5468-97-3

Basic information

• Product Name: 1-(4-Chlorophenyl)-2-methyl-2-propanol
• Synonyms: 4-chloro-alpha,alpha-dimethylphenethylic alcohol;1-(4-CHLOROPHENYL)-2-METHYL-2-PROPANOL;2-(4-Chlorobenzyl)-2-propanol;4-Chloro-α,α-dimethylbenzeneethanol;4-Chloro-α,α-dimethylphenethyl alcohol;1-(4-chlorophenyl)-2-methyl-propan-2-ol;1-(4-chlorophenyl)-2-methylpropan-2-ol;1-(4-Chlorophenyl)-2-methylpropan-2-ol, 1-(Chlorophenyl)-2-hydroxy-2-methylpropane
• CAS NO: 5468-97-3
• Molecular Formula: C₁₀H₁₃ClO
• Molecular Weight: 184.66
• EINECS: 226-791-4
• Mol File: 5468-97-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 34°C
• Boiling Point: 263.92°C (rough estimate)
• Flash Point: 113 °C
• Appearance: /
• Density: 1.0639 (rough estimate)
• Refractive Index: 1.5310 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DCM
• CAS DataBase Reference: 1-(4-Chlorophenyl)-2-methyl-2-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Chlorophenyl)-2-methyl-2-propanol(5468-97-3)
• EPA Substance Registry System: 1-(4-Chlorophenyl)-2-methyl-2-propanol(5468-97-3)

Safety Data

• Hazardous Substances Data: 5468-97-3(Hazardous Substances Data)

Usage

Uses

2-(4-Chlorophenyl)-1,1-dimethylethanol is an intermediate in the synthesis of Chlorphentermine (C375080), anorectic agent that is structurally related to amphetamine.

Upstream product

• 52449-43-1 (4-chloro-phenyl)-acetic acid methyl ester 
• 75-16-1 methylmagnesium bromide 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 25026-34-0 4-chlorophenacetyl chloride 
• 67-64-1 acetone 
• 917-54-4 methyllithium 
• 5586-88-9 1-(4-chlorophenyl)propan-2-one 
• 19277-54-4 p-chlorophenyldiazomethane 
• 67-63-0 isopropyl alcohol 
• 109-92-2 ethyl vinyl ether 
• 874-72-6 4-chlorobenzylmagnesium chloride 
• 107323-82-0 4-chlorobenzylmagnesium bromide 

Downstream Products

• 26094-21-3 2-chloro-N-(1-(4-chlorophenyl)-2-methylpropan-2-yl)acetamide 
• 1401436-52-9 N-(1-(4-chlorophenyl)-2-methylpropan-2-yl)-4-(2-(difluoromethyl)-1H-benzo[d]imidazol-1-yl)-6-morpholino-1,3,5-triazin-2-amine 
• 96126-97-5 6-chloro-2,2-dimethyl-3H-benzofuran 
• 57469-87-1 2-bromopropanoic acid 1-(4-chlorophenyl)-2-methyl-2-propylester 
• 5417-45-8 2,3-dimethylaniline hydrochloride 
• 83149-60-4 2-dimethylaminopropanoic acid 1-(4-chlorophenyl)-2-methyl-2-propylester 
• 78558-95-9 N.1.1-Trimethyl-2-<4-chlor-phenyl>-aethylamin 
• 100794-43-2 N-Butyryl-1.1-dimethyl-2-<4-chlor-phenyl>-aethylamin 
• 101263-55-2 N-Propionyl-1.1-dimethyl-2-<4-chlor-phenyl>-aethylamin 
• 17743-62-3 N-[2-(4-chlorophenyl)-1,1-dimethylethyl]acetamide 
• 461-78-9 Chlorphentermine 
• 80692-14-4 2-aminopropyl 3-(4-chlorophenyl)-2-methyl-2-propyl ether 
• 80692-09-7 3-(4-chlorophenyl)-2-methyl-2-propyl 2-tosyloxypropyl ether 
• 80692-10-0 1-[2-(2-Azido-propoxy)-2-methyl-propyl]-4-chloro-benzene 

Relevant articles and documents

Synergistic Catalysis for the Umpolung Trifluoromethylthiolation of Tertiary Ethers

The first transition-metal-free, site-specific umpolung trifluoromethylthiolation of tertiary alkyl ethers has been developed, achieving the challenging tertiary C(sp3)–SCF3 coupling under redox-neutral conditions. The synergism of organophotocatalyst 4CzIPN and BINOL-based phosphorothiols can site-selectively cleave tertiary sp3 C(sp3)–O ether bonds in complex molecules initiated by a polarity-matching hydrogen-atom-transfer (HAT) event. The incorporation of several competing benzylic and methine C(sp3)?H bonds in alkyl ethers has little influence on the regioselectivity. Selective difluoromethylthiolation of C?O bonds has also been achieved. This represents not only an important step forward in trifluoromethylthiolation but also a promising means for site-selective C?O bond functionalization of unsymmetrical tertiary alkyl ethers.

Pd(II)-catalyzed hydroxyl-directed C-H olefination enabled by monoprotected amino acid ligands

A novel Pd(II)-catalyzed ortho-C-H olefination protocol has been developed using spatially remote, unprotected tertiary, secondary, and primary alcohols as the directing groups. Mono-N-protected amino acid ligands were found to promote the reaction, and an array of olefin coupling partners could be used. When electron-deficient alkenes were used, the resulting olefinated intermediates underwent subsequent Pd(II)-catalyzed oxidative intramolecular cyclization to give the corresponding pyran products, which could be converted into ortho-alkylated alcohols under hydrogenolysis conditions. The mechanistic details of the oxidative cyclization step are discussed and situated in the context of the overall catalytic cycle.

THE EFFECT OF ARYL SUBSTITUENTS ON ARYLCARBENE REACTIVITY

Substituted (p-MeO, p-Me, H, p-Cl, p-Br, m-Br, m-MeO, 3,4-Cl2, p-CO2Me, m-CN and p-CN) monophenylcarbenes are generated in a binary mixture of substrates (methanol, cis-4-methyl-2-pentene and cyclohexane) and the relative rate of O - H insertion into methanol to stereospecific cyclopropanation of the olefin to C - H insertion into cyclohexane are calculated from the ratios of products and substrates.It is found (i) that the reactivities of the substrates decrease in the order of methanol, olefin and cyclohexane and (ii) that electron-donating substituents generally lead to reaction with the more reactive substrates while the reaction with the less reactive substrates is favoured in the case of electron-withdrawing substituents.These results are interpreted in terms of the change in the electrophilicity of the singlet arylcarbene by the substituents rather than the change in the singlet-triplet equilibrium.