gamma-Hexabromocyclododecane

Base Information

• Chemical Name: gamma-Hexabromocyclododecane
• CAS No.: 134237-52-8
• Molecular Formula: C₁₂H₁₈Br₆
• Molecular Weight: 641.699
• European Community (EC) Number: 603-804-5
• UNII: 11I055K0BP,O1Y9J11RMU
• DSSTox Substance ID: DTXSID20873773,DTXSID701016671
• Nikkaji Number: J1.925.613H
• Wikidata: Q81981251
• Mol file: 134237-52-8.mol

Synonyms:gamma-Hexabromocyclododecane;(+)-gamma-Hbcd;134237-52-8;678970-17-7;(+)-gamma-Hexabromocyclododecane;UNII-11I055K0BP;Cyclododecane, 1,2,5,6,9,10-hexabromo-, (1R,2R,5R,6S,9S,10R)-;11I055K0BP;gamma-Hexabromocyclododecane, (+)-;O1Y9J11RMU;(1R,2R,5R,6S,9S,10R)-1,2,5,6,9,10-Hexabromocyclododecane;(1R,2R,5R,6S,9S,10R)-rel-1,2,5,6,9,10-Hexabromocyclododecane;gamma-HBCD;UNII-O1Y9J11RMU;.GAMMA.-HBCD;.GAMMA.-HBCD [MI];Hexabromocyclododecane, gamma-;(+)-.GAMMA.-HBCD;DTXSID20873773;(+/-)-.GAMMA.-HBCD;DTXSID701016671;(+/-)-gamma-Hexabromocyclododecane;.GAMMA.-HEXABROMOCYCLODODECANE;(+)-.GAMMA.-HEXABROMOCYCLODODECANE;NS00077006;(+/-)-.GAMMA.-HEXABROMOCYCLODODECANE;.GAMMA.-HEXABROMOCYCLODODECANE, (+)-;gamma-1,2,5,6,9,10-Hexabromocyclododecane;.GAMMA.-HEXABROMOCYCLODODECANE, (+/-)-;CYCLODODECANE, 1,2,5,6,9,10-HEXABROMO-, (1R,2R,5R,6S,9S,10R)-REL-

Chemical Property of gamma-Hexabromocyclododecane

Chemical Property:

• Melting Point: 208-214°C
• Boiling Point: 505.2±50.0 °C(Predicted)
• PSA: 0.00000
• Density: 2.145±0.06 g/cm3(Predicted)
• LogP: 6.92160
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 641.64473
• Heavy Atom Count: 18
• Complexity: 175

Purity/Quality:

99.9% ^*data from raw suppliers

(1R,2R,5R,6S,9S,10R)-rel-1,2,5,6,9,10-Hexabromocyclododecane ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 63-50/53-64
• Safety Statements: 36/37-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(CCC(C(CCC(C1Br)Br)Br)Br)Br)Br
• Isomeric SMILES: C1C[C@H]([C@H](CC[C@@H]([C@@H](CC[C@H]([C@@H]1Br)Br)Br)Br)Br)Br
• Uses: γ-HexabroMocyclododecane is the major isomer component of commercially available Hexabromocyclododecane (H290740), a flame retardant used in foamed polystyrene.

Technology Process of gamma-Hexabromocyclododecane

There total 1 articles about gamma-Hexabromocyclododecane 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: 61.0%

(1E,5E,9Z)-cyclododeca-1,5,9-triene (706-31-0) → 1,2,5,6,9,10-Hexabrom-cyclododecan (3194-55-6,4736-49-6,65701-47-5,134237-50-6,134237-51-7,134237-52-8,138257-17-7,138257-18-8,138257-19-9)

Guidance literature:

With bromine; In acetic acid; at 20 ℃; for 3h;

Reference yield:

1,2,5,6,9,10-Hexabrom-cyclododecan (3194-55-6,4736-49-6,65701-47-5,134237-50-6,134237-51-7,134237-52-8,138257-17-7,138257-18-8,138257-19-9) → cis,cis,trans-1,5,9-cyclododecatriene (2765-29-9)

Guidance literature:

Multi-step reaction with 2 steps

1: C₂H₅ONa / ethanol / 3 h / Heating

2: Na/NH₃(liqu.)

With ammonia; sodium ethanolate; sodium; In ethanol;

upstream raw materials:

(1E,5E,9Z)-cyclododeca-1,5,9-triene

Downstream raw materials:

cis,cis,trans-1,5,9-cyclododecatriene

Refernces