143880-86-8

Basic information

• Product Name: (S)-o-bromobenzhydrol
• Synonyms: (S)-o-bromobenzhydrol
• CAS NO: 143880-86-8
• Molecular Weight: 263.134
• Mol File: 143880-86-8.mol
• Article Data: 40

Chemical Properties

• CAS DataBase Reference: (S)-o-bromobenzhydrol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-o-bromobenzhydrol(143880-86-8)
• EPA Substance Registry System: (S)-o-bromobenzhydrol(143880-86-8)

Safety Data

• Hazardous Substances Data: 143880-86-8(Hazardous Substances Data)

Usage

Description

(S)-o-bromobenzhydrol is a chiral chemical compound belonging to the class of organic compounds known as phenylmethylamines. It exists as two enantiomers, (S)and (R)-o-bromobenzhydrol, and is characterized by its white to off-white solid appearance. (S)-o-bromobenzhydrol is sparingly soluble in water but soluble in organic solvents, making it a versatile compound for various applications.

Uses

Used in Pharmaceutical Synthesis:
(S)-o-bromobenzhydrol is used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. Its unique structure and reactivity make it a valuable component in the development of new drugs and medications.
Used in Chemical Research:
Due to its chiral nature, (S)-o-bromobenzhydrol is used in chemical research to study the effects of stereochemistry on the properties and reactivity of compounds. This research can lead to a better understanding of the role of chirality in chemical reactions and the development of more effective drugs.
Used in Antibacterial and Antifungal Applications:
Some studies have suggested the potential antibacterial and antifungal properties of (S)-o-bromobenzhydrol, making it a promising candidate for further research and development in the field of infectious diseases. However, more research is needed to fully understand its potential applications and effectiveness in this area.
Safety Precautions:
Given its limited solubility and potential toxicity, it is crucial to handle and use (S)-o-bromobenzhydrol with caution and under proper safety precautions. This includes using appropriate personal protective equipment (PPE) and following established safety protocols to minimize the risk of exposure and harm.

Upstream product

• 1078-58-6 diphenylzinc 
• 6630-33-7 ortho-bromobenzaldehyde 
• 960-71-4 triphenylborane 
• 100-58-3 phenylmagnesium bromide 
• 108-86-1 bromobenzene 
• 98-80-6 phenylboronic acid 
• 91997-14-7 (methyl)(phenyl)zinc 
• 13047-06-8 o-bromobenzophenone 
• 100-52-7 benzaldehyde 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 123335-02-4 bis-(2-bromophenyl)methanol 
• 59142-47-1 (2-bromophenyl)phenylmethanol 
• 3262-89-3 triphenylboroxine 

Downstream Products

• 16071-25-3 (S)-2-chlorobenzhydrol 
• 1517-59-5 2-methyl-(S)-benzhydrol 
• 262439-60-1 2-[(S)-(2-Bromo-phenyl)-phenyl-methoxy]-tetrahydro-pyran 

Relevant articles and documents

A high-throughput screening approach for the determination of additive effects in organozinc addition reactions to aldehydes

The effects of additives in phenylzinc addition reactions to an aldehyde have been studied using an automated high-throughput screening approach. With 2-bromobenzaldehyde as test substrate and N,N-dibutylnorephedrine (dbne) as chiral ligand, an improvement of 20% ee over the catalyzed reaction in the absence of the additive was observed. The described results enable a novel access towards chiral diarylmethanols using commercially available substrates, reagents and ligands as well as fast, automated techniques.

Isosterically designed chiral catalysts: Rationale, optimization and their application in enantioselective nucleophilic addition to aldehydes

Proline-based N,N′-dioxide ligands were designed on the basis of isosteric approach, and were successfully applied in enantioselective nucleophilic addition to aldehydes. In the presence of 10 mol% of chiral ligand 1b, enantioselective addition of diethylzinc to aldehydes provided the corresponding secondary alcohols in up to 90% isolated yield and up to 99% ee. Similarly, using 3e as chiral ligand, enantioselective arylation and alkynylation of aldehydes also proceeded readily, leading to the desired chiral alcohols in up to 92% isolated yield at 99% ee and 80% isolated yields and up to 84% ee, respectively. The current work would shed light on expanding the structure diversity in the design of chiral ligands and chiral catalysts.

Asymmetric hydrogenation method of di (hetero) aryl ketone compound

The invention belongs to the technical field of chemical synthesis preparation, relates to asymmetric catalysis of compounds, and particularly relates to an asymmetric hydrogenation method of a di (hetero) aryl ketone compound. The asymmetric hydrogenatio

P-chirogenic Trost ligands mediated asymmetric hydrogenation of simple ketones

Herein, we report a highly active catalyst system consisting of (Rc,Rc,Rp,Rp)-P-chirogenic Trost ligand and [Ru(C6H6)Cl2]2 for asymmetric hydrogenation of simple ketones, affording the corresponding optically active alcohols in moderate enantioselectivity. A synergetic effect between P- and C-chirogenic centers of the P-chirogenic Trost ligands was observed in this asymmetric hydrogenation process.