1,2,3,4,5,6,8-Heptachloronaphthalene

Base Information

• Chemical Name: 1,2,3,4,5,6,8-Heptachloronaphthalene
• CAS No.: 58863-15-3
• Deprecated CAS: 26444-37-1
• Molecular Formula: C10H Cl7
• Molecular Weight: 369.289
• DSSTox Substance ID: DTXSID10866715
• Nikkaji Number: J617.469H
• Wikidata: Q81978154
• Mol file: 58863-15-3.mol

Synonyms:1,2,3,4,5,6,8-Heptachloronaphthalene;58863-15-3;Naphthalene, 1,2,3,4,5,6,8-heptachloro-;EINECS 250-969-0;Naphthalene, 1,2,3,4,5,6,8-heptachloro;PCN-74;SCHEMBL11343869;DTXSID10866715;QYEGXUUXWMKHHS-UHFFFAOYSA-N;LS-94708;1,2,3,4,5,6,8-heptachloronapht halene

Chemical Property of 1,2,3,4,5,6,8-Heptachloronaphthalene

Chemical Property:

• PSA: 0.00000
• LogP: 7.41360
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 367.786844
• Heavy Atom Count: 17
• Complexity: 286

Purity/Quality:

99% ^*data from raw suppliers

1,2,3,4,5,6,8-HEPTACHLORONAPHTHALENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C2=C(C(=C1Cl)Cl)C(=C(C(=C2Cl)Cl)Cl)Cl)Cl
• Uses: 1,2,3,4,5,6,8-Heptachloronaphthalene is a toxic polychlorinated naphthalene which has been found in aquatic wildlife.

Technology Process of 1,2,3,4,5,6,8-Heptachloronaphthalene

There total 11 articles about 1,2,3,4,5,6,8-Heptachloronaphthalene 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%

heptachloro-7-formylnaphthalene (143617-81-6) → 1,2,3,4,5,6,8-heptachloronaphthalene (58863-15-3)

Guidance literature:

With Rh(PPh₃)Cl; In benzonitrile; at 160 - 170 ℃; for 2h;

DOI:10.1021/jo00047a026

Reference yield:

2-Methylnaphthalene (91-57-6,34468-07-0) → 1,2,3,4,5,6,8-heptachloronaphthalene (58863-15-3)

Guidance literature:

Multi-step reaction with 5 steps

1: S₂Cl₂, SO₂Cl₂, AlCl₃ / 1.25 h / Heating

2: 92 percent / SnCl₂*2H₂O / dioxane / 22 h / Heating

3: 80 percent / Br₂ / CCl₄ / 100 h / Heating; Irradiation

4: 91 percent / 30percent oleum / 5 h

5: 95 percent / Rh(PPh₃)Cl / benzonitrile / 2 h / 160 - 170 °C

With disulfur dichloride; aluminium trichloride; sulfuryl dichloride; sulfuric acid; bromine; tin(ll) chloride; In 1,4-dioxane; tetrachloromethane; benzonitrile;

DOI:10.1021/jo00047a026

Reference yield:

nonachloro-7-(chloromethyl)-1,4-dihydronaphthalene (143617-74-7) → 1,2,3,4,5,6,8-heptachloronaphthalene (58863-15-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / SnCl₂*2H₂O / dioxane / 22 h / Heating

2: 80 percent / Br₂ / CCl₄ / 100 h / Heating; Irradiation

3: 91 percent / 30percent oleum / 5 h

4: 95 percent / Rh(PPh₃)Cl / benzonitrile / 2 h / 160 - 170 °C

With sulfuric acid; bromine; tin(ll) chloride; In 1,4-dioxane; tetrachloromethane; benzonitrile;

DOI:10.1021/jo00047a026

upstream raw materials:

heptachloro-7-formylnaphthalene

phosphorus pentachloride

heptachloro-7-(chloromethyl)naphthalene

2-(bromochloromethyl)heptachloronaphthalene

Downstream raw materials:

tetrachlorophthalic acid

Refernces

• 1、 Garcia, R.,Riera, J.,Carilla, J.,Julia, L.,Molins, E.,Miravitlles, C.. "Extensive Chlorination of Methylnaphthalenes, Friedel-Crafts Alkylation of Pentachlorobenzene by Heptachloro(chloromethyl)naphthalenes, and Related Results". . p. 5712 - 5719. Retrieved 2007/10/02.