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Tetrabromobisphenol A

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Name

Tetrabromobisphenol A

EINECS 201-236-9
CAS No. 79-94-7 Density 2.057 g/cm3
PSA 40.46000 LogP 6.47370
Solubility insoluble in water Melting Point 178-181 °C(lit.)
Formula C15H12Br4O2 Boiling Point 417.9 °C at 760 mmHg
Molecular Weight 543.875 Flash Point 206.6 °C
Transport Information UN 3077 9/PG 3 Appearance white to pale cream or pale yellow crystalline
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 79-94-7 (Tetrabromobisphenol A) Hazard Symbols IrritantXi
Synonyms

2,2-Bis(3,5-dibromo-4-hydroxyphenyl)propane;2,2-Bis(4-hydroxy-3,5-dibromophenyl)propane;2,2',6,6'-Tetrabromobisphenol A;3,5,3',5'-Tetrabromobisphenol A;4,4'-(1-Methylethylidene)bis[2,6-dibromophenol];BA 59;Bromdian;CP2000;FG 2000;FR 1524;Fire Guard 2000;Firemaster BP 4A;Flame Cut 120G;Flame Cut 120R;GLCBA 59P;NSC 59775;RB 100;Saytex RB100;Saytex RB 100PC;Tetrabromodian;Tetrabromodiphenylolpropane;Terabromobisphenol A(TBA);

Article Data 36

Tetrabromobisphenol A Synthetic route

79-94-7

Tetrabromobisphenol A

Conditions
ConditionsYield
With potassium tribromide In water; acetonitrile at 30℃; for 0.0833333h;99%
With hydrogenchloride; sodium bromate; sodium dodecyl-sulfate; sodium bromide In tetrachloromethane; water at 10℃; for 4.5h;98.28%
With dihydrogen peroxide; bromine In dichloromethane; water96%
methanolic TBA solution

methanolic TBA solution

79-94-7

Tetrabromobisphenol A

Conditions
ConditionsYield
In water at 30℃; for 12h; Purification / work up;
methanolic TBA solution containing excess bromine

methanolic TBA solution containing excess bromine

79-94-7

Tetrabromobisphenol A

Conditions
ConditionsYield
With sodium sulfite In water at 30℃; for 12h; Purification / work up;
With hydrazine In water at 30℃; Purification / work up;
With sulfur dioxide In water Purification / work up;
In water Purification / work up;
79-94-7

Tetrabromobisphenol A

74-88-4

methyl iodide

5,5'-(propane-2,2-diyl)bis(1,3-dibromo-2-methoxybenzene)

Conditions
ConditionsYield
With potassium carbonate In acetone at 50 - 60℃; Inert atmosphere;96.2%
With potassium carbonate In N,N-dimethyl-formamide Schlenk technique; Inert atmosphere; Reflux;93.3%
With potassium carbonate In acetone Heating;
With potassium carbonate In acetone at 50 - 60℃;
79-94-7

Tetrabromobisphenol A

2524-04-1

diethyl phosphorochloridothioate

1138036-74-4

C23H30Br4O6P2S2

Conditions
ConditionsYield
With dmap; triethylamine In tetrahydrofuran96%
79-94-7

Tetrabromobisphenol A

106-89-8

epichlorohydrin

3072-84-2

2,2'-(4,4'-(propane-2,2-diyl)bis(2,6-dibromo-4,1-phenylene))-bis (oxy)bis(methylene)dioxirane

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium hydroxide at 20℃; for 12h;95%
With sodium hydroxide In water at 58℃; under 180.018 Torr; for 9.5h; Temperature; Large scale;
79-94-7

Tetrabromobisphenol A

Conditions
ConditionsYield
With hydrogen; triethylamine In methanol; water at 120℃; under 22502.3 Torr; for 116h; Autoclave;95%
With hydrogen; triethylamine In ethanol; water at 120℃; under 22502.3 Torr; for 116h; Autoclave;95%
With cadmium selenide; triethylamine In N,N-dimethyl-formamide at 20℃; for 24h; Irradiation; Sealed tube;87%
With sodium sulfite In water at 130℃; for 12h; Sealed tube; Microwave irradiation; Green chemistry;80%
79-94-7

Tetrabromobisphenol A

3497-00-5

phenylthiophosphonic acid dichloride

phenyldithiophosphate(tetrabromobisphenol A)ester

Conditions
ConditionsYield
Stage #1: Tetrabromobisphenol A With magnesium In methanol; 1,2-dichloro-ethane at 40 - 50℃; for 1h; Inert atmosphere;
Stage #2: phenylthiophosphonic acid dichloride In 1,2-dichloro-ethane at 70℃; for 4h; Solvent; Temperature; Reagent/catalyst;
92.1%
74-96-4

ethyl bromide

79-94-7

Tetrabromobisphenol A

5,5'-(propane-2,2-diyl)bis(1,3-dibromo-2-ethoxybenzene)

