Tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaen-5-amine

Base Information

• Chemical Name: Tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaen-5-amine
• CAS No.: 10122-95-9
• Molecular Formula: C₁₆H₁₇N
• Molecular Weight: 223.318
• DSSTox Substance ID: DTXSID30143792
• Nikkaji Number: J984.966A
• Wikidata: Q83007788
• Mol file: 10122-95-9.mol

Synonyms:10122-95-9;Tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaen-5-amine;Tricyclo(8.2.2.24,7)hexadeca-4,6,10,12,13,15-hexaen-5-amine;tricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaen-5-amine;SCHEMBL1767637;DTXSID30143792;10.14272/BPBOJZFNHXUUNG-UHFFFAOYSA-N;10.14272/BPBOJZFNHXUUNG-UHFFFAOYSA-N.1;10.14272/BPBOJZFNHXUUNG-UHFFFAOYSA-N.2;doi:10.14272/BPBOJZFNHXUUNG-UHFFFAOYSA-N;doi:10.14272/BPBOJZFNHXUUNG-UHFFFAOYSA-N.1;doi:10.14272/BPBOJZFNHXUUNG-UHFFFAOYSA-N.2

Chemical Property of Tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaen-5-amine

Chemical Property:

• Vapor Pressure: 5.89E-06mmHg at 25°C
• Boiling Point: 379.4°Cat760mmHg
• Flash Point: 195.1°C
• Density: 1.095g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 223.136099547
• Heavy Atom Count: 17
• Complexity: 242

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC(=C(CCC3=CC=C1C=C3)C=C2)N

Technology Process of Tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaen-5-amine

There total 36 articles about Tricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaen-5-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

12-nitro-1,4(1,4)-dibenzenacyclohexaphane (123535-94-4,123535-98-8,123537-28-0,10122-96-0) → 4-amino[2.2]paracyclophane (123439-12-3,10122-95-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 16h; under 37503.8 Torr;

DOI:10.1002/chem.202103511

Reference yield: 97.0%

(rac)-4-azido[2.2]paracyclophane (1227781-48-7) → 4-amino[2.2]paracyclophane (123439-12-3,10122-95-9)

Guidance literature:

With sodium tetrahydroborate; water; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20 ℃; for 96h;

DOI:10.1039/b923716j

Reference yield: 96.0%

N-tert-butyl-[2.2]paracyclophane-4-ylcarbamate (380626-41-5) → 4-amino[2.2]paracyclophane (123439-12-3,10122-95-9)

Guidance literature:

With trifluoroacetic acid;

upstream raw materials:

12-nitro-1,4(1,4)-dibenzenacyclohexaphane

N-tert-butyl-[2.2]paracyclophane-4-ylcarbamate

4-bromo[2.2]paracyclophane

[2.2]Paracyclophan

Downstream raw materials:

C₃₁H₃₉N₂P

C₃₁H₃₉N₂OP

C₃₁H₃₉N₂PSe

(±)-4-benzylamino[2.2]paracyclophane

Refernces

• 1、 Ricci, Giacomo,Ruzziconi, Renzo,Giorgio, Egidio. "Atropisomeric (R,R)-2,2′-Bi([2]paracyclo[2](5,8)quinolinophane) and (R,R)-1,1′-Bi([2]paracyclo[2](5,8)isoquinolinophane): Synthesis, structural analysis, and chiroptical properties". . p. 1011 - 1018. Retrieved 2005.
• 2、 Norcross et al.. "". . p. 220. Retrieved 1967.
• 3、 Cipiciani, Antonio,Fringuelli, Francesco,Mancini, Vittorio,Piermatti, Oriana,Pizzo, Ferdinande,Ruzziconi, Renzo. "Synthesis of Chiral (R)-4-Hydroxy- and (R)-4-Halogeno[2.2]paracyclophanes and Group Polarizability. Optical Rotation Relationship". . p. 3744 - 3747. Retrieved 1997.
• 4、 Stahlberger, Mareen,Schwarz, Noah,Zippel, Christoph,Hohmann, Jens,Nieger, Martin,Hassan, Zahid,Br?se, Stefan. "Diversity-Oriented Synthesis of [2.2]Paracyclophane-derived Fused Imidazo[1,2-a]heterocycles by Groebke-Blackburn-Bienaymé Reaction: Accessing Cyclophanyl Imidazole Ligands Library". supporting information. . Retrieved 2021/12/13.
• 5、 -. "Chiral fluorescent compound based on cyclophane skeleton and preparation method and application thereof". Paragraph 0109-0113. . Retrieved 2019/09/14.