85-97-2

Usage

Uses

Used in Pharmaceutical Industry:
3-Chloro[1,1'-biphenyl]-2-ol is used as an intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into the molecular structures of various medicinal compounds.
Used in Dye Industry:
In the dye industry, 3-chloro[1,1'-biphenyl]-2-ol is utilized as an intermediate in the production of dyes, contributing to the development of colorants for different applications.
Used in Organic Synthesis:
3-Chloro[1,1'-biphenyl]-2-ol serves as a reagent in organic synthesis, playing a crucial role in the formation of complex organic molecules for a variety of purposes.
Used in Biochemical Research:
This chemical is also employed as a reagent in biochemical research, where it aids in the investigation of biological processes and the development of new biochemical techniques.
It is important to handle 3-chloro[1,1'-biphenyl]-2-ol with care due to its potential harmful effects if ingested, inhaled, or comes into contact with the skin.

InChI:InChI=1/C12H9ClO/c13-11-8-4-7-10(12(11)14)9-5-2-1-3-6-9/h1-8,14H

Upstream product

• 95-57-8 2-monochlorophenol 
• 100-34-5 benzene diazonium chloride 
• 90-43-7 2-Phenylphenol 
• 7782-50-5 chlorine 
• 7705-08-0 iron(III) chloride 
• 591-50-4 iodobenzene 
• 1033783-04-8 potassium (3-chloro-2-hydroxyphenyl)trifluoroborate 
• 344332-09-8 C₁₂H₁₈ClOP 

Downstream Products

• 1133-63-7 3-phenylcatechol 
• 90-43-7 2-Phenylphenol 
• 21419-69-2 6-Chlor-phenyl-phenoxyessigsaeure 
• 119338-73-7 [2-(3-chloro-biphenyl-2-yloxy)-ethyl]-dimethyl-tetradecyl-ammonium; bromide 

Relevant academic research and scientific papers

Catalyst-Controlled Regioselective Chlorination of Phenols and Anilines through a Lewis Basic Selenoether Catalyst

We report a highly efficient ortho-selective electrophilic chlorination of phenols utilizing a Lewis basic selenoether catalyst. The selenoether catalyst resulted in comparable selectivities to our previously reported bis-thiourea ortho-selective catalyst, with a catalyst loading as low as 1%. The new catalytic system also allowed us to extend this chemistry to obtain excellent ortho-selectivities for unprotected anilines. The selectivities of this reaction are up to >20:1 ortho/para, while the innate selectivities for phenols and anilines are approximately 1:4 ortho/para. A series of preliminary studies revealed that the substrates require a hydrogen-bonding moiety for selectivity.

Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications

An ortho-selective ammonium chloride salt-catalyzed direct C-H monohalogenation of phenols and 1,1′-bi-2-naphthol (BINOL) with 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) as the chlorinating agent has been developed. The catalyst loading was low (down to 0.01 mol %) and the reaction conditions were very mild. A wide range of substrates including BINOLs were compatible with this catalytic protocol. Chlorinated BINOLs are useful synthons for the synthesis of a wide range of unsymmetrical 3-aryl BINOLs that are not easily accessible. In addition, the same catalytic system can facilitate the ortho-selective selenylation of phenols.

The Catalyst-Controlled Regiodivergent Chlorination of Phenols

Different catalysts are demonstrated to overcome or augment a substrate's innate regioselectivity. Nagasawa's bis-thiourea catalyst was found to overcome the innate para-selectivity of electrophilic phenol chlorination, yielding ortho-chlorinated phenols that are not readily obtainable via canonical electrophilic chlorinations. Conversely, a phosphine sulfide derived from 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) was found to enhance the innate para-preference of phenol chlorination.

P-directed borylation of phenols

Internal borylation occurs upon activation of aryl di-isopropylphosphinite boranes with HNTf2 to give heterocyclic intermediates that can be reductively quenched to afford 6 or treated with KHF2 to give the phenolic potassium aryl trifluoroborate salts 10. The latter salts are useful for Pd-catalyzed coupling with aryl iodides under Molander conditions, provided that precautions are taken to remove the KNTf2 byproduct from the preceding KHF2 step.