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79-94-7

Basic Information
CAS No.: 79-94-7
Name: Tetrabromobisphenol A
Article Data: 36
Molecular Structure:
Molecular Structure of 79-94-7 (Tetrabromobisphenol A)
Formula: C15H12Br4O2
Molecular Weight: 543.875
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);
EINECS: 201-236-9
Density: 2.057 g/cm3
Melting Point: 178-181 °C(lit.)
Boiling Point: 417.9 °C at 760 mmHg
Flash Point: 206.6 °C
Solubility: insoluble in water
Appearance: white to pale cream or pale yellow crystalline
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-37/39
Transport Information: UN 3077 9/PG 3
PSA: 40.46000
LogP: 6.47370
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%
Raw Materials
80-05-7
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Chemistry

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

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.
 

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

Consensus Reports

Reported in EPA TSCA Inventory.

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-.

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.