21333-51-7

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 1-(1-azido-1-phenylmethyl)-4-chlorobenzene 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

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

Relevant academic research and scientific papers

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.

Direct AlCl3-catalyzed transformation of benzyl THP ethers and allyl benzyl ethers

THP and allyl groups are frequently used for the protection of alcohols. In this study, novel direct transformations of benzyl THP ethers and allyl benzyl ethers, protected forms of alcohols, are reported. TMSN3 and AlCl3 were employ

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.

Recyclable zinc (II) ionic liquid catalyzed synthesis of azides by direct azidation of alcohols using trimethylsilylazide at room temperature

A new efficient method has been reported for the synthesis of azides by direct azidation of alcohols with TMSN3 in presence of recyclable task specific ionic liquid (TSIL) [bmim]ZnCl3 as a catalyst in DCM at room temperature. Ionic liquid [bmim]ZnCl3 was synthesized under solvent free conditions and characterized by IR, 1H NMR, 13C NMR and HRMS. The Lewis acidity of catalyst was also examined using IR spectroscopy. The main features of this new methodology are high yields of products, recyclability of catalyst, scalability of reaction to gram scale and short reaction time.

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.

A practical one-pot synthesis of azides directly from alcohols

Alkyl/benzyl azides can be readily synthesized in excellent yields from their corresponding alcohols by stirring a solution of sodium azide in DMSO with a thoroughly ground equimolecular mixture of triphenylphosphine, iodine and imidazole. Indian Academy

A mild and efficient method for preparation of azides from alcohols using acidic ionic liquid [H-NMP]HSO4

We report here an efficient method for the synthesis and characterization of [H-NMP]HSO4 and its application as an efficient catalyst and solvent for preparation of azides from corresponding alcohols under mild conditions. This processor showed

Lewis acid-catalyzed direct amination of benzhydryl alcohols

The Lewis acid-mediated direct amination of benzylic alcohols is described, providing various benzylic amine derivatives in good yields under mild and environmentally benign conditions. Among the different Lewis acids tested, gold(III) proved to be the catalyst of choice for both chemical (yield, conversion) and practical reasons (a filtration over a silica pad is generally sufficient to obtain the corresponding benzylic amine in analytically pure form).