Conditions | Yield |
---|---|
With aluminum tri-bromide; bromine for 3h; Heating; | 98% |
With aluminum tri-bromide; bromine | |
Stage #1: diphenylether With bromine at 25 - 58℃; for 1.66667 - 2.13333h; Stage #2: With bromine; aluminum (III) chloride at 55 - 60℃; for 6.38333 - 6.5h; Product distribution / selectivity; |
diphenylether
bromine
aluminium bromide
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
diphenylether
A
2,2',3,3',4,5,5',6,6'-nonabromodiphenyl ether
B
nonabromodiphenyl ether
C
BDE-207
D
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
Conditions | Yield |
---|---|
With bromine; aluminum (III) chloride at 55 - 61℃; for 6.25h; Product distribution / selectivity; | A n/a B 0.24 %Chromat. C n/a D 99.54 %Chromat. |
Stage #1: diphenylether With bromine for 0.416667 - 1.41667h; Heating / reflux; Stage #2: With bromine; aluminum (III) chloride at 56.1 - 59℃; for 7.13333 - 9.78333h; Product distribution / selectivity; | A n/a B 0.031 - 0.205 %Chromat. C n/a D 99.90 - 99.95 %Chromat. |
Stage #1: diphenylether With bromine at 40℃; Stage #2: With bromine; aluminum (III) chloride at 56.9 - 60.4℃; for 1.83333 - 1.85h; Product distribution / selectivity; | A n/a B 0.181 - 0.220 %Chromat. C n/a D 99.634 - 99.696 %Chromat. |
diphenylether
A
nonabromodiphenyl ether
B
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
Conditions | Yield |
---|---|
Stage #1: diphenylether With bromine at 40℃; Stage #2: With bromine; aluminum (III) chloride at 56.5 - 78.4℃; under 1385.82 - 1458.22 Torr; for 3.65 - 4.36667h; Product distribution / selectivity; | A 0.233 - 0.526 %Chromat. B 99.44 - 99.70 %Chromat. |
diphenylether
A
2,2',3,3',4,5,5',6,6'-nonabromodiphenyl ether
B
BDE-207
C
C12Br9ClO
F
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
Conditions | Yield |
---|---|
With bromine; bromine chloride; aluminum (III) chloride at 55 - 57℃; for 2.23333h; Product distribution / selectivity; Heating / reflux; | A n/a B n/a C n/a D n/a E n/a F 97.2 %Chromat. |
diphenylether
A
2,2',3,3',4,5,5',6,6'-nonabromodiphenyl ether
B
nonabromodiphenyl ether
C
BDE-207
D
C12Br9ClO
G
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
Conditions | Yield |
---|---|
With bromine; bromine chloride; aluminum (III) chloride at 56℃; for 0.0666667h; Product distribution / selectivity; Heating / reflux; | A n/a B 0.14 %Chromat. C n/a D n/a E n/a F n/a G 99.29 %Chromat. |
Conditions | Yield |
---|---|
With sodium hydroxide; palladium diacetate; triphenylphosphine In isopropyl alcohol at 81.9℃; for 5h; Product distribution; Mechanism; other aromatic mono- and polyhalides, var. solvents, transition metal salt, ligands, temperature, and reaction time; | 92% |
With methanol; gold; hydrogen; caesium carbonate at 100℃; under 3800.26 Torr; for 96h; | 89% |
With cadmium selenide; triethylamine In N,N-dimethyl-formamide at 20℃; for 24h; Irradiation; Sealed tube; | 54% |
With 2 wt.% Pd/TiO2 In tetrahydrofuran; methanol for 1h; Catalytic behavior; Kinetics; Reagent/catalyst; UV-irradiation; Inert atmosphere; Darkness; | 15.7% |
With borane-ammonia complex In water; isopropyl alcohol at 50℃; for 12h; Sealed tube; | 97 %Chromat. |
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
A
1,1,2,2-tetrabromoethene
B
pentabromobenzene
C
hexabromobenzene
D
hexabromobenzofuran
Conditions | Yield |
---|---|
thermolysis; Further byproducts given; | A n/a B 0.5% C 5% D 0.1% |
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
A
hexabromo-1,3-butadiene
B
pentabromobenzene
C
hexabromobenzene
D
hexabromobenzofuran
Conditions | Yield |
---|---|
thermolysis; Further byproducts given; | A n/a B 0.5% C 5% D 0.1% |
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
A
pentabromobenzene
B
hexabromobenzene
C
hexabromobenzofuran
D
octabromostyrene
Conditions | Yield |
---|---|
thermolysis; Further byproducts given; | A 0.5% B 5% C 0.1% D n/a |
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
A
1,1,2,2-tetrabromoethene
B
hexabromo-1,3-butadiene
C
pentabromobenzene
D
hexabromobenzene
E
hexabromobenzofuran
F
octabromostyrene
Conditions | Yield |
---|---|
Product distribution; thermolysis; | A n/a B n/a C 0.5% D 5% E 0.1% F n/a G n/a |
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
A
2,3,7,8-Tetrabromodibenzofuran
B
2,3,7,8-tetrabromodibenzodioxin
Conditions | Yield |
---|---|
at 400℃; thermolysis; Further byproducts given; | A 4.5 B 4.0 (unit not given) |
at 400℃; thermolysis; Further byproducts given; | A 4.5 (unit not given) B 4.0 |
With antimony(III) trioxide; polybutylene terephtalate at 400℃; Product distribution; thermolysis; similar results with various plastics containing the title compound and other brominated aromatic compounds used as flame retardants(tetrabromobisphenol A, hexabromocyclododecane); | A 4.5 (unit not given) B 4.0 (unit not given) |
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
A
2,2',3,3',4,5,5',6,6'-nonabromodiphenyl ether
B
nonabromodiphenyl ether
C
BDE-207
Conditions | Yield |
---|---|
In methanol; water for 1.66667h; Kinetics; Quantum yield; Further Variations:; Solvents; Reagents; UV-irradiation; | |
