Pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene

Base Information

• Chemical Name: Pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene
• CAS No.: 281-54-9
• Molecular Formula: C₂₈H₂₄
• Molecular Weight: 360.499
• DSSTox Substance ID: DTXSID80471552
• Nikkaji Number: J370.589G
• Wikidata: Q27122465
• Mol file: 281-54-9.mol

Synonyms:281-54-9;pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene;Calix (4) arene;CHEBI:51202;DTXSID80471552;GQPLZGRPYWLBPW-UHFFFAOYSA-N;Q27122465;Pentacyclo[19.3.1.1~3,7~.1~9,13~.1~15,19~]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene;Pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene

Chemical Property of Pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene

Chemical Property:

• Boiling Point: 525.7±45.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.085±0.06 g/cm3(Predicted)
• LogP: 6.36320
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 360.187800766
• Heavy Atom Count: 28
• Complexity: 360

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC(=CC=C2)CC3=CC(=CC=C3)CC4=CC=CC(=C4)CC5=CC=CC1=C5

Technology Process of Pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene

There total 4 articles about Pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene 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: 47.0%

Tetra-p-t-butyl<14>metacyclophane (132273-46-2) → calix<4>arene (281-54-9)

Guidance literature:

With aluminium trichloride; toluene; at -5 ℃; for 1h;

DOI:10.1016/S0040-4039(00)93521-4

Reference yield:

25,26,27,28-tetrakis-O-(diethoxyphosphoryl)(p-tert-butyl)calix[4]arene (128910-40-7) → calix<4>arene (281-54-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / K, liquid NH₃ / diethyl ether / -78 deg C to reflux

2: 47 percent / toluene, AlCl₃ / 1 h / -5 °C

With aluminium trichloride; ammonia; toluene; In diethyl ether;

DOI:10.1016/S0040-4039(00)93521-4

Reference yield:

→ calix<4>arene (281-54-9)

Guidance literature:

upstream raw materials:

Tetra-p-t-butyl<1⁴>metacyclophane

25,26,27,28-tetrakis-O-(diethoxyphosphoryl)(p-tert-butyl)calix[4]arene