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

• 67-64-1 acetone 
• 36229-42-2 (3-chlorophenyl)magnesium 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 
• 74-88-4 methyl iodide 
• 75-16-1 methylmagnesium bromide 
• 1712-71-6 3-chloro-α-methylstyrene 
• 917-64-6 methyl magnesium iodide 
• 40473-10-7 2-chloro-2-(3'-chlorophenyl)propane 
• 108-37-2 1-bromo-3-chlorobenzene 
• 1128-76-3 3-chloro-benzoic acid ethyl ester 

Downstream Products

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

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.

One-Pot C-H Arylation/Lactamization Cascade Reaction of Free Benzylamines

An efficient method has been developed for the synthesis of seven-membered biaryl lactams involving Pd-catalyzed, native amine-directed, ortho-arylation of benzylamines followed by in situ lactamization. This cascade sequence is enabled by the use of 2-iodobenzoates, which facilitates C-H arylation from the free amine under conditions that typically require an improved directing group approach. This reaction is characterized by a broad substrate scope with good functional group tolerance. The need for an ester versus carboxylic acid-functionalized coupling partner is also explored, as is the potential for synthesizing eight-membered biaryl lactams. Various applications are also investigated, including access to the aza-brassinolide core.

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.