Product Name

  • Name

    Tetrabromobisphenol A

  • EINECS 201-236-9
  • CAS No. 79-94-7
  • Article Data36
  • CAS DataBase
  • Density 2.057 g/cm3
  • 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);
  • PSA 40.46000
  • LogP 6.47370

Synthetic route

Tetrabromobisphenol A
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

Tetrabromobisphenol A
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

Tetrabromobisphenol A
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;
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

methyl iodide
74-88-4

methyl iodide

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

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℃;
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

diethyl phosphorochloridothioate
2524-04-1

diethyl phosphorochloridothioate

C23H30Br4O6P2S2
1138036-74-4

C23H30Br4O6P2S2

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

Tetrabromobisphenol A

epichlorohydrin
106-89-8

epichlorohydrin

2,2'-(4,4'-(propane-2,2-diyl)bis(2,6-dibromo-4,1-phenylene))-bis (oxy)bis(methylene)dioxirane
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;
Tetrabromobisphenol A
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%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

phenylthiophosphonic acid dichloride
3497-00-5

phenylthiophosphonic acid dichloride

phenyldithiophosphate(tetrabromobisphenol A)ester

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%
ethyl bromide
74-96-4

ethyl bromide

Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

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

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%
diisopropyl hydrogenphosphonate
1809-20-7

diisopropyl hydrogenphosphonate

Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

diisopropyl 2-hydroxy-3-bromo-(2-(3-diisopropyl-phosphoryl-4-hydroxy-5-bromophenyl)propan-2-yl)phosphonate
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
79-94-7

Tetrabromobisphenol A

allyl bromide
106-95-6

allyl bromide

2,6-dibromo-4-(2-{3,5-dibromo-4-[(prop-2-en-1-yl)oxy]-phenyl}propan-2-yl)phenol

2,6-dibromo-4-(2-{3,5-dibromo-4-[(prop-2-en-1-yl)oxy]-phenyl}propan-2-yl)phenol

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 20℃; for 3h;69%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

1-bromo-3-propanol
627-18-9

1-bromo-3-propanol

2,6-dibromo-4-(2-(3,5-dibromo-4-(3-hydroxypropoxy)phenyl)propan-2-yl)phenol

2,6-dibromo-4-(2-(3,5-dibromo-4-(3-hydroxypropoxy)phenyl)propan-2-yl)phenol

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 20℃;65%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

2-bromoethanol
540-51-2

2-bromoethanol

2,6-dibromo-4-(2-(3,5-dibromo-4-(2-hydroxyethoxy)phenyl)propan-2-yl)phenol

2,6-dibromo-4-(2-(3,5-dibromo-4-(2-hydroxyethoxy)phenyl)propan-2-yl)phenol

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 20℃;63%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

methyl iodide
74-88-4

methyl iodide

A

tetrabromobisphenol A monomethyl ether
146823-76-9

tetrabromobisphenol A monomethyl ether

B

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

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

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile at 20 - 60℃; for 2.25h; Reagent/catalyst; Solvent;A 59.1%
B 23.5%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

2,2-bis(4-hydroxy-[3,5-3H2]phenyl)propane
583879-77-0

2,2-bis(4-hydroxy-[3,5-3H2]phenyl)propane

Conditions
ConditionsYield
With tritium; palladium on activated charcoal at 160℃; under 300.024 Torr; for 0.5h;50%
With hydrogen; Pd-BaSO4 at 160℃; for 0.25h;
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

2-bromoethanol
540-51-2

2-bromoethanol

methyl 2-(2,6-dibromo-4-{2-[3,5-dibromo-4-(2-hydroxyethoxy)phenyl]propan-2-yl}phenoxy)acetate

methyl 2-(2,6-dibromo-4-{2-[3,5-dibromo-4-(2-hydroxyethoxy)phenyl]propan-2-yl}phenoxy)acetate

Conditions
ConditionsYield
Stage #1: Tetrabromobisphenol A; bromoacetic acid methyl ester With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 12h;
Stage #2: 2-bromoethanol In N,N-dimethyl-formamide for 4h;
32%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

allyl bromide
106-95-6

allyl bromide

methyl 2-(4-(2-(4-(allyloxy)-3,5-dibromophenyl)propan-2-yl)-2,6-dibromobenzoxy)acetate

methyl 2-(4-(2-(4-(allyloxy)-3,5-dibromophenyl)propan-2-yl)-2,6-dibromobenzoxy)acetate

Conditions
ConditionsYield
Stage #1: Tetrabromobisphenol A; bromoacetic acid methyl ester With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h;
Stage #2: allyl bromide In N,N-dimethyl-formamide for 4h;
31%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

hexamethylenetetramine
100-97-0

hexamethylenetetramine

C6H12N4*C15H12Br4O2
1315333-31-3

C6H12N4*C15H12Br4O2

Conditions
ConditionsYield
In methanol at 110℃; for 72h; Autoclave;22%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

