6926-47-2

Basic information

• Product Name: Diphenylmethyl azide
• Synonyms: Diphenylmethyl azide
• CAS NO: 6926-47-2
• Molecular Formula: C₁₃H₁₁N₃
• Molecular Weight: 0
• Mol File: 6926-47-2.mol
• Article Data: 48

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Diphenylmethyl azide(CAS DataBase Reference)
• NIST Chemistry Reference: Diphenylmethyl azide(6926-47-2)
• EPA Substance Registry System: Diphenylmethyl azide(6926-47-2)

Safety Data

• Hazardous Substances Data: 6926-47-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 79, p. 329, 1957 DOI: 10.1021/ja01559a023Synthesis, p. 376, 1995 DOI: 10.1055/s-1995-3928

Upstream product

• 91-01-0 1,1-Diphenylmethanol 
• 90-99-3 diphenylchloromethane 
• 776-74-9 Bromodiphenylmethane 
• 79373-25-4 2-(diphenylmethyloxy)tetrahydro-2H-pyran 
• 4648-54-8 trimethylsilylazide 
• 954-67-6 benzhydryl acetate 
• 135513-20-1 diphenylmethyl mesylate 
• 14629-59-5 diphenylmethyl trimethylsilyl ether 
• 1016-09-7 benzhydryl methyl ether 
• 26059-49-4 benzyl diphenylmethyl ether 
• 91-00-9 Benzhydrylamine 
• 574-42-5 benzhydryl ether 
• 101-81-5 Diphenylmethane 
• 100-52-7 benzaldehyde 

Downstream Products

• 142330-26-5 N-(Benzhydrylimino-methylene)-2,2,2-trichloro-acetamide 
• 1013-88-3 Benzophenone imine 
• 538-51-2 benzylidene phenylamine 
• 91-00-9 Benzhydrylamine 
• 100-52-7 benzaldehyde 
• 51671-33-1 1-benzyl-4-methyl-5-phenyl-1H-[1,2,3]triazole 
• 142330-27-6 1-benzhydryl-3-(2,2,2-trichloroacetyl)urea 
• 1046801-60-8 N-benzhydryl-N-methyl-phosphoramidic acid dimethyl ester 
• 21420-61-1 N-(tert-butoxycarbonyl)(diphenylmethyl)amine 
• 119-61-9 benzophenone 
• 1256724-29-4 W(CO)5(C(OEt)C₂N₃(Ph)CH(Ph)2) 
• 1334667-39-8 1-(diphenylmethyl)-4-propyl-1H-1,2,3-triazole 
• 1334667-40-1 1-(diphenylmethyl)-4-hexyl-1H-1,2,3-triazole 
• 1334667-41-2 1-(diphenylmethyl)-4-heptyl-1H-1,2,3-triazole 

Relevant articles and documents

Alkylphosphinites as Synthons for Stabilized Carbocations

We present a new acid-free method for the generation of carbocations based on a redox condensation reaction that enables SN1 reactions with a variety of nucleophiles. We utilize readily synthesized phosphinites that are activated by diisopropyl azodicarboxylate to form betaine structures that collapse upon adding a pronucleophile, thereby yielding reactive carbocation intermediates. We also employ this approach for the alkylation of some bioactive molecules.

One-Pot Deoxygenation and Substitution of Alcohols Mediated by Sulfuryl Fluoride

Sulfuryl fluoride is a valuable reagent for the one-pot activation and derivatization of aliphatic alcohols, but the highly reactive alkyl fluorosulfate intermediates limit both the types of reactions that can be accessed as well as the scope. Herein, we report the SO2F2-mediated alcohol substitution and deoxygenation method that relies on the conversion of fluorosulfates to alkyl halide intermediates. This strategy allows the expansion of SO2F2-mediated one-pot processes to include radical reactions, where the alkyl halides can also be exploited in the one-pot deoxygenation of primary alcohols under mild conditions (52-95% yield). This strategy can also enhance the scope of substitutions to nucleophiles that are previously incompatible with one-pot SO2F2-mediated alcohol activation and enables substitution of primary and secondary alcohols in 54-95% yield. Chiral secondary alcohols undergo a highly stereospecific (90-98% ee) double nucleophilic displacement with an overall retention of configuration.

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.