Pentacyclo[6.6.6.0(2,7).0(9,14).0(15,20)]icosa-2,4,6,9,11,13,15,17,19-nonaene-1-carbaldehyde

Base Information

• Chemical Name: Pentacyclo[6.6.6.0(2,7).0(9,14).0(15,20)]icosa-2,4,6,9,11,13,15,17,19-nonaene-1-carbaldehyde
• CAS No.: 1469-54-1
• Molecular Formula: C₂₁H₁₄O
• Molecular Weight: 282.342
• NSC Number: 122898
• DSSTox Substance ID: DTXSID10298395
• Nikkaji Number: J1.164.140G
• Wikidata: Q82040186
• Mol file: 1469-54-1.mol

Synonyms:1469-54-1;STK369457;NSC122898;9-triptycene carboxaldehyde;DTXSID10298395;YCUJEHWKRVARJN-UHFFFAOYSA-N;AKOS005444637;NSC-122898;pentacyclo[6.6.6.0(2,7).0(9,14).0(15,20)]icosa-2,4,6,9,11,13,15,17,19-nonaene-1-carbaldehyde;9,10-DIHYDRO-9,10(1',2')-BENZENOANTHRA CENE-9-CARBOXALDEHYDE;pentacyclo[6.6.6.0~2,7~.0~9,14~.0~15,20~]icosa-2,4,6,9,11,13,15,17,19-nonaene-1-carbaldehyde (non-preferred name)

Chemical Property of Pentacyclo[6.6.6.0(2,7).0(9,14).0(15,20)]icosa-2,4,6,9,11,13,15,17,19-nonaene-1-carbaldehyde

Chemical Property:

• Vapor Pressure: 5.19E-07mmHg at 25°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 282.104465066
• Heavy Atom Count: 22
• Complexity: 395

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3C4=CC=CC=C4C2(C5=CC=CC=C35)C=O

Technology Process of Pentacyclo[6.6.6.0(2,7).0(9,14).0(15,20)]icosa-2,4,6,9,11,13,15,17,19-nonaene-1-carbaldehyde

There total 8 articles about Pentacyclo[6.6.6.0(2,7).0(9,14).0(15,20)]icosa-2,4,6,9,11,13,15,17,19-nonaene-1-carbaldehyde 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%

2-(triptycene-9-yl)-1,3-dioxolane (1469-55-2) → triptycene-9-carboxaldehyde (1469-54-1)

Guidance literature:

With hydrogenchloride; acetic acid; In water; for 18h; Reflux; Inert atmosphere;

DOI:10.1021/ja2063346

Reference yield: 70.0%

9-bromotriptycene (15364-55-3) + phenyl formate (1864-94-4) → Triptycen-1-carboxaldehyd (1469-54-1)

Guidance literature:

9-bromotriptycene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

phenyl formate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1246/cl.200167

Reference yield: 69.0%

9-bromotriptycene (15364-55-3) + formic acid ethyl ester (109-94-4) → triptycene-9-carboxaldehyde (1469-54-1)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; benzene; at 20 ℃; for 0.25h;

DOI:10.1016/j.tet.2005.05.017

upstream raw materials:

2-(triptycene-9-yl)-1,3-dioxolane

9-triptycenecarboxylic chloride

9-bromotriptycene

formic acid ethyl ester

Downstream raw materials:

α-(9-triptycyl)benzyl alcohol