22110-53-8

Basic information

• Product Name: 1-ADAMANTANEISOCYANIDE
• Synonyms: RARECHEM AQ TC 1022;1-ADAMANTYL ISOCYANIDE;1-ADAMANTYLISONITRILE;1-ADAMANTANEISOCYANIDE;AKOS BC-0478;1-adamantyl isocyanide(SALTDATA: FREE);1-IsocyanoadaMantane;1-Adamantyl isocyanide 95%
• CAS NO: 22110-53-8
• Molecular Formula: C₁₁H₁₅N
• Molecular Weight: 161.24
• Product Categories: Aromatic Nitriles
• Mol File: 22110-53-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 175°C
• Appearance: /
• CAS DataBase Reference: 1-ADAMANTANEISOCYANIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ADAMANTANEISOCYANIDE(22110-53-8)
• EPA Substance Registry System: 1-ADAMANTANEISOCYANIDE(22110-53-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 22-36
• WGK Germany: 3
• Hazardous Substances Data: 22110-53-8(Hazardous Substances Data)

Usage

General Description

1-Adamantaneisocyanide is a chemical compound with the molecular formula C11H15N. It is a member of the isocyanide family and is derived from the hydrocarbon adamantane. 1-Adamantaneisocyanide is a white crystalline solid and is known for its high melting and boiling points. It is commonly used as a building block in organic synthesis and can be utilized in the preparation of a variety of compounds, including pharmaceuticals and agrochemicals. Its unique molecular structure and reactivity make it a valuable tool in the field of organic chemistry.

InChI:InChI=1/C11H15N/c1-12-11-5-8-2-9(6-11)4-10(3-8)7-11/h8-10H,2-7H2

Upstream product

• 431946-35-9 1-(1-adamantyl)-3-triphenylmethylaziridin-2-one 
• 85433-68-7 3-(1-Adamantyl)-3,5-dihydro-5,5-dimethyl-4H-1,2,3-triazol-4-on 

Downstream Products

• 261907-77-1 (B(N(C₂H₅)2)2)(C₆H₅(CH₃)2Si)CN(BH₃)(C₁₀H₁₅) 
• 261907-80-6 (B(N(CH(CH₃)2)2)2)(C₆H₅(CH₃)2Si)CN(BH₃)(C₁₀H₁₅) 
• 722547-16-2 Mo(NCH(CH₃)2C₆H₃(CH₃)2)3CNC₁₀H₁₅ 
• 722547-17-3 (1-adamantylisocyanide)2Mo(N[i-Pr](3,5-C₆H₃Me₂)3 
• 1218939-16-2 C₁₉H₂₃NO₃ 
• 15784-82-4 N-(adamantan-1-yl)cyanamide 
• 50987-38-7 1-((3s,5s,7s)-adamantan-1-yl)-1H-tetrazole 
• 937680-16-5 1-(1-adamantyl)-1H-tetrazol-5-amine 

Relevant articles and documents

Skeletal rearrangement of cyano-substituted iminoisobenzofurans into alkyl 2-cyanobenzoates catalyzed by B(C6F5)3

An efficient method for the direct conversion of cyano-substituted iminoisobenzofurans into their corresponding alkyl 2-cyanobenzoates has been developed. This transformation proceeds via cleavage of C-C, C-O, and C-N bonds in starting iminoisobenzofurans. DFT study revealed that intermediate α-iminonitriles are produced in situ via C-C bond formation between 2-iminium benzoates and a cyanide ion. Generation of isocyanide as the byproduct in a more thermodynamic manner in DFT calculations also supports the experimental results.

COMPETING PATHWAYS IN THE PHOTODENITROGENATION OF A 3,5-DIHYDRO-4H-1,2,3-TRIAZOL-4-ONE. A NOVEL ROUTE TO AZIRIDINONES

The photodenitrogenation of the 3,5-dihydro-4H-1,2,3-triazol-4-one 6, obtained from 1-azidoadamantane (5) and the lithium enolate of methyl isobutyrate, produced acetone, the isocyanide 10 and the aziridinone 7, which was solvolysed to the α-methoxy amide 8 during photolysis in 4>methanol.