(16)Annulene

Base Information

• Chemical Name: (16)Annulene
• CAS No.: 3332-38-5
• Molecular Formula: C16H16
• Molecular Weight: 208.303
• Hs Code.: 2902199090
• Nikkaji Number: J2.428.298H
• Mol file: 3332-38-5.mol

Synonyms:(16)Annulene;[16]Annulene;3332-38-5;1,3,5,7,9,11,13,15-Cyclohexadecaoctaene;AKOS004910103;(1Z,3E,5Z,7E,9Z,11E,13Z,15E)-1,3,5,7,9,11,13,15-Cyclohexadecaoctaene

Chemical Property of (16)Annulene

Chemical Property:

• Vapor Pressure: 2.99E-05mmHg at 25°C
• Boiling Point: 366.9°Cat760mmHg
• Flash Point: 153.2°C
• PSA: 0.00000
• Density: 0.904g/cm³
• LogP: 4.44960
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 208.125200510
• Heavy Atom Count: 16
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=CC=CC=CC=CC=CC=CC=C1
• Isomeric SMILES: C\1=C/C=C\C=C\C=C/C=C/C=C\C=C\C=C1

Technology Process of (16)Annulene

There total 3 articles about (16)Annulene 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:

<16>annulene (3332-38-5) + <8>annulene dianion (629-20-9,17676-32-3,97590-88-0,34510-09-3) → 1,3,5,7-cyclooctatetraene (629-20-9) + <16>annulene dianion (3332-38-5,18446-44-1,23614-50-8,83213-58-5)

Guidance literature:

DOI:10.1021/ja00539a001

Reference yield:

1,3,5,7-cyclooctatetraene (629-20-9) → <8>annulene dianion (629-20-9,17676-32-3,97590-88-0,34510-09-3) + <16>annulene dianion (3332-38-5,18446-44-1,23614-50-8,83213-58-5)

Guidance literature:

With sodium; In various solvent(s); for 336h; Title compound not separated from byproducts;

DOI:10.1021/jo00073a052

Reference yield:

hexadeca-4t,12t-diene-1,7,9,15-tetrayne (21295-02-3) → indenoindene (6543-29-9) + <16>annulene (3332-38-5) + 1,9-Bis-dehydro-<16>annulen (6568-51-0,18446-43-0)

Guidance literature:

Multistep reaction; (i) Cu(OAc)2*H₂O, Py, Et₂O, (ii) aq. HCl, (iii) H₂, Pd-CaCO₃, benzene;

DOI:10.1021/ja01020a030

upstream raw materials:

hexadeca-4t,12t-diene-1,7,9,15-tetrayne

1,3,5,7-cyclooctatetraene

<8>annulene dianion

Downstream raw materials:

1,3,5,7-cyclooctatetraene

<16>annulene dianion