13856-86-5

Usage

Uses

Used in Pharmaceutical Industry:
4-chloro-alpha-propylbenzyl alcohol is used as a preservative or antimicrobial agent for its ability to inhibit the growth of bacteria and fungi, ensuring the safety and efficacy of pharmaceutical products.
Used in Cosmetic Industry:
In the cosmetic industry, 4-chloro-alpha-propylbenzyl alcohol serves a similar role as in pharmaceuticals, acting as a preservative to prevent microbial contamination and extend the shelf life of cosmetic products.
Used in Organic Synthesis:
4-chloro-alpha-propylbenzyl alcohol is also utilized in the synthesis of other organic compounds, contributing to the development of new chemical entities for various applications.
Safety Considerations:
4-chloro-alpha-propylbenzyl alcohol is classified as a low to moderate hazard chemical. It is essential to handle and use 4-chloro-alpha-propylbenzyl alcohol with appropriate safety measures to minimize potential risks to human health and the environment.

InChI:InChI=1/C10H13ClO/c1-2-3-10(12)8-4-6-9(11)7-5-8/h4-7,10,12H,2-3H2,1H3

Upstream product

• 927-77-5 n-propylmagnesium bromide 
• 104-88-1 4-chlorobenzaldehyde 
• 4981-63-9 4-n-butanoylchlorobenzene 
• 106-94-5 propyl bromide 
• 106-39-8 bromochlorobenzene 
• 123-72-8 butyraldehyde 

Downstream Products

• 18654-73-4 1-[(E)-(but-1-en-1-yl)]-4-chlorobenzene 
• 147864-33-3 1-Chloro-4-(2-chloro-1-methylsulfanyl-butyl)-benzene 
• 15954-51-5 p-Chlor-β-propyl-hydrozimtsaeure 
• 59771-22-1 Diethyl-1-(4-chlorphenyl)-butylmalonat 
• 4981-63-9 4-n-butanoylchlorobenzene 
• 90919-24-7 1-(4-chlorophenyl)-2-hydroxybutan-1-one 

Relevant academic research and scientific papers

Enzymatic Primary Amination of Benzylic and Allylic C(sp3)-H Bonds

Aliphatic primary amines are prevalent in natural products, pharmaceuticals, and functional materials. While a plethora of processes are reported for their synthesis, methods that directly install a free amine group into C(sp3)-H bonds remain unprecedented. Here, we report a set of new-to-nature enzymes that catalyze the direct primary amination of C(sp3)-H bonds with excellent chemo-, regio-, and enantioselectivity, using a readily available hydroxylamine derivative as the nitrogen source. Directed evolution of genetically encoded cytochrome P411 enzymes (P450s whose Cys axial ligand to the heme iron has been replaced with Ser) generated variants that selectively functionalize benzylic and allylic C-H bonds, affording a broad scope of enantioenriched primary amines. This biocatalytic process is efficient and selective (up to 3930 TTN and 96percent ee), and can be performed on preparative scale.

Halogen-bonded iodonium ion catalysis: A route to α-hydroxy ketones: Via domino oxidations of secondary alcohols and aliphatic C-H bonds with high selectivity and control

A domino synthesis of α-hydroxy ketones has been developed from benzylic secondary alcohols employing catalytic iodonium ions stabilized by DMSO. The reaction proceeds through an unprecedented sequential oxidation of alcohols to ketone and its α-hydroxylation in a controlled manner. The spectroscopic evidence establishes the possibility of formation of a stable halogen-bonded adduct between DMSO and iodonium ions.

Sodium Bromide-Catalyzed Oxidation of Secondary Benzylic Alcohols Using Aqueous Hydrogen Peroxide as Terminal Oxidant

A halide salt, hydroperoxide and AcOH catalyst system was applied to the oxidation of secondary benzylic alcohols. This simple system can be applied to a variety of secondary benzylic alcohols and scaled up for gram-scale preparation. High secondary benzylic alcohol selectivity of the present method is demonstrated in hydroxyketone synthesis. Based on several experimental results, a catalytic cycle for our oxidation is proposed.