With 2-oxo-propionic acid; sodium hydroxide In tetrahydrofuran; methanol; water Kinetics; Reagent/catalyst; Photolysis; Inert atmosphere; | |
With 2 wt.% Pd/TiO2 In tetrahydrofuran; methanol Reagent/catalyst; UV-irradiation; Inert atmosphere; Darkness; |
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
A
nonabromodiphenyl ether
B
BDE-207
D
2,3,4,6-tetrabromophenyl 2,4,5-tribromophenyl ether
Conditions | Yield |
---|---|
With honey In acetone at 60℃; for 672h; Darkness; |
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
B
nonabromodiphenyl ether
Conditions | Yield |
---|---|
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide Pschor Arylation; Electrochemical reaction; |
Conditions | Yield |
---|---|
With air for 2h; Milling; Green chemistry; |
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
Conditions | Yield |
---|---|
With 2 wt.% Pd/TiO2 In tetrahydrofuran; methanol for 0.0333333h; UV-irradiation; Inert atmosphere; Darkness; |
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
Conditions | Yield |
---|---|
With titanium(IV) oxide In tetrahydrofuran; methanol for 0.166667h; UV-irradiation; Inert atmosphere; Darkness; |
2,2',3,3',4,4',5,5',6,6'-Decabromodiphenyl ether
Conditions | Yield |
---|---|
With titanium(IV) oxide In tetrahydrofuran; methanol for 1h; UV-irradiation; Inert atmosphere; Darkness; |
Conditions | Yield |
---|---|
With 2 wt.% Pd/TiO2 In tetrahydrofuran; methanol for 0.666667h; Catalytic behavior; Kinetics; Reagent/catalyst; UV-irradiation; Inert atmosphere; Darkness; |
Conditions | Yield |
---|---|
With 2 wt.% Pd/TiO2 In tetrahydrofuran; methanol for 0.166667h; Catalytic behavior; Kinetics; Reagent/catalyst; UV-irradiation; Inert atmosphere; Darkness; |
Molecular structure of Decabromobiphenyl ether (CAS NO.1163-19-5) is:
Product Name: Decabromobiphenyl ether
CAS Registry Number: 1163-19-5
IUPAC Name: 1,2,3,4,5-pentabromo-6-(2,3,4,5,6-pentabromophenoxy)benzene
Molecular Weight: 959.1678 [g/mol]
Molecular Formula: C12Br10O
XLogP3-AA: 10.4
H-Bond Donor: 0
H-Bond Acceptor: 1
EINECS: 214-604-9
Melting Point: >300 °C(lit.)
Storage temp.: 2-8 °C
Water Solubility: <0.1 g/100 mL at 20 °C
Stability: Stable. Incompatible with strong oxidizing agents.
Surface Tension: 62 dyne/cm
Density: 2.98 g/cm3
Flash Point: 241.4 °C
Enthalpy of Vaporization: 82.61 kJ/mol
Boiling Point: 572.3 °C at 760 mmHg
Vapour Pressure: 1.64E-12 mmHg at 25°C
Product Categories: Organics;Biphenyl & Diphenyl ether;Diphenyl Ethers (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research
Decabromobiphenyl ether (CAS NO.1163-19-5) is an unreactive, additive flame retardant widely used for its thermal stability and its low cost in thermoplastic resins, thermoset resins, textiles and adhesives. The major applications are in high impact polystyrene, glass reinforced thermoplastic polyester and moulding resins, low density polyethylene extrusion coatings, polypropylene (homo- and copolymers), acrylonitrile butadiene styrene rubber, nylon and polyvinyl chloride.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LD | skin | > 3gm/kg (3000mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(8), Pg. 18, 1983. | |
rat | LDLo | oral | 500mg/kg (500mg/kg) | National Technical Information Service. Vol. OTS0522261, |
IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 48 ,1990,p. 73.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 48 ,1990,p. 73.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NTP Carcinogenesis Studies (feed); Some Evidence: rat NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-309 ,1986. ; (feed); Equivocal Evidence: mouse NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-309 ,1986. . Polybrominated biphenyl compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory.
Questionable carcinogen with experimental neoplastigenic data. Experimental reproductive effects. Used as a flame retardant for thermoplastics. When heated to decomposition it emits toxic fumes of Br−. See also ETHERS and BROMIDES.
Hazard Codes: Xn,Xi,N,F
Risk Statements 20/21/22-67-65-63-50/53-48/20-38-11
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R67:Vapours may cause drowsiness and dizziness.
R65:Harmful: may cause lung damage if swallowed.
R63:Possible risk of harm to the unborn child.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R48/20:Danger of serious damage to health by prolonged exposure and harmful by inhalation.
R38:Irritating to skin.
R11:Highly flammable.
Safety Statements: 36/37-62-61-60
S36/37:Wear suitable protective clothing and gloves.
S62:If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S60:This material and its container must be disposed of as hazardous waste.
RIDADR: 3152
WGK Germany: 1
RTECS: KN3525000
Hazard Note: Irritant
HazardClass: 9
PackingGroup: II
HS Code: 29093031
Decabromobiphenyl ether , its cas register number is 1163-19-5. It also can be called 1,1'-Oxybis(2,3,4,5,6-pentabromobenzene) ; Decabromodiphenyl oxide ; Ether, bis(pentabromophenyl) .It is a white to off-white powder with a chemical odor.It insoluble in water.
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