31002-87-6

Basic information

• Product Name: 2-(3-Chlorophenyl)-2-propanol
• Synonyms: 2-(3-Chlorophenyl)-2-propanol;3-Chloro-α,α-dimethylbenzenemethanol;2-(3-chlorophenyl)propan-2-ol
• CAS NO: 31002-87-6
• Molecular Formula: C₉H₁₁ClO
• Molecular Weight: 170.64
• Mol File: 31002-87-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 239°C at 760 mmHg
• Flash Point: 98.3°C
• Appearance: /
• Density: 1.144g/cm³
• Vapor Pressure: 0.0224mmHg at 25°C
• Refractive Index: 1.535
• PKA: 14.22±0.29(Predicted)
• CAS DataBase Reference: 2-(3-Chlorophenyl)-2-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-Chlorophenyl)-2-propanol(31002-87-6)
• EPA Substance Registry System: 2-(3-Chlorophenyl)-2-propanol(31002-87-6)

Safety Data

• Hazardous Substances Data: 31002-87-6(Hazardous Substances Data)

Usage

Physical state

White solid

Odor

Slightly floral

Common uses

Intermediate in production of pharmaceuticals and other organic compounds; chiral auxiliary in asymmetric synthesis

Potential impurity

In drugs like chlorthalidone

Preccursor

In synthesis of certain pesticides and herbicides

Safety concerns

Potential health hazards if mishandled

InChI:InChI=1/C9H11ClO/c1-9(2,11)7-4-3-5-8(10)6-7/h3-6,11H,1-2H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 2905-65-9 methyl 3-chlorobenzoate 
• 1128-76-3 3-chloro-benzoic acid ethyl ester 
• 67-64-1 acetone 
• 36229-42-2 (3-chlorophenyl)magnesium bromide 
• 108-37-2 1-bromo-3-chlorobenzene 
• 75-16-1 methylmagnesium bromide 
• 99-02-5 3'-Chloroacetophenone 
• 1017478-92-0 3-(3-chlorophenyl)-3-methylbutan-2-one 
• 1309380-81-1 3-methyl-3-(m-chlorophenyl)-2-butanone oxime 
• 1309380-99-1 C₂₁H₂₀ClNO₃S 
• 7073-93-0 m-chlorocumene 
• 40473-10-7 2-chloro-2-(3'-chlorophenyl)propane 
• 1712-71-6 3-chloro-α-methylstyrene 

Downstream Products

• 64798-37-4 m-chloro-α,α-dimethylbenzyl isocyanate 
• 90862-24-1 p-Tolyl-carbamic acid 1-(3-chloro-phenyl)-1-methyl-ethyl ester 
• 17790-50-0 α,α-dimethyl-3-chlorobenzylamine 
• 97872-10-1 2-Benzo[d]isoxazol-3-yl-N-[1-(3-chloro-phenyl)-1-methyl-ethyl]-acetamide 
• 3972-55-2 1-tert-butyl-3-chloro-benzene 
• 412048-36-3 3-chlorocumyloxy radical 
• 35658-85-6 tert-butyl 3-chlorocumyl peroxide 
• 90862-08-1 Phenyl-carbamic acid 1-(3-chloro-phenyl)-1-methyl-ethyl ester 
• 69261-42-3 1-Chloro-3-(1,1,2,2-tetramethyl-propyl)-benzene 
• 1712-71-6 3-chloro-α-methylstyrene 
• 40473-10-7 2-chloro-2-(3'-chlorophenyl)propane 

Relevant articles and documents

Stepwise benzylic oxygenation via uranyl-photocatalysis

Stepwise oxygenation at the benzylic position (1°, 2°, 3°) of aromatic molecules was comprehensively established under ambient conditions via uranyl photocatalysis to produce carboxylic acids, ketones, and alcohols, respectively. The accuracy of the stepwise oxygenation was ensured by the tunability of catalytic activity in uranyl photocatalysis, which was adjusted by solvents and additives demonstrated through Stern–Volmer analysis. Hydrogen atom transfer between the benzylic position and the uranyl catalyst facilitated oxygenation, further confirmed by kinetic studies. Considerably improved efficiency of flow operation demonstrated the potential for industrial synthetic application.

Structure-Guided Optimization of Dipeptidyl Inhibitors of Norovirus 3CL Protease

Acute gastroenteritis caused by noroviruses has a major impact on public health worldwide in terms of morbidity, mortality, and economic burden. The disease impacts most severely immunocompromised patients, the elderly, and children. The current lack of approved vaccines and small-molecule therapeutics for the treatment and prophylaxis of norovirus infections underscores the need for the development of norovirus-specific drugs. The studies described herein entail the use of the gem-dimethyl moiety as a means of improving the pharmacological activity and physicochemical properties of a dipeptidyl series of transition state inhibitors of norovirus 3CL protease, an enzyme essential for viral replication. Several compounds were found to be potent inhibitors of the enzyme in biochemical and cell-based assays. The pharmacological activity and cellular permeability of the inhibitors were found to be sensitive to the location of the gem-dimethyl group.

Access to "friedel-Crafts-Restricted" tert -alkyl aromatics by activation/methylation of tertiary benzylic alcohols

Herein we describe a two-step protocol to prepare m-tert-alkylbenzenes. The appropriate tertiary benzylic alcohols are activated with SOCl2 or concentrated HCl and then treated with trimethylaluminum, affording the desired products in 68-97% yields (22 examples). This reaction sequence is successful in the presence of a variety of functional groups, including acid-sensitive and Lewis-basic groups. In addition to t-Bu groups, 1,1-dimethylpropyl and 1-ethyl-1-methylpropyl groups can also be installed using this method.