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 24h; Schlenk technique; Inert atmosphere; Reflux;90.5%
1809-20-7

diisopropyl hydrogenphosphonate

79-94-7

Tetrabromobisphenol A

1592980-07-8

diisopropyl 2-hydroxy-3-bromo-(2-(3-diisopropyl-phosphoryl-4-hydroxy-5-bromophenyl)propan-2-yl)phosphonate

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In toluene at 110℃; for 14h; Inert atmosphere;76%

Tetrabromobisphenol A Chemical Properties

IUPAC Name: 2,6-dibromo-4-[2-(3,5-dibromo-4-hydroxyphenyl)propan-2-yl]phenol 
Empirical Formula: C15H12Br4O2
Molecular Weight: 543.8706g/mol
EINECS: 201-236-9 
Structure of Phenol, 4,4'-(1-methylethylidene)bis(2,6-dibromo- (CAS NO.79-94-7):

Index of Refraction: 1.671
Molar Refractivity: 98.92 cm3
Molar Volume: 264.3 cm3
Polarizability: 39.21×10-24cm3
Surface Tension: 55.6 dyne/cm
Density: 2.057 g/cm3
Flash Point: 206.6 °C
Enthalpy of Vaporization: 69.74 kJ/mol 
Melting Point: 178-181 °C(lit.)
Boiling Point: 417.9 °C at 760 mmHg
Vapour Pressure: 1.41E-07 mmHg at 25°C 
Solubility: Insoluble
Product Categories: Organics;Bisphenol A type Compounds (for High-Performance Polymer Research);Color Former & Related Compounds;Developer;Functional Materials;Reagent for High-Performance Polymer Research 
Canonical SMILES: CC(C)(C1=CC(=C(C(=C1)Br)O)Br)C2=CC(=C(C(=C2)Br)O)Br
InChI: InChI=1S/C15H12Br4O2/c1-15(2,7-3-9(16)13(20)10(17)4-7)8-5-11(18)14(21)12(19)6-8/h3-6,20-21H,1-2H3
InChIKey: VEORPZCZECFIRK-UHFFFAOYSA-N

Tetrabromobisphenol A Uses

 Phenol, 4,4'-(1-methylethylidene)bis(2,6-dibromo- is used as reactive flame retardant that can be used for epoxy, polyurethane resin, etc.
 Phenol, 4,4'-(1-methylethylidene)bis(2,6-dibromo- is used as the flame retardants that can be used to add polystyrene, SAN resin and ABS resin, etc.
 

Tetrabromobisphenol A Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD inhalation > 500mg/m3/8H (500mg/m3)   National Technical Information Service. Vol. OTS0525426,
mouse LC inhalation > 500mg/m3/8H (500mg/m3)   National Technical Information Service. Vol. OTS0525426,
rabbit LD skin > 3160mg/kg (3160mg/kg)   National Technical Information Service. Vol. OTS0525426,
rat LC inhalation > 10920mg/m3/4 (10920mg/m3) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0525426

Tetrabromobisphenol A Consensus Reports

Reported in EPA TSCA Inventory.

Tetrabromobisphenol A Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.
RIDADR: UN 3077 9/PG 3
WGK Germany: 1
RTECS: SM0894500
HazardClass: 9
PackingGroup: II
Hazardous Substances Data 79-94-7(Hazardous Substances Data)
Moderately toxic by inhalation and skin contact. Experimental reproductive effects. An eye irritant. When heated to decomposition it emits toxic vapors of Br-.

Tetrabromobisphenol A Specification

  Phenol, 4,4'-(1-methylethylidene)bis(2,6-dibromo- ,  its cas register number is 79-94-7. It also can be called 2,2',6,6'-Tetrabromobisphenol A ; 2,2-Bis(3,5-dibromo-4-hydroxyphenyl)propane ; 3,3',5,5'-Tetrabromobisphenol A ; 3,5,3',5'-Tetrabromobisphenol A ; 4,4'-(1-Methylethylidene)bis(2,6-dibromophenol) ; 4,4'-Isopropylidenebis(2,6-dibromophenol) ;
 Bromdian ; Firemaster BP 4A ; Great Lakes BA-59P ; HSDB 5232 ; NSC 59775 ; Phenol, 4,4'-(1-methylethylidene)bis(2,6-dibromo- ; Phenol, 4,4'-isopropylidenebis(2,6-dibromo- ; Saytex RB 100PC ; Tetrabromo-4,4'-isopropylidenediphenol ; Tetrabromobisphenol A ; Tetrabromodian ; Tetrabromodiphenylopropane . Phenol, 4,4'-(1-methylethylidene)bis(2,6-dibromo- (CAS NO.79-94-7) is white to pale cream or pale yellow crystalline.

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