42728-62-1

Basic information

• Product Name: 4-(chloromethyl)benzophenone
• Synonyms: [4-(Chloromethyl)phenyl]phenylmethanone;p-Benzoylbenzyl Chloride
• CAS NO: 42728-62-1
• Molecular Formula: C₁₄H₁₁ClO
• Molecular Weight: 230.6895
• EINECS: 255-921-2
• Product Categories: Aromatics
• Mol File: 42728-62-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 52°C
• Boiling Point: 366.2°C at 760 mmHg
• Flash Point: 197.9°C
• Appearance: /
• Density: 1.181g/cm³
• Vapor Pressure: 1.49E-05mmHg at 25°C
• Refractive Index: 1.589
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4-(chloromethyl)benzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(chloromethyl)benzophenone(42728-62-1)
• EPA Substance Registry System: 4-(chloromethyl)benzophenone(42728-62-1)

Safety Data

• Hazardous Substances Data: 42728-62-1(Hazardous Substances Data)

Usage

Description

4-(Chloromethyl)benzophenone, with the CAS number 42728-62-1, is an organic compound that is characterized by its white solid appearance. It is a derivative of benzophenone, featuring a chloromethyl group attached to the para position of the benzene ring. 4-(chloromethyl)benzophenone is known for its utility in various organic synthesis processes due to its reactive functional groups.

Uses

Used in Organic Synthesis:
4-(Chloromethyl)benzophenone is used as a synthetic intermediate for the production of various organic compounds. Its chloromethyl group can participate in a range of reactions, such as nucleophilic substitution, addition, and elimination reactions, making it a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-(chloromethyl)benzophenone is used as a key intermediate in the synthesis of certain drugs. Its reactivity allows for the creation of new molecular structures with potential therapeutic properties, contributing to the development of novel medications.
Used in Chemical Research:
4-(Chloromethyl)benzophenone is also utilized in academic and industrial research settings as a model compound for studying various chemical reactions and mechanisms. Its predictable reactivity and structural simplicity make it an ideal candidate for probing the fundamentals of organic chemistry and testing new synthetic methodologies.
Used in Material Science:
In the field of material science, 4-(chloromethyl)benzophenone can be employed in the development of novel materials with specific properties. Its incorporation into polymers or other materials can lead to new applications in areas such as coatings, adhesives, or advanced composites, where its unique chemical characteristics can be leveraged for improved performance.

InChI:InChI=1/C14H11ClO/c15-10-11-6-8-13(9-7-11)14(16)12-4-2-1-3-5-12/h1-9H,10H2

Upstream product

• 134-84-9 4-Methylbenzophenone 
• 67-56-1 methanol 
• 460062-23-1 tert-butyl 4-(4'-chloromethylbenzoyl)perbenzoate 
• 876-08-4 p-(chloromethyl)benzoyl chloride 
• 98-80-6 phenylboronic acid 
• 108-88-3 toluene 
• 65-85-0 benzoic acid 
• 262288-18-6 4-acetylthio-1-(4-benzylbenzyl)pyrrolidin-2-one 
• 262862-94-2 4-hydroxymethylbenzophenone dimethylacetal 

Downstream Products

• 172931-96-3 4-(4-benzoylbenzyloxy)benzaldehyde 
• 262862-95-3 4-hydroxy-1-(4-benzoylbenzyl)pyrrolidin-2-one 
• 21192-61-0 2-(4-benzoylphenyl)acetonitrile 

Relevant articles and documents

Visible Light-Catalyzed Benzylic C-H Bond Chlorination by a Combination of Organic Dye (Acr+-Mes) and N-Chlorosuccinimide

By combining "N-chlorosuccinimide (NCS)"as the safe chlorine source with "Acr+-Mes"as the photocatalyst, we successfully achieved benzylic C-H bond chlorination under visible light irradiation. Furthermore, benzylic chlorides could be converted to benzylic ethers smoothly in a one-pot manner by adding sodium methoxide. This mild and scalable chlorination method worked effectively for diverse toluene derivatives, especially for electron-deficient substrates. Careful mechanistic studies supported that NCS provided a hydrogen abstractor "N-centered succinimidyl radical,"which was responsible for the cleavage of the benzylic C-H bond, relying on the reducing ability of Acr?-Mes.

Room-temperature palladium-catalyzed and copper(I)-mediated coupling reactions of acid chlorides with boronic acids under neutral conditions

The palladium-catalyzed cross-coupling reactions of acid chlorides with arylboronic acids in the presence of copper(I) thiophene-2-carboxylate (CuTC) as an activator under strictly non-basic and mild reaction conditions afford the unsymmetrical ketones in moderate to excellent yields. A wide range of substrates bearing an electron-donating or an electron-withdrawing substituent on the aromatic ring is compatible. Georg Thieme Verlag Stuttgart.

Thiol compounds, their production and use

Compounds represented by general formula (1) or salts thereof which have a matrix metalloprotease inhibitory activity and are useful as drugs, wherein the rings A and B represent each an optionally substituted homocycle or heterocycle, etc.; R1s are the same or different and each represents hydrogen, optionally substituted hydrocarbyl, acyl, etc.; X1represents a bond, optionally substituted divalent aliphatic hydrocarbyl, etc.; X2represents a bond, optionally substituted divalent aliphatic hydrocarbyl, —O—, etc.; Ys are the same or different represents hydrogen, optionally substituted hydrocarbyl, oxo, etc.; m is 0 or 1; n is an integer of 1 to 3; q1is an integer of 1 to 2n+4; and q2is an integer of 0 to 2n+3, provided that q1+q2is 2n+4.