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184861 Sigma-Aldrich

Naphthalene-bis(hexachlorocyclopentadiene) adduct

Synonym: DHA, NSC 122892

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Properties

Related Categories Alkenyl, Building Blocks, Chemical Synthesis, Halogenated Hydrocarbons, Organic Building Blocks More...
Quality Level   100
mp   208-210 °C (lit.)
SMILES string   ClC1=C(Cl)[C@@]2(Cl)C3C(C4C(c5ccccc35)[C@@]6(Cl)C(Cl)=C(Cl)[C@]4(Cl)C6(Cl)Cl)[C@]1(Cl)C2(Cl)Cl
InChI   1S/C20H8Cl12/c21-11-13(23)17(27)9-7(15(11,25)19(17,29)30)5-3-1-2-4-6(5)8-10(9)18(28)14(24)12(22)16(8,26)20(18,31)32/h1-4,7-10H/t7?,8?,9?,10?,15-,16+,17+,18-
InChI key   ULBZLTIPWBXWCY-QDCKJYKTSA-N

Description

General description

Naphthalene-bis(hexachlorocyclopentadiene) adduct is precursor to substituted naphthalenes which are otherwise difficult to synthesize.

Application

Naphthalene-bis(hexachlorocyclopentadiene) adduct was used in the synthesis of:
• 2,3-diiodonaphthalene via iodination in methanesulfonic acid
• 2,3-dibromonapthalene via bromination

Reactant involved in iodination and retro Diels-alder reactions

Molecule studied for its pharmacological activity as a KSP inhibitor

Packaging

500 g in poly bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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