Octahelicene

Base Information

• Chemical Name: Octahelicene
• CAS No.: 20495-12-9
• Molecular Formula: C34H20
• Molecular Weight: 428.52
• DSSTox Substance ID: DTXSID00174472
• Nikkaji Number: J110.223K
• Wikidata: Q27115581
• Mol file: 20495-12-9.mol

Synonyms:octahelicene;20495-12-9;Naphtho(2,1-c)phenanthro(4,3-g)phenanthrene;Naphtho[2,1-c]phenanthro[4,3-g]phenanthrene;octacyclo[16.16.0.02,15.03,12.04,9.021,34.024,33.027,32]tetratriaconta-1(18),2(15),3(12),4,6,8,10,13,16,19,21(34),22,24(33),25,27,29,31-heptadecaene;CHEBI:33158;(8)Helicene;GJOJDDYVYWHRJW-UHFFFAOYSA-;DTXSID00174472;AKOS004902348;Q27115581

Chemical Property of Octahelicene

Chemical Property:

• Vapor Pressure: 3.65E-21mmHg at 25°C
• Boiling Point: 744.7°C at 760 mmHg
• Flash Point: 403.3°C
• PSA: 0.00000
• Density: 1.305g/cm³
• LogP: 9.75900
• XLogP3: 10.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 428.156500638
• Heavy Atom Count: 34
• Complexity: 678

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C4=C(C=CC5=C4C6=C(C=C5)C=CC7=C6C8=CC=CC=C8C=C7)C=C3

Technology Process of Octahelicene

There total 5 articles about Octahelicene 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: 40.0%

styryl-2(M)<6>helicene → (M)<8>helicene (20495-12-9,34019-99-3,34020-00-3,59177-53-6)

Guidance literature:

With iodine; In benzene; for 0.5h; Irradiation;

Reference yield:

trans-1-(3-Phenanthryl)-2-(2-benzophenanthryl)-ethylen (36260-08-9) → <8>-helicene (20495-12-9,34019-99-3,34020-00-3,59177-53-6)

Guidance literature:

With iodine; In benzene; Irradiation;

DOI:10.1016/0040-4020(75)80209-2

Reference yield:

Octahelicen (20495-12-9,34019-99-3,34020-00-3) → <8>-helicene (20495-12-9,34019-99-3,34020-00-3,59177-53-6) + (M)<8>helicene (20495-12-9,34019-99-3,34020-00-3,59177-53-6)

Guidance literature:

With riboflavin on silica gel; In hexane; dichloromethane; resolution by high-pressure LC on silica gel coated with riboflavin; stereoselectivity;

DOI:10.1021/ja00538a040

upstream raw materials:

trans-1-(3-Phenanthryl)-2-(2-benzophenanthryl)-ethylen

Octahelicen

Downstream raw materials:

<8>-helicene

(M)<8>helicene

Refernces

• 1、 Kim, Young Hwan,Tishbee, Arye,Gil-Av, Emanuel. "Chiral Recognition by Small Biological Molecules. Resolution of Helicenes on Silica Gel Coated with Riboflavin". . p. 5915 - 5917. Retrieved 2007/10/02.