10-Bromo-1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-1,4:5,8-dimethanotriphenylene

Base Information

• Chemical Name: 10-Bromo-1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-1,4:5,8-dimethanotriphenylene
• CAS No.: 80789-65-7
• Molecular Formula: C20H7 Br Cl12
• Molecular Weight: 752.616
• European Community (EC) Number: 279-549-5
• DSSTox Substance ID: DTXSID701001525
• Nikkaji Number: J320.309C
• Mol file: 80789-65-7.mol

Synonyms:80789-65-7;10-Bromo-1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-1,4:5,8-dimethanotriphenylene;EINECS 279-549-5;11-Bromo-1,4,5,6,7,16,17,18,19,19,20,20-dodecachlorohexacyclo[14.2.1.14,7.02,15.03,8.09,14]icosa-5,9(14),10,12,17-pentaene;DTXSID701001525

Chemical Property of 10-Bromo-1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-1,4:5,8-dimethanotriphenylene

Chemical Property:

• Vapor Pressure: 1.63E-14mmHg at 25°C
• Melting Point: 189-192 °C(lit.)
• Boiling Point: 617.5°C at 760 mmHg
• Flash Point: 372.7°C
• PSA: 0.00000
• Density: 2.06g/cm³
• LogP: 10.55330
• XLogP3: 8.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 751.59049
• Heavy Atom Count: 33
• Complexity: 1060

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C3C(C4C2C5(C(=C(C4(C5(Cl)Cl)Cl)Cl)Cl)Cl)C6(C(=C(C3(C6(Cl)Cl)Cl)Cl)Cl)Cl

Technology Process of 10-Bromo-1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-1,4:5,8-dimethanotriphenylene

There total 1 articles about 10-Bromo-1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-1,4:5,8-dimethanotriphenylene 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:

→ (+/-)-10-bromo-1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-(4ac,4bc,8ac,12bc)-1,4,4a,4b,5,8,8a,12b-octahydro-1r,4;5,8-dimethano-triphenylene (80789-65-7)

Guidance literature:

With tetrachloromethane; bromine; iodine; iron;

DOI:10.1021/ja01652a083

Reference yield: 74.0%

10-bromo-1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-1,4;5,8-dimethanotriphenylene (80789-65-7) → 10,11-dibromo-1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-1,4;5,8-dimethanotriphenylene (67102-98-1)

Guidance literature:

With bromine; iron; In various solvent(s); for 2h; Heating;

DOI:10.1021/jo00162a013

Reference yield:

10-bromo-1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-1,4;5,8-dimethanotriphenylene (80789-65-7) → anthracene (120-12-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 74 percent / Fe powder, Br₂ / various solvent(s) / 2 h / Heating

2: 63 percent

3: 72 percent / PhLi / tetrahydrofuran; cyclohexane / 1 h / 25 °C

4: 95 percent / Mg / 10percent Pd/C / methanol / 25 °C

5: HCl gas / ethanol / 2 h / Heating

With hydrogenchloride; bromine; iron; magnesium; phenyllithium; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; cyclohexane;

DOI:10.1021/jo00162a013

Downstream raw materials:

10,11-dibromo-1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-1,4;5,8-dimethanotriphenylene

10-bromo-1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-11-nitro-1,4-5,8-dimethanotriphenylene

anthracene

Tetracen