2,2'-dibromo-6,6'-dinitro-4,4'-isopropylidene-di-phenol
608134-64-1

2,2'-dibromo-6,6'-dinitro-4,4'-isopropylidene-di-phenol

Conditions
ConditionsYield
With nitric acid In diethyl ether at 20℃; for 24h;21%
With acetic acid; sodium nitrite
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

hexamethylenetetramine
100-97-0

hexamethylenetetramine

3C6H12N4*3C15H12Br4O2

3C6H12N4*3C15H12Br4O2

Conditions
ConditionsYield
In methanol at 110℃; for 72h; Autoclave;18%
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

acetic anhydride
108-24-7

acetic anhydride

2,2-bis-(4-acetoxy-3,5-dibromo-phenyl)-propane
33798-02-6

2,2-bis-(4-acetoxy-3,5-dibromo-phenyl)-propane

Conditions
ConditionsYield
With sodium acetate
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

Allyl chloroformate
2937-50-0

Allyl chloroformate

2,2-bis-(4-allyloxycarbonyloxy-3,5-dibromo-phenyl)-propane
98572-84-0

2,2-bis-(4-allyloxycarbonyloxy-3,5-dibromo-phenyl)-propane

Conditions
ConditionsYield
With sodium hydroxide; acetone at 0 - 10℃;
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

2-chloro-5,5-bis-chloromethyl-[1,3,2]dioxaphosphinane
52591-28-3

2-chloro-5,5-bis-chloromethyl-[1,3,2]dioxaphosphinane

C25H26Br4Cl4O6P2
38578-49-3

C25H26Br4Cl4O6P2

Conditions
ConditionsYield
With triethylamine
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

5,5-bis-bromomethyl-2-chloro-[1,3,2]dioxaphosphinane
38578-24-4

5,5-bis-bromomethyl-2-chloro-[1,3,2]dioxaphosphinane

C25H26Br8O6P2
38578-61-9

C25H26Br8O6P2

Conditions
ConditionsYield
With triethylamine
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

Dimethyl phosphite
868-85-9

Dimethyl phosphite

A

Dimethyl ether
115-10-6

Dimethyl ether

B

C2H8O5P2

C2H8O5P2

C

C16H15Br4O4P

C16H15Br4O4P

D

phosphonic acid monomethyl ester
13590-71-1

phosphonic acid monomethyl ester

Conditions
ConditionsYield
at 160℃; for 6h; Product distribution; Mechanism;
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

benzoyl chloride
98-88-4

benzoyl chloride

C29H20Br4O4
24003-21-2

C29H20Br4O4

Conditions
ConditionsYield
With N-cyanodiisobutylamine
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

phenyl chloroformate
1885-14-9

phenyl chloroformate

2.2-Bis-<4-phenoxycarbonyloxy-3.5-dibrom-phenyl>-propan
23950-73-4

2.2-Bis-<4-phenoxycarbonyloxy-3.5-dibrom-phenyl>-propan

Conditions
ConditionsYield
With tributyl-amine
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

Trichloroacetyl chloride
76-02-8

Trichloroacetyl chloride

Trichloro-acetic acid 2,6-dibromo-4-{1-[3,5-dibromo-4-(2,2,2-trichloro-acetoxy)-phenyl]-1-methyl-ethyl}-phenyl ester
24003-25-6

Trichloro-acetic acid 2,6-dibromo-4-{1-[3,5-dibromo-4-(2,2,2-trichloro-acetoxy)-phenyl]-1-methyl-ethyl}-phenyl ester

Conditions
ConditionsYield
With 1-Methylpyrrolidine
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

C27H18Br4N2O6
54766-70-0

C27H18Br4N2O6

Conditions
ConditionsYield
With sodium carbonate
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

methyl isocyanate
624-83-9

methyl isocyanate

Methyl-carbamic acid 2,6-dibromo-4-[1-(3,5-dibromo-4-methylcarbamoyloxy-phenyl)-1-methyl-ethyl]-phenyl ester
63921-14-2

Methyl-carbamic acid 2,6-dibromo-4-[1-(3,5-dibromo-4-methylcarbamoyloxy-phenyl)-1-methyl-ethyl]-phenyl ester

Conditions
ConditionsYield
In 1,4-dioxane
Tetrabromobisphenol A
79-94-7

Tetrabromobisphenol A

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

C27H16Br4N4O10
54766-76-6

C27H16Br4N4O10

Conditions
ConditionsYield
With sodium hydroxide

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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