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1,2,5,6,9,10-Hexabromocyclododecane
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Name

1,2,5,6,9,10-Hexabromocyclododecane

 EINECS 221-695-9
CAS No. 3194-55-6 Density 2.145 g/cm3
PSA 0.00000 LogP 6.92160
Solubility N/A Melting Point 188-191 °C
Formula C12H18Br6 Boiling Point 505.2 °C at 760 mmHg
Molecular Weight 641.699 Flash Point 249.5 °C
Transport Information UN 3077 Appearance off-white to beige crystalline powder and chunks
Safety 22-24/25 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 3194-55-6 (1,2,5,6,9,10-Hexabromocyclododecane) Hazard Symbols IrritantXi
Synonyms

Bromkal 73-6D;FR 1206;FR 1206HT;Pyroguard SR 104;SR 104;YM 88A;Hexabromocyclododecane(HBCD);

Article Data 14

1,2,5,6,9,10-Hexabromocyclododecane Synthetic route

706-31-0

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

3194-55-6

1,2,5,6,9,10-hexabromocyclododecane

Conditions
ConditionsYield
With sodium hypochlorite; hydrogen bromide; sodium sulfite In dichloromethane; cyclohexane; water at 0℃; for 0.0166667h; Flow reactor;97%
With pyridinium perbromide hydrobromide In methanol
4904-61-4

cyclododeca-1,5,9-triene

3194-55-6

1,2,5,6,9,10-hexabromocyclododecane

Conditions
ConditionsYield
With bromine In dichloromethane; 2-methyl-propan-1-ol; chloroform at 14 - 15℃; pH=7; Large scale;96%
With bromine; sodium bromide In 2-methyl-propan-1-ol; chloroform; water at 10 - 15℃; for 4.5h; Solvent; Reagent/catalyst; Cooling with ice;94.9%
With hydrogen bromide; bromine In 2-ethoxy-ethanol at 50 - 90℃; for 17h; Temperature;92%
With 1-(-sulfonato)propyl-3-propanesulfonic acid imidazolium; hydrogen bromide; bromine In 2-ethoxy-ethanol at 50 - 90℃; for 8h; Temperature;90%
With bromine In 2-methyl-propan-1-ol; 1,2-dichloro-ethane at 30 - 50℃; for 5.25h;
676-22-2

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

3194-55-6

1,2,5,6,9,10-hexabromocyclododecane

Conditions
ConditionsYield
With pyridinium perbromide hydrobromide In methanol
3194-55-6

1,2,5,6,9,10-hexabromocyclododecane

hydroxyhexabromocyclododecane

Conditions
ConditionsYield
With 5,10,15,20-tetraphenyl iron porphyrin In benzene at 25 - 30℃; for 24h; Temperature; Solvent; Reagent/catalyst; Inert atmosphere;40%
3194-55-6

1,2,5,6,9,10-hexabromocyclododecane

22368-66-7

5,6-Dihydro-benzocycloocten

Conditions
ConditionsYield
With potassium tert-butylate In diethylene glycol dimethyl ether
3194-55-6

1,2,5,6,9,10-hexabromocyclododecane

257-24-9

heptalene

Conditions
ConditionsYield
Stage #1: 1,2,5,6,9,10-hexabromocyclododecane With 18-crown-6 ether; potassium tert-butylate In tetrahydrofuran at -100℃;
Stage #2: With potassium In tetrahydrofuran
Stage #3: With iodine In tetrahydrofuran
3194-55-6

1,2,5,6,9,10-hexabromocyclododecane

heptalene anion radical

Conditions
ConditionsYield
Stage #1: 1,2,5,6,9,10-hexabromocyclododecane With 18-crown-6 ether; potassium tert-butylate In tetrahydrofuran at -100℃;
Stage #2: With potassium In tetrahydrofuran
3194-55-6

