2985-79-7

Basic information

• Product Name: 4'-chloro-2-hydroxybenzophenone
• Synonyms: 4'-chloro-2-hydroxybenzophenone
• CAS NO: 2985-79-7
• Molecular Weight: 232.666
• Mol File: 2985-79-7.mol
• Article Data: 24

Chemical Properties

• Melting Point: 77–78°C
• CAS DataBase Reference: 4'-chloro-2-hydroxybenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-chloro-2-hydroxybenzophenone(2985-79-7)
• EPA Substance Registry System: 4'-chloro-2-hydroxybenzophenone(2985-79-7)

Safety Data

• Hazardous Substances Data: 2985-79-7(Hazardous Substances Data)

Usage

Description

4'-Chloro-2-hydroxybenzophenone is an organic compound characterized by the presence of a benzophenone core with a hydroxyl group at the 2nd position and a chlorine atom at the 4'th position. It is known for its potential applications in various fields due to its unique chemical structure and properties.

Uses

Used in Plastics Industry:
4'-Chloro-2-hydroxybenzophenone is used as an additive for enhancing the photo-antioxidant abilities of 2-hydroxybenzoyl compounds. It serves to prevent the autooxidation of plastics when exposed to UV light, thereby improving the durability and stability of the materials.
Used in Pharmaceutical Industry:
4'-Chloro-2-hydroxybenzophenone is utilized as a key intermediate in the development of novel Azomethine Prodrugs of (R)-α-Methylhistamine. These prodrugs have potential applications in the treatment of various medical conditions, showcasing the versatility of this compound in the pharmaceutical sector.

Preparation

Preparation by Fries rearrangement of phenyl p-chloro-benzoate, ? with aluminium chloride without solvent between 120° and 160°, (29%), at 200° for 20 min or in refluxing chlorobenzene for 10 h (53%); ? with trifluoromethanesulfonic acid at 45–55° (6%).

Upstream product

• 108-90-7 chlorobenzene 
• 1441-87-8 salicyloyl chloride 
• 89-95-2 2-methyl-benzyl alcohol 
• 46449-60-9 bis(4-chloro-phenyl)-iodonium cation 
• 69-72-7 salicylic acid 
• 90-02-8 salicylaldehyde 
• 57999-46-9 2-(tetrahydropyran-2-yloxy)phenyl bromide 
• 95-56-7 2-hydroxybromobenzene 
• 119-36-8 methyl salicylate 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 1195709-59-1 C₁₄H₉ClO₂ 
• 106-39-8 bromochlorobenzene 
• 4846-21-3 O-phenylhydroxylamine 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1579264-47-3 C₂₁H₁₅ClO₂ 
• 57329-30-3 3-(4'-chlorophenyl)benzofuran 
• 451503-28-9 (α¹R)-4-chloro-α-phenyl-benzenemethanamine hydrochloride 
• 163837-57-8 (R)-(4-chlorophenyl)(phenyl)methylamine 
• 1334247-23-2 (S)-2-(amino(4-chlorophenyl)methyl)phenol 
• 1334334-91-6 2-((4-chlorophenyl)(imino)methyl)phenol 

Relevant articles and documents

Water-Tolerant ortho-Acylation of Phenols

A metal-free, water-tolerant, and one-pot process for ortho-acylation of phenols promoted by the iodine source/hydrogen peroxide system has been developed. This transformation undergoes ether formation, iodocyclization, C-C bond cleavage, and oxidative hydrolysis in a one-step manner, which is supported by control experiments.

Efficient visible-light photocatalytic aerobic oxidation of cyclic sulfamides to imines

A highly efficient photocatalytic aerobic oxidation of cyclic sulfamides to synthesize cyclic N-sulfonyl imines with Ir(ppy)2(dtbpy)PF6 as photocatalyst is reported. These environmentally friendly transformations exihibit good to excellent isolated yields and good generality with respect to both five-membered and six-membered cyclic sulfamides.

Ruthenium-Catalyzed Direct Asymmetric Reductive Amination of Diaryl and Sterically Hindered Ketones with Ammonium Salts and H2

A Ru-catalyzed direct asymmetric reductive amination of ortho-OH-substituted diaryl and sterically hindered ketones with ammonium salts is reported. This method represents a straightforward route toward the synthesis of synthetically useful chiral primary diarylmethylamines and sterically hindered benzylamines (up to 97 % yield, 93–>99 % ee). Elaborations of the chiral amine products into bioactive compounds and a chiral ligand were demonstrated through manipulation of the removable and convertible -OH group.