5934-69-0

Basic information

• Product Name: (Z)-2-diazonio-1-tricyclo[3.3.1.1~3,7~]dec-1-ylethenolate
• CAS NO: 5934-69-0
• Molecular Formula: C₁₂H₁₆N₂O
• Molecular Weight: 204.2682
• Mol File: 5934-69-0.mol

Chemical Properties

• CAS DataBase Reference: (Z)-2-diazonio-1-tricyclo[3.3.1.1~3,7~]dec-1-ylethenolate(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-diazonio-1-tricyclo[3.3.1.1~3,7~]dec-1-ylethenolate(5934-69-0)
• EPA Substance Registry System: (Z)-2-diazonio-1-tricyclo[3.3.1.1~3,7~]dec-1-ylethenolate(5934-69-0)

Safety Data

• Hazardous Substances Data: 5934-69-0(Hazardous Substances Data)

Usage

Uses

Since no specific uses or applications for (Z)-2-diazonio-1-tricyclo[3.3.1.1~3,7~]dec-1-ylethenolate were found in the available literature, it is difficult to list its uses in different industries. However, its unique structure and reactivity make it an interesting target for further study in the field of organic chemistry. Potential applications may include:
1. Used in Organic Chemistry Research:
(Z)-2-diazonio-1-tricyclo[3.3.1.1~3,7~]dec-1-ylethenolate is used as a research compound for studying its reactivity and potential applications in organic synthesis due to its unique structure and highly reactive nature.
2. Used in Material Science:
(Z)-2-diazonio-1-tricyclo[3.3.1.1~3,7~]dec-1-ylethenolate's unique structure and reactivity may make it a candidate for the development of new materials with specific properties, such as improved stability or novel chemical behavior.
3. Used in Pharmaceutical Industry:
Although not explicitly mentioned, the compound's reactivity and unique structure could potentially be harnessed for the development of new drugs or drug delivery systems, pending further research and development.

Upstream product

• 186581-53-3 diazomethane 
• 828-51-3 1-Adamantanecarboxylic acid 
• 768-90-1 1-Adamantyl bromide 
• 84645-45-4 lithio(trimethylsilyl)diazomethane 
• 2094-72-6 1-Adamantanecarbonyl chloride 

Downstream Products

• 86674-40-0 1-Adamantan-1-yl-5-(4-chloro-phenyl)-2-diazo-pentane-1,3,5-trione 
• 78227-75-5 1-Adamantan-1-yl-2-diazo-5-p-tolyl-pentane-1,3,5-trione 
• 148146-14-9 1-Adamantan-1-yl-5-(4-bromo-phenyl)-2-diazo-pentane-1,3,5-trione 
• 259196-28-6 N-(4-methoxyphenyl)-2-(adamantane-1-yl)acetamide 
• 23532-68-5 1-(adamantan-1-yl)-2-bromoethanone 

Relevant articles and documents

α-Xanthylmethyl Ketones from α-Diazo ketones

A simple and efficient method to obtain α-xanthylmethyl ketones from α-diazo ketones is described. The reaction proceeds through a protonation/nucleophilic substitution sequence in the presence of p -toluenesulfonic acid and potassium ethyl xanthogenate as the nucleophile. As α-diazo ketones can be readily synthesized from ubiquitous carboxylic acids, a broad variety of xanthates can be obtained, including examples from naturally occurring substrates.

Convenient synthesis of adamantyl-substituted β -lactams via uncatalyzed staudinger reaction

A series of C3-position adamantyl-substituted β-lactams were synthesized via uncatalyzed Staudinger reaction between adamantylketene generated by thermal Wolff rearrangement of the corresponding diazo ketone and various imines. The stereochemical outcome of the reaction was mainly the formation of trans-products, a result attributed to a two-step mechanism leading to the most stable products.

New synthetic technology for the synthesis of hindered α-diazoketones via acyl mesylates

(equation presented) A mild and reliable one-pot protocol for the elaboration of sterically demanding carboxylic acids into α-diazoketones via acyl mesylates has been developed. Aside from delineating the reaction parameters which render this strategy quite general for hindered carboxylic acids, we have directly proven the existence of the fleeting acyl mesylate group as the reactive species in these reactions and shed light onto the differing mechanisms which are operative in the activation of hindered and simple carboxylic acids with methanesulfonyl chloride.

Oxidation of diazo compounds by dimethyl dioxirane: An extremely mild and efficient method for the preparation of labile α-oxo-aldehydes

A novel method for the preparation of α-oxo-aldehydes by dimethyl dioxirane oxidation of α-diazoketones is described. The procedure is particularly useful when the desired compound cannot be purified by chromatography or distillation: the by-products (ace

WOLFF RAERRANGEMENT OF (1-DIAZO-2-OXOALKYL) SILANES

Photochemical decomposition of (1-diazo-2-oxoalkyl) silanes 6a-l results in Wolff rearrangement yielding silyl ketenes 8a-l.From (1-diazo-3,3-dimethyl-2-oxobutyl) silanes 6c-f, 2-silyl-cyclobutanones 9c-f are formed as by-products, arising from intramolecular C/H insertion of the acyl carbene intermediate.Irradiation of diazo-triisopropylsilyl-acetamide 6m yields only β-lactam 16 and γ-lactam 17.Wolff rearrangement also takes place on copper triflate catalyzed decomposition of 6a,c,l, whereas the 1-oxa-2-sila-4-cyclopentene 19 is obtained from 6f, probably as the result of SiC/H insertion of a copper carbene intermediate.

SYNTHESIS OF SILYLDIAZOKETONES FROM LITHIUM PENTAMETHYLDISILANYLDIAZOMETHANE WITH ACID CHLORIDES

Lithium pentamethyldisilanyldiazomethane, prepared from pentamethyldisilanyldiazomethane and lithium diisopropylamide, reacts with acid chlorides to give pentamethyldisilanyldiazoketones in good yields.