1,2,5,6,9,10-hexabromocyclododecane

di-trans-[12]annulene anion radical

Conditions
ConditionsYield
Stage #1: 1,2,5,6,9,10-hexabromocyclododecane With 18-crown-6 ether; potassium tert-butylate In tetrahydrofuran at -100℃;
Stage #2: With potassium In tetrahydrofuran cooling;
3194-55-6

1,2,5,6,9,10-hexabromocyclododecane

2,9-di-trans-[12]annulyne

Conditions
ConditionsYield
Stage #1: 1,2,5,6,9,10-hexabromocyclododecane With potassium tert-butylate; dimethyl sulfoxide for 3h;
Stage #2: With bromine In tetrachloromethane for 2h; UV-irradiation;
Stage #3: With 18-crown-6 ether; potassium tert-butylate In tetrahydrofuran at -100.15℃; for 8h;
3194-55-6

1,2,5,6,9,10-hexabromocyclododecane

C12H10(2-)*2Cs(1+)

Conditions
ConditionsYield
Stage #1: 1,2,5,6,9,10-hexabromocyclododecane With 18-crown-6 ether; potassium tert-butylate In tetrahydrofuran at -100.15℃;
Stage #2: With o-chlorobenzylidene malononitrile In tetrahydrofuran at -100.15℃;

1,2,5,6,9,10-Hexabromocyclododecane Chemical Properties

IUPAC Name: 1,2,5,6,9,10-Hexabromocyclododecane 
Following is the structure of Cyclododecane,1,2,5,6,9,10-hexabromo- (CAS NO.3194-55-6):
                        
Empirical Formula: C12H18Br6
Molecular Weight: 641.6953
Index of Refraction: 1.598
Molar Refractivity: 102.05 cm3
Molar Volume: 299 cm3
Density: 2.145 g/cm3
Flash Point: 249.5 °C
Melting point: 188-191 °C
Surface Tension: 47.7 dyne/cm
Enthalpy of Vaporization: 74.55 kJ/mol
Boiling Point: 505.2 °C at 760 mmHg
Vapour Pressure: 7.8E-10 mmHg at 25 °C
Appearance of Cyclododecane,1,2,5,6,9,10-hexabromo- (CAS NO.3194-55-6): off-white to beige crystalline powder and chunks
Product Categories of Cyclododecane,1,2,5,6,9,10-hexabromo- (CAS NO.3194-55-6): Organics; Alkyl; Halogenated Hydrocarbons; Organic Building Blocks
Canonical SMILES: C1CC(C(CCC(C(CCC(C1Br)Br)Br)Br)Br)Br
InChI: InChI=1S/C12H18Br6/c13-7-1-2-8(14)10(16)5-6-12(18)11(17)4-3-9(7)15/h7-12H,1-6H2
InChIKey: DEIGXXQKDWULML-UHFFFAOYSA-N

1,2,5,6,9,10-Hexabromocyclododecane Toxicity Data With Reference

 Cyclododecane,1,2,5,6,9,10-hexabromo- (CAS NO.3194-55-6) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. You can see actual entry in RTECS for complete information.

1,2,5,6,9,10-Hexabromocyclododecane Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes.
RIDADR: 3077
WGK Germany: 1
RTECS: GU2302500
F: 3-9

1,2,5,6,9,10-Hexabromocyclododecane Specification

 Cyclododecane,1,2,5,6,9,10-hexabromo- , its cas register number 3194-55-6. It also can be called 1,2,5,6,9,10-Hexabromocyclododecane ; Cyclododecane,1,2,5,6, 9,10-hexabromo- and Hexabromocyclododecane . Its classification code is TSCA Flag T [Subject to the Section 4 test rule under TSCA].
 Cyclododecane,1,2,5,6,9,10-hexabromo- (CAS NO.3194-55-6) could be stable under normal temperatures and pressures. It should avoid the condition like incompatible materials, strong oxidants. It is not compatible with strong oxidizing agents. And also prevent it to broken down into hazardous decomposition products: carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, hydrogen bromide. However, its hazardous polymerization has not been reported.

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