1,3,5,7-Tetraphenyladamantane

Base Information

• Chemical Name: 1,3,5,7-Tetraphenyladamantane
• CAS No.: 16004-75-4
• Molecular Formula: C34H32
• Molecular Weight: 440.628
• Hs Code.: 2902909090
• European Community (EC) Number: 881-563-7
• DSSTox Substance ID: DTXSID30468492
• Nikkaji Number: J811.777B
• Wikidata: Q82295705
• Mol file: 16004-75-4.mol

Synonyms:1,3,5,7-tetraphenyladamantane;16004-75-4;Tricyclo[3.3.1.13,7]decane, 1,3,5,7-tetraphenyl-;MFCD03104272;YSZC290;DTXSID30468492;BS-51331;SY291719;CS-0146175;1,3,5,7-tetraphenyltricyclo[3.3.1.13,7]decane

Chemical Property of 1,3,5,7-Tetraphenyladamantane

Chemical Property:

• Melting Point: 403-404 °C
• Boiling Point: 575.5±50.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.174±0.06 g/cm3(Predicted)
• LogP: 8.11980
• XLogP3: 9.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 440.250401021
• Heavy Atom Count: 34
• Complexity: 532

Purity/Quality:

99% ^*data from raw suppliers

1,3,5,7-Tetraphenyladamantane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2(CC3(CC1(CC(C2)(C3)C4=CC=CC=C4)C5=CC=CC=C5)C6=CC=CC=C6)C7=CC=CC=C7
• Uses: 1,3,5,7-Tetraphenyladamantane is a useful synthetic intermediate in the preparation of nanoporous amide networks (NAN), which are used to selectively capture CO2 from anthropogenic emissions.

Technology Process of 1,3,5,7-Tetraphenyladamantane

There total 5 articles about 1,3,5,7-Tetraphenyladamantane 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: 95.0%

1-Adamantyl bromide (768-90-1) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1,3,5,7-tetrakis(phenyl)adamantane (16004-75-4)

Guidance literature:

With aluminum (III) chloride; t-butyl bromide; for 3h; Reflux;

DOI:10.1016/j.tet.2015.10.083

Reference yield: 85.0%

adamantane (281-23-2) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1,3,5,7-tetrakis(phenyl)adamantane (16004-75-4)

Guidance literature:

With aluminum (III) chloride; t-butyl bromide; at 20 ℃; for 16h; regioselective reaction;

DOI:10.1002/ejoc.202101366

Reference yield: 70.0%

→ 1,3,5,7-tetrakis(phenyl)adamantane (16004-75-4)

Guidance literature:

upstream raw materials:

1,3,5,7-tetrabromoadamantane

benzene

1-Adamantyl bromide

adamantane

Downstream raw materials:

1,3,5,7-tetrakis(4-iodophenyl)adamantane

1,3,5,7-tetrakis(hydroxymethyl)adamantane

1,3,5,7-tetrakis-(4-aminophenyl)adamantane

1,3,5,7-tetrakis(4-methoxyphenyl)adamantane

Refernces

• 1、 Newman. "". . p. 692,693. Retrieved 1972.
• 2、 Drapa?a, Jakub,Durka, Krzysztof,Gontarczyk, Krzysztof,Klimkowski, Piotr,Luliński, Sergiusz,Marek-Urban, Paulina H.,Urbanowicz, Karolina A.,Wo?niak, Krzysztof. "Design of solvatomorphic structures based on a polyboronated tetraphenyladamantane molecular tecton". . p. 8169 - 8182. Retrieved 2021/12/08.
• 3、 Hetzer, Constantin,Basel, Bettina S.,Kopp, Sebastian M.,Hampel, Frank,White, Fraser J.,Clark, Timothy,Guldi, Dirk M.,Tykwinski, Rik R.. "Chromophore Multiplication To Enable Exciton Delocalization and Triplet Diffusion Following Singlet Fission in Tetrameric Pentacene". supporting information. p. 15263 - 15267. Retrieved 2019/10/22.