethyl)benzene 
• 937-20-2 p-chlorophenacyl chloride 
• 1475-13-4 2,4-dichloro-α-methylbenzyl alcohol 

Downstream Products

• 20444-01-3 1-(1-bromoethyl)-2,4-dichlorobenzene 
• 925007-08-5 (5-(2,4-dichlorophenyl)isoxazol-3-yl)methanol 
• 159427-17-5 ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate 
• 478868-68-7 ethyl 4-(2,4-dichlorophenyl)-2,4-dioxobutyrate 
• 1609566-47-3 1-(1-azidoethyl)-2,4-dichlorobenzene 
• 1442445-14-8 ((S)-4-(1-((R)-1-(2,4-dichlorophenyl)ethyl)-1H-indazol-6-yl)-2-(hydroxymethyl)piperazin-1-yl)((R)-pyrrolidin-2-yl)methanone 
• 1442445-59-1 (R)-tert-butyl 2-((S)-4-(1-((R)-1-(2,4-dichlorophenyl)ethyl)-1H-indazol-6-yl)-2-(hydroxymethyl)piperazine-1-carbonyl)pyrrolidine-1-carboxylate 
• 1442445-75-1 ((S)-4-(1-((R)-1-(2,4-dichlorophenyl)ethyl)-1H-indazol-6-yl)piperazin-2-yl)methanol 
• 1442445-58-0 (S)-tert-butyl 4-(1-((R)-1-(2,4-dichlorophenyl)ethyl)-1H-indazol-6-yl)-2-(hydroxymethyl)piperazine-1-carboxylate 
• 1442445-13-7 ((R)-4-(1-((R)-1-(2,4-dichlorophenyl)ethyl)-1H-indazol-6-yl)-2-methylpiperazin-1-yl)((R)-pyrrolidin-2-yl)methanone 
• 1442445-57-9 (R)-tert-butyl 2-((R)-4-(1-((R)-1-(2,4-dichlorophenyl)ethyl)-1H-indazol-6-yl)-2-methylpiperazine-1-carbonyl)pyrrolidine-1-carboxylate 
• 1442445-74-0 1-((R)-1-(2,4-dichlorophenyl)ethyl)-6-((R)-3-methylpiperazin-1-yl)-1H-indazole 
• 1442445-56-8 C₂₅H₃₀Cl₂N₄O₂ 
• 1442445-12-6 (4-(1-((R)-1-(2,4-dichlorophenyl)ethyl)-1H-indazol-6-yl)piperazin-1-yl)((R)-pyrrolidin-2-yl)methanone 

Relevant articles and documents

Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones

Most ligands applied for asymmetric hydrogenation are synthesized via multistep reactions with expensive chemical reagents. Herein, a series of novel and easily accessed cinchona-alkaloid-based NNP ligands have been developed in two steps. By combining [Ir(COD)Cl]2, 39 ketones including aromatic, heteroaryl, and alkyl ketones have been hydrogenated, all affording valuable chiral alcohols with 96.0-99.9% ee. A plausible reaction mechanism was discussed by NMR, HRMS, and DFT, and an activating model involving trihydride was verified.

Biocatalytic preparation of a key intermediate of antifungal drugs using an alcohol dehydrogenase with high organic tolerance

In this study, an alcohol dehydrogenase derived from Lactobacillus kefir (LkADH) was engineered and a simple and practical bioreduction system was developed for the preparation of (R)-2-chloro-1-(2, 4-dichlorophenyl) ethanol ((R)-CDPO), a key intermediate for the synthesis of antifungal drugs. Through active pocket iterative saturation mutagenesis, mutant LkADH-D18 (Y190C/V196L/M206H/D150H) was obtained with high stereoselectivity (99% ee, R vs 87% ee, S) and increased activity (0.44 μmol·min?1·mg?1). LkADH-D18 demonstrated NAD(P)H regeneration capability using a high concentration of isopropanol (IPA) as a co-substrate. Using 40% IPA (v/v), 400 mM of (R)-CDPO (90.1 g·L-1) was obtained via complete substrate conversion using 40 mg·mL?1 LkADH-D18 wet cells. The biocatalytic process catalyzed at constant pH with the cheap co-solvent IPA contributed to improved isolated yield of (R)-CDPO (97%), lower reaction cost, and simpler downstream purification, indicating the potential utility of LkADH-D18 in future industrial applications.

1,3,4-Oxadiazole-functionalizedα-amino-phosphonates as ligands for the ruthenium-catalyzed reduction of ketones

Threeα-aminophosphonates, namely diethyl[(5-phenyl-1,3,4-oxadiazol-2-ylamino)(4-trifluoromethylphenyl) methyl]phosphonate (3a), diethyl[(5-phenyl-1,3,4-oxadiazol-2-ylamino)(2-methoxyphenyl)methyl]phosphonate (3b) and diethyl[(5-phenyl-1,3,4-oxadiazol-2-ylamino)(4-nitrophenyl)methyl]phosphonate (3c), were synthetizedviathe Pudovik-type reaction between diethyl phosphite and imines, obtained from 5-phenyl-1,2,4-oxadiazol-2-amine and aromatic aldehydes, under microwave irradiation. Compounds3a-cunderwent complexation with a ruthenium(ii) precursor, selectively at the more basic nitrogen atom of the oxadiazole ring, leading to the corresponding ruthenium complexes4a-cof the formula [RuCl2(L)(p-cymene)] (L= α-aminophosphonates3a-c). Complexes4a-cproved to be efficient catalysts for the transfer hydrogenation of ketones to alcohols. All new compounds were fully characterised by elemental analysis, infrared, mass and NMR spectroscopy. An X-ray structure of the α-aminophosphonate3bwas obtained and revealed the presence, in the solid state, of an infinite chain of3bunits supramolecularly interlinked. Two X-ray diffraction studies carried out on ruthenium complexes confirm the specific coordination of the electron-enricher nitrogen atom of the oxadiazole ring.