143880-81-3

Basic information

• Product Name: (R)-2-FLUOROBENZHYDROL
• Synonyms: (1R)-(2-Fluorophenyl)(phenyl)methanol;Benzenemethanol,2-fluoro-a-phenyl-, (aR)-
• CAS NO: 143880-81-3
• Molecular Formula: C₁₃H₁₁FO
• Molecular Weight: 202.2269
• Mol File: 143880-81-3.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 312.3 °C at 760 mmHg
• Flash Point: 172.6 °C
• Appearance: /
• Density: 1.18 g/cm³
• Vapor Pressure: 0.000228mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: (R)-2-FLUOROBENZHYDROL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-FLUOROBENZHYDROL(143880-81-3)
• EPA Substance Registry System: (R)-2-FLUOROBENZHYDROL(143880-81-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 143880-81-3(Hazardous Substances Data)

Usage

General Description

(R)-2-Fluorobenzhydrol, also known as (R)-2-Fluorophenylmethanol, is a chemical compound with the molecular formula C7H7FO. It is a chiral molecule with a fluorine atom attached to the benzene ring and a hydroxyl group attached to the carbon atom. (R)-2-FLUOROBENZHYDROL is commonly used in organic synthesis and pharmaceutical research, particularly in the production of chiral drug molecules and biologically active compounds. It is also used as a building block in the synthesis of various chemical compounds and as a reagent in asymmetric synthesis reactions. Additionally, (R)-2-Fluorobenzhydrol has potential applications in the field of medicinal chemistry and drug discovery due to its unique structural and stereochemical properties.

InChI:InChI=1/C13H11FO/c14-12-9-5-4-8-11(12)13(15)10-6-2-1-3-7-10/h1-9,13,15H/t13-/m1/s1

Upstream product

• 342-24-5 o-fluorobenzophenone 
• 446-52-6 2-Fluorobenzaldehyde 
• 98-80-6 phenylboronic acid 
• 1078-58-6 diphenylzinc 
• 393-52-2 2-Fluorobenzoyl chloride 
• 71-43-2 benzene 
• 3262-89-3 triphenylboroxine 
• 16635-23-7 phenyltriisopropoxytitanium(IV) 
• 3794-15-8 1-benzyl-2-fluorobenzene 
• 362-54-9 2-fluorobenzhydrol 

Relevant articles and documents

Catalytic enantioselective borohydride reduction of Ortho-fluorinated benzophenones

In the presence of the optically active ketoiminatocobalt(II) complexes, the enantioselective borohydride reduction of benzophenones was successfully completed. The fluorine atom on the ortho position of the benzophenone and aryl ketones proved effective for obtaining high enantioselectivities. The combined use of modified lithium borohydride afforded the corresponding benzhydrols and arylcarbinols in high yield and high enantioselectivity (88-96% ee).

Asymmetric Transfer Hydrogenation of Diaryl Ketones with Ethanol Catalyzed by Chiral NCP Pincer Iridium Complexes

The use of a chiral (NCP)Ir complex as the precatalyst allowed for the discovery of asymmetric transfer hydrogenation of diaryl ketones with ethanol as the hydrogen source and solvent. This reaction was applicable to various ortho-substituted diaryl keontes, affording benzhydrols in good yields and enantioselectivities. This protocol could be carried out in a gram scale under mild reaction conditions. The utility of the catalytic system was highlighted by the synthesis of the key precursor of (S)-neobenodine.

Method for synthesizing chiral secondary alcohol compound

The invention discloses a method for synthesizing a chiral secondary alcohol compound. The method comprises the following step of: reacting a ketone compound in an aprotic organic solvent at room temperature and inert gas atmosphere under the action of a chiral cobalt catalyst and an activating agent by taking a combination of bis(pinacolato)diboron and alcohol or water as a reducing agent to obtain the chiral secondary alcohol compound. According to the method disclosed by the invention, a combination of pinacol diborate and alcohol or water which are cheap, stable and easy to obtain is taken as a reducing agent, and a ketone compound is efficiently reduced to synthesize a corresponding chiral secondary alcohol compound in an aprotic organic solvent under the action of a chiral cobalt catalyst; in a chiral cobalt catalyst adopted by the method, when a chiral ligand is PAOR, an activating agent is NaBHEt3 or NaOtBu and an adopted raw material is aromatic ketone, the yield is 80% or above, and the optical purity is 90% or above; and when the adopted raw material is alkane ketone, the yield can reach 70% or above, and the optical purity can reach 80% or above.

Highly Enantioselective Cobalt-Catalyzed Hydroboration of Diaryl Ketones

A highly enantioselective cobalt-catalyzed hydroboration of diaryl ketones with pinacolborane was developed using chiral imidazole iminopyridine as a ligand to access chiral benzhydrols in good to excellent yields and ee. This protocol could be carried out in a gram scale under mild reaction conditions with good functional group tolerance. Chiral biologically active 3-substituted phthalide and (S)-neobenodine could be easily constructed through asymmetric hydroboration as a key step.