73890-73-0

Basic information

• Product Name: (S)-1-(4-CHLOROPHENYL)-1-PROPANOL
• Synonyms: (S)-1-(4-CHLOROPHENYL)-1-PROPANOL;(S)-1-(4-chlorophenyl)propanol;(S)-1-(4-chlorophenyl)propan-1-ol;(alphaS)-4-Chloro-alpha-ethylbenzenemethanol;(S)-4-Chloro-alpha-ethylbenzenemethanol;(S)-1-(2-Methoxyphenyl)-1-propanol
• CAS NO: 73890-73-0
• Molecular Formula: C₉H₁₁ClO
• Molecular Weight: 170.63604
• Mol File: 73890-73-0.mol
• Article Data: 172

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-1-(4-CHLOROPHENYL)-1-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-(4-CHLOROPHENYL)-1-PROPANOL(73890-73-0)
• EPA Substance Registry System: (S)-1-(4-CHLOROPHENYL)-1-PROPANOL(73890-73-0)

Safety Data

• Hazardous Substances Data: 73890-73-0(Hazardous Substances Data)

Usage

General Description

(S)-1-(4-chlorophenyl)-1-propanol is a chemical compound with the molecular formula C9H11ClO. It is an alcohol that is derived from the compound propanol, with the addition of a 4-chlorophenyl group. (S)-1-(4-CHLOROPHENYL)-1-PROPANOL is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. (S)-1-(4-chlorophenyl)-1-propanol may also be used as a chiral building block in organic synthesis, due to its chiral nature. It is important to handle this chemical with caution, as it may cause irritation to the skin, eyes, and respiratory system upon exposure.

Upstream product

• 97-93-8 triethylaluminum 
• 104-88-1 4-chlorobenzaldehyde 
• 6285-05-8 4'-chloropropiophenone 
• 557-20-0 diethylzinc 
• 873-76-7 para-Chlorobenzyl alcohol 
• 74-96-4 ethyl bromide 
• 100-52-7 benzaldehyde 
• 108-90-7 chlorobenzene 
• 811-49-4 ethyllithium 
• 108-05-4 vinyl acetate 
• 13856-85-4 1-(4-chlorophenyl)-1-propanol 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 1430475-51-6 C₁₂H₁₅ClO₂ 

Relevant articles and documents

Rhizopus arrhizus mediated SAR studies in chemoselective biotransformation of haloketones at ambient temperature

We have demonstrated a green chemistry approach using the fungus Rhizopus arrhizus for the reductive dehalogenation and synthesis of chiral secondary carbinols and halohydrins of pharmaceutical importance in mild, inexpensive, and environmental friendly process at ambient temperature. In the present study, we have succeeded in unravelling the relationship between the position of the substituent group in the structure of substrate and bioreduction activity of the fungus Rhizopus arrhizus. The asymmetric reduction of the carbonyl group to corresponding chiral halohydrin takes place with good yield and excellent enantiomeric excess (≥92%) when the substituent halogen is on the aromatic nucleus. However, novel results concerning reductive dehalogenation are obtained when halogen is incorporated in the alkyl side chain. Thus, the fungus Rhizopus arrhizus has great potential to bring chemoenzymatic biotransformation of halo ketones. Various influential processing parameters such as microbe selection, temperature, pH, etc. were also investigated to optimize the growth of biocatalyst.

Chirality-Economy Catalysis: Asymmetric Transfer Hydrogenation of Ketones by Ru-Catalysts of Minimal Stereogenicity

This manuscript describes the design and synthesis of Ru catalysts that feature only a single stereogenic element, yet this minimal chirality resource is demonstrated to be competent for effecting high levels of stereoinduction in the asymmetric transfer hydrogenation over a broad range of ketone substrates, including those that are not accommodated by known catalyst systems. The single stereogenic center of the (1-pyridine-2-yl)methanamine) is the only point-chirality in the catalysts, which simplifies this catalyst system relative to existing literature protocols.

Axially chiral tridentate isoquinoline derived ligands for diethylzinc addition to aldehydes

The synthesis and resolution of new tridentate isoquinoline-derived ligands has been developed. The key steps in the synthetic sequence include successive, chemo-selective Suzuki-Miyaura cross-couplings of 1,3-dichloroisoquinoline with suitable arylboronic acids. The new ligands prepared in this manner were resolved either via molecular complexation with N-benzylcinchonidinium chloride as with 1-[3-(2-hydroxyphenyl)isoquinolin-1-yl]naphthalen-2-ol or via chromatographic separation of its epimeric camphorsulfonates as for 1,3-bis-(2-hydroxynaphthalen-1-yl)isoquinoline. 4-tert-Butyl-2-chloro-6-[1-(2-hydroxymethylnaphthalen-1-yl)isoquinolin-3-yl]phenol was resolved by chiral semi-preparative HPLC. The application of these ligands in the diethylzinc addition to aldehydes was investigated. In certain cases, the desired secondary alcohols were obtained in high yield with excellent enantiomeric excess (ee > 99%) at low catalyst loading (1 mol%).