21333-51-7

Basic information

• Product Name: 1-(1-azido-1-phenylmethyl)-4-chlorobenzene
• CAS NO: 21333-51-7
• Molecular Weight: 243.695
• Mol File: 21333-51-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1-(1-azido-1-phenylmethyl)-4-chlorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-azido-1-phenylmethyl)-4-chlorobenzene(21333-51-7)
• EPA Substance Registry System: 1-(1-azido-1-phenylmethyl)-4-chlorobenzene(21333-51-7)

Safety Data

• Hazardous Substances Data: 21333-51-7(Hazardous Substances Data)

Usage

Chemical structure

1-(1-azido-1-phenylmethyl)-4-chlorobenzene consists of a benzene ring with a chloro group at the 4-position and an azide group at the 1-position, attached to a phenylmethyl group.

Classification

It is an organic compound.

Potential hazards

The azide group is known for its explosive properties, making this compound potentially dangerous to handle. The presence of the chloro group adds to its toxicity.

Applications

Mainly used in organic synthesis and pharmaceutical research.

Reactivity

Known for its reactivity in chemical reactions.

Safety precautions

Due to its potential hazards, proper safety precautions and protocols should be followed when handling this chemical.

Upstream product

• 119-56-2 (4-chlorophenyl)phenylmethanol 
• 445234-92-4 2-((4-chlorophenyl)(phenyl)methoxy)tetrahydro-2H-pyran 
• 134-85-0 4-chlorobenzophenone 

Downstream Products

• 2866-82-2 N-(4-chlorophenyl)benzamide 
• 6833-15-4 4-chlorobenzanilide 
• 28022-43-7 p-chlorobenzhydrylamine 

Relevant articles and documents

Facile Direct Coupling Reactions of MOM-protected Benzylic Alcohols Using Aluminum Chloride

MOM group is one of the most commonly used protecting groups for alcohols. This study describes novel direct functionalization of the MOM-protected benzylic alcohols. Preparation of allylic compounds from benzyl MOM ethers was successfully achieved by utilization of allyltrimethylsilane and AlCl3. In addition, direct azidation of benzyl MOM ethers using TMSN3 was successful carried out under AlCl3-mediated reaction conditions. These results demonstrate that this novel synthetic procedure is a promising approach to direct functionalization of MOM-protected alcohols including allylation and azidation.

A Direct Br?nsted Acid-Catalyzed Azidation of Benzhydrols and Carbohydrates

Benzhydryl alcohols were converted into their corresponding diarylazidomethane analogues using azidotrimethylsilane (TMSN3) in the presence of a catalytic amount of a Br?nsted acid HBF4·OEt2. The azidation reactions proceeded in high yields and demonstrated excellent functional group tolerance to electron-donating and electron-withdrawing substituents. In addition, a range of unprotected functional groups including amine, amide, aldehyde and alcohol were well-tolerated. Furthermore, this methodology was successfully applied to carbohydrates for the preparation of the corresponding azide derivatives.

Highly selective direct azidation of alcohols over a heterogeneous povidone-phosphotungstic solid acid catalyst

A simple protocol for the selective azidation of alcohols is developed using a solid acid hybrid of a povidone and phosphotungstic acid (PVP-PWA) using azidotrimethylsilane as an azide source at room temperature. In a broad substrate scope, various activated as well as unactivated benzylic and diphenyl alcohols were treated smoothly with TMS-N3 to selectively produce only azide products with excellent yields in a very short reaction time of 2 h. FT-IR confirmed the stability of the catalyst with retention of the Keggins structure after the reaction. Recycling experiments demonstrated the reusability of the PVP-PWA (3?:?1) several times without losing its